Ocean Pines MD Homes For Sale

Tucked away at the end of a quiet cul-de-sac in Ocean Pines, this inviting 3-bedroom, 2-bath ranch offers comfortable one-level living, a peaceful wooded setting, and numerous major improvements! Step inside to discover beautiful hardwood floors, vaulted ceilings, skylights, and a distinctive double-sided gas fireplace that adds warmth and character to the living spaces. The kitchen features white cabinetry and granite countertops, creating a bright and welcoming space. The primary suite includes a walk-in closet and private bath with an oversized shower. Two additional bedrooms, an updated hall bath, and a separate laundry room complete the convenient single-level layout. Enjoy the privacy of a backyard backing to trees, whether relaxing on the screened porch or entertaining on the low-maintenance deck. An attached two-car garage provides additional storage and convenience. Major improvements include a new roof (2025), siding (2021), windows (2018), and dual-fuel HVAC system (2018) — valuable updates to the home's major systems and exterior. Beyond your own backyard, enjoy all that Ocean Pines has to offer! This established coastal community features swimming pools, golf, tennis, pickleball, marinas, a Yacht Club, parks, walking and biking trails, and an Ocean City Beach Club. A variety of recreational amenities and optional memberships are available for additional fees. Whether you're looking for a full-time residence or a coastal getaway, 11 Haven End offers a wonderful combination of comfort, privacy, and convenience, just a short drive from Ocean City's beaches, shopping, dining, and entertainment. Welcome home to Ocean Pines!

11 Haven End, Ocean Pines

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

$319,000

2 Beds ⋅ 1 Baths

Welcome to 12 June Way Lane, an updated 2-bedroom, 1-bath home in Ocean Pines, MD, just minutes from the beaches of Ocean City. The kitchen has beautiful granite countertops and new appliances (2025). One highlight is the gorgeous bathroom, where two small baths were combined into one spacious, fully updated bath. The owners have also taken care of the major items: roof (2021), all 8 windows (2025), washer and dryer (2025), a new interior HVAC air handler (2026) and a new water heater (2026). There is a covered deck and nice screen in patio. Some decking and small stairs need some maintenance but easy work. It’s ready to move into as a full-time home, a weekend getaway or an investment property. Ocean Pines offers many amenities free and paid like a private oceanfront Beach Club in Ocean City, outdoor pools and an indoor aquatic center, and the Ocean Pines Golf Club. There are also tennis and pickleball courts, marinas, the Yacht Club, walking trails and a seasonal farmers market. With Berlin and Ocean City a short drive away, it’s an easy-living spot in a highly sought after community. Schedule your showing today! Professional photos coming soon.

12 Juneway Ln, Ocean Pines

Listing courtesy of Real Broker, LLC. Contact:

$359,900

Enjoy peaceful golf course views from this inviting 3-bedroom, 2-bath rancher overlooking the 4th hole of the Robert Trent Jones-designed golf course. Cathedral ceilings and skylights fill the home with natural light, creating a bright and airy atmosphere. The expansive living room offers plenty of space to relax or entertain, with beautiful views of the fairway. The eat-in kitchen features a breakfast bar and connects to a cozy sunroom, perfect for a home office, sitting area, or flexible guest space. A spacious mudroom, separate laundry room, and walk-in pantry provide plenty of everyday convenience and storage. Pull-down stairs in the hallway lead to a full-height attic offering additional storage possibilities. An attached two-car garage adds even more functionality. Step outside onto the deck to enjoy your morning coffee, unwind at the end of the day, or simply take in the scenic golf course setting. A wonderful opportunity to enjoy comfortable one-level living with a beautiful backdrop!

30 Newport Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$329,900

This charming 3-bedroom, 2-bathroom ranch-style home in Ocean Pines offers a solid investment opportunity with a spacious 1,232 sq ft layout. The interior features a combination kitchen/dining area, an eat-in kitchen with pantry, and a cozy electric fireplace, enhancing its appeal for potential renters. The home boasts modern appliances, including a dishwasher, washer/dryer, and water heater, ensuring low maintenance costs. The exterior showcases a well-maintained lot of 0.21 acres with a front and rear yard, complemented by a screened porch and outbuilding for additional storage. Community amenities include pools, tennis courts, and a beach club, enhancing rental desirability. With a gravel driveway and private parking, this property is positioned for strong rental returns in a sought-after area. The serene views of gardens and wooded surroundings add to its charm, making it an attractive option for both long-term and vacation rentals.

37 Windjammer, Ocean Pines

Listing courtesy of Whitney-Wallace Commercial. Contact:

$315,000

Cute, cozy, and affordable, this Ocean Pines rancher sits on a quiet, high-and-dry lot with a private rear yard, screened porch, and deck. Inside, enjoy an open floor plan and a welcoming wood-burning fireplace. The extra-large driveway offers plenty of parking, and there’s room to add your own style and make this home your own. Come see the possibilities!

12 Abbyshire Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact:

3208 Points Reach Unit 3208, Ocean Pines

$479,900

**PRICED BELOW MARKET! WATERFRONT LIVING IN OCEAN PINES WITH CONFIRMED LOWER CONDO FEES FOR 2027!** Welcome to 3208 Points Reach, a spacious 3-bedroom, 2-bath waterfront condominium offering approximately 1,896 square feet of comfortable living space, beautiful bay views, and an expansive covered balcony. Located in the desirable Points Reach community of Ocean Pines, this light-filled residence features hardwood flooring, crown molding, a corner gas fireplace, and large glass doors that bring the waterfront setting into the main living area. The generously sized kitchen offers granite countertops, stainless steel appliances, abundant wood cabinetry, recessed lighting, and plenty of workspace. Its open layout connects seamlessly to the living and dining areas, making the home ideal for everyday living and entertaining. Step outside onto the expansive covered waterfront balcony, complete with a built-in gas grill and plenty of space for outdoor dining, entertaining, or simply relaxing while enjoying the sweeping water views. Spacious bedrooms, generous closet space, plantation-style shutters, and ceiling fans add to the home's comfort and appeal. **IMPORTANT CONDO FEE UPDATE:** The Points Reach condominium quarterly fee is confirmed at **$2,493 for 2027**, a significant reduction from the temporary **$4,082 quarterly fee in 2026**, which included stairwell and exterior maintenance expenses. The 2027 budget is available in the seller documents for buyer review. Water and sewer are included in the condominium fee. Additional community fees include the Ocean Pines annual HOA fee of $915 and The Point annual HOA fee of $245. A one-time $300 HOA fee applies at settlement ($200 Ocean Pines and $100 The Point). Seller-reported EDU fee is $36 quarterly. With its spacious floor plan, spectacular waterfront balcony, desirable Ocean Pines location, and pricing positioned below market, **3208 Points Reach presents an outstanding opportunity for buyers seeking a primary residence, second home, or Eastern Shore getaway.** **Full-Service Mr. Lister Realty Listing. Contact the listing agent for additional information.**

3208 Points Reach Unit 3208, Ocean Pines

Listing courtesy of Mr. Lister Realty. Contact:

$260,000

The potential is here! Major updates and renovations needed in this Coastal Contemporary 3-bedroom 2 Bath 1 level home with a short walk to the Golf Course and Clubhouse. Owner is moving out and relocating in the area and might need time to vacate the property.

46 Sundial Cir, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$589,900

COMING SOON in highly desirable Ocean Pines! This beautifully maintained and recently updated 3-bedroom, 2-bath home offers the perfect combination of comfort, outdoor living, and waterfront enjoyment. The kitchen features stainless steel appliances, and the updated bathrooms add a fresh, modern touch. The spacious layout is ideal for entertaining family and friends, while the huge screened-in porch and adjoining patio provide the perfect setting to relax and enjoy peaceful canal views. A private dock with a boat lift, making it easy to get out on the water and enjoy life on the Assawoman Bay. A storage shed provides plenty of room for boating and outdoor gear. Ocean Pines is an amenity-rich community offering multiple pools, a yacht club, beach club, golf course, tennis and basketball courts, playgrounds, and a skatepark. Conveniently located with easy access to Route 90 and just a short drive to Ocean City’s beaches, restaurants, and attractions, this home is a fantastic opportunity to enjoy the best of coastal living!

297 Ocean Pkwy, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$339,900

Discover a charming retreat in the desirable Ocean Pines - Huntington community. This beautifully maintained ranch-style home features an inviting open floor plan, perfect for both relaxation and entertaining. The living area seamlessly connects to the dining space, creating a warm atmosphere for gatherings. Enjoy the comfort of three well-appointed bedrooms and two full bathrooms, including a tub shower for unwinding after a long day. The kitchen is equipped with high-end electric appliances, including an oven/range and refrigerator, ensuring culinary delights are just a step away. Luxury vinyl plank flooring adds a touch of elegance throughout, while a cozy fireplace enhances the inviting ambiance. Front and rear decks are 40 ft x 12 ft totaling 960 sq ft of space. Newer roof, gutter w/gutter guards and windows. Step outside to enjoy community amenities, including pools, tennis courts, and scenic walking paths. With a prime location just minutes from the airport and a host of recreational options, this home offers an exclusive lifestyle that blends comfort and convenience. Experience the perfect balance of convenience and warmth in your new sanctuary.

268 Windjammer Rd, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

$2,890,000

5 Beds ⋅ 5 Baths

A rare opportunity to own directly on the bay in Ocean Pines with a view of Ocean City. Main living area is positioned on an upper level to take advantage of the full bay view. Main floor features the upstairs full kitchen, two bedrooms, one full bath and 1 12 bath. A laundry room completes this level. Located in Turns Landing, one of the most desirable water front proprties in Ocean Pines. Just minutes from several shopping centers. on Route 589. Convenient access to many amenities ncluding multiple pools, the Ocean Pines Beach Club in Ocean City, golf, tennis, parks, walking trails, and more.

35 Leigh Dr, Ocean Pines

Listing courtesy of Bruce Howe Realty. Contact:

$540,000

Brimming with Coastal charm, this beautifully maintained three-bedroom, two-and-a-half-bath home enjoys a peaceful cul-de-sac setting surrounded by mature trees and lush landscaping. Charming architectural details, an inviting covered front porch, and a lovely wooded lot create wonderful curb appeal, while inside, soaring ceilings and expansive living spaces offer a relaxed coastal atmosphere. A dramatic cathedral-ceiling living room welcomes you with exposed beams and a gas fireplace, creating a wonderfully open and airy gathering space. The spacious living room flows seamlessly into the dining area, while the kitchen enjoys an open connection to the dining space yet remains comfortably tucked away. Just off the dining area, a versatile flex room offers an inviting setting for a home office, den, or hobby space, with beautiful French doors allowing the room to be opened to adjoining living areas or closed for privacy. Beyond, an expansive sunroom serves as a spectacular second family room, surrounded by walls of windows that frame the beautiful wooded surroundings and fill the space with natural light. Ceramic tile flooring extends throughout much of the main living areas, while ceiling fans throughout the home add comfort and practicality. The main-level primary suite is a bright and comfortable retreat, complete with an updated en suite bath featuring dual vanities and a large walk-in shower. A convenient main-level powder room and dedicated laundry area further enhance the home's easy everyday living. Upstairs, two additional bedrooms share a well-appointed full hall bath, while a spacious unfinished walk-in attic provides an abundance of easily accessible storage. Outdoors, a generous rear deck overlooks the beautifully landscaped, tree-lined backyard, offering a peaceful setting for relaxing or entertaining. A secure detached storage shed provides additional space for gardening equipment and recreational gear, while a two-car garage offers convenient parking and additional storage. Significant recent improvements provide new owners peace of mind, including a new roof and skylights (2026), a new deck and front porch (2023), a resurfaced driveway (2026), and a tankless water heater. Situated in desirable North Ocean Pines, the property enjoys the tranquility of an established residential neighborhood, making it equally appealing as a comfortable year-round residence or a coastal getaway. Just minutes away, Ocean City offers beautiful Atlantic beaches, its iconic Boardwalk, waterfront dining, shopping, boating, and entertainment, with something to enjoy in every season. Ocean Pines itself offers an exceptional collection of recreational and lifestyle amenities, including indoor and outdoor swimming pools, golf, tennis, pickleball, parks, walking trails, a community center, and the popular Ocean Pines Beach Club in Ocean City, offering convenient beach access and parking. With a variety of optional amenity memberships available, residents can tailor their experience to their interests. The community's year-round residential atmosphere and recreational opportunities make everyday living especially appealing, while summer brings the added excitement of beach days, boating, and Ocean City's vibrant resort season. Combining the peaceful character of a wooded coastal neighborhood with resort-style amenities and convenient access to Ocean City's celebrated attractions, this property truly offers the best of both worlds.

12 Coventry Ct, Ocean Pines

Listing courtesy of Northrop Realty. Contact:

$349,990

Discover the perfect blend of comfort, space, and coastal living in this inviting home tucked away just off the parkway in desirable Ocean Pines, a short drive from the beautiful beaches of Ocean City!Step inside to a spacious living room featuring upgraded flooring and an inviting atmosphere perfect for relaxing or entertaining. The upgraded kitchen offers functionality and style, while the adjoining open sunroom provides endless possibilities. Imagine using this versatile space as a dining room, a second living area, a home office, or the perfect spot to enjoy your morning coffee.Just beyond the sunroom, step outside to a large deck featuring a charming arbor—an ideal setting for summer barbecues, outdoor dining, and gathering with family and friends. With three bedrooms and two-and-a-half baths, this home offers plenty of room to spread out and enjoy everything coastal living has to offer.Ocean Pines is known for its exceptional community amenities, including indoor and outdoor swimming pools, a yacht club, pickleball courts, scenic walking and biking trails, and a golf course. Residents also enjoy access to a private beach club in Ocean City, offering a convenient place to spend sunny days at the beach along with free parking. Whether you're looking for a full-time residence, a relaxing second home, or the perfect vacation getaway, this home offers the opportunity to embrace the laid-back coastal lifestyle you've been dreaming of. Enjoy the best of Ocean Pines living, with the beautiful beaches of Ocean City and the natural beauty of Assateague Island just a short drive away!

129 High Sheriff Trl, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

$320,000

Welcome to this charming single-level home nestled among mature trees in the highly desirable Ocean Pines community! Situated on a spacious, wooded, corner lot, this property offers a peaceful setting with plenty of outdoor space to enjoy. Inside, you'll find a comfortable and functional layout featuring a combination of luxury vinyl plank flooring and carpeting, generously sized windows that bring in natural light, and a wood-burning-style stove that serves as a cozy focal point. Additional highlights include a dedicated laundry room, an exterior ramp leading to the front entrance, and a paved driveway providing convenient off-street parking. Outside, the property offers a detached storage shed, an additional rear structure, and plenty of room to create your ideal outdoor retreat. Ocean Pines is known for its incredible selection of amenities and recreational opportunities. Residents can enjoy multiple outdoor swimming pools, an indoor aquatic center, the Ocean Pines Golf Club featuring an 18-hole championship course, tennis courts, pickleball courts, basketball courts, playgrounds, parks, walking trails, and the Ocean Pines Yacht Club overlooking the Isle of Wight Bay. The community also offers marinas, boat ramps, fishing and crabbing opportunities, a community center, and the Ocean Pines Beach Club located directly on the beach in Ocean City. With numerous community events and activities throughout the year, there is always something to enjoy! Conveniently located just a short drive from the beaches, boardwalk, restaurants, shopping, and entertainment of Ocean City, as well as the charming downtown of Berlin, this property offers the perfect combination of a quiet residential setting and easy access to everything the Eastern Shore has to offer. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this Ocean Pines property is full of potential. Come explore the possibilities and enjoy all that this wonderful coastal community has to offer!

59 Castle Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$929,900

CANAL-FRONT LIVING, BOATING ADVENTURES & BEACH DAYS AWAIT! ⚓🌊 Dreaming of a home where the boating lifestyle meets coastal relaxation? Welcome to 57 Wood Duck Drive in desirable Ocean Pines, Maryland! This waterfront retreat is ready to capture your imagination, whether you're searching for a beach-area getaway, a waterfront home to enjoy year-round, or a potential short-term rental investment. With 3 bedrooms, 2.5 bathrooms, and approximately 2,400 square feet of living space, this inviting single-level contemporary home offers room to relax, entertain, and make lasting memories. The living room's soaring cathedral ceiling creates an airy feel, while the family room's gas fireplace sets the stage for cozy evenings after a day on the water. Hardwood flooring, a well-appointed kitchen, breakfast area, and formal dining room bring comfort and versatility to everyday living and vacation gatherings alike. Calling all boaters! Your waterfront lifestyle starts right in your own backyard! Enjoy canal-front views, a private dock, and a 10,000-pound boat lift. Imagine morning coffee overlooking the water, afternoons spent cruising, fishing, or kayaking, and evenings unwinding as the waterfront becomes your favorite place to be. The spacious canal-front sunroom, complete with its own HVAC system, offers another wonderful spot to soak in the scenery throughout the seasons. Need more reasons to fall in love? An oversized two-car garage with built-in storage, a generous waterfront setting, and the relaxed coastal atmosphere of Ocean Pines make this home a special opportunity for anyone who loves life on the water. And the beach? It's within reach! Enjoy the Ocean City, Maryland, lifestyle with its sandy beaches, boardwalk attractions, restaurants, shopping, and entertainment just a drive away, then return home to the peaceful appeal of canal-front living. INVESTORS, TAKE NOTE! A waterfront property with boating amenities and access to a popular beach destination may offer exciting potential as a vacation home or short-term rental investment. Explore the possibilities of combining personal enjoyment with rental income potential, subject to applicable community rules, rental licensing requirements, and local regulations. Whether you're dreaming of a waterfront escape, a boating enthusiast's haven, or an investment opportunity near Ocean City, this Ocean Pines property invites you to imagine the possibilities. Your next chapter could begin right here, where every day feels a little more like vacation!

57 Wood Duck Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$549,900

Coastal charm meets comfortable living in this beautifully maintained, furnished 4–5-bedroom, 3-full-bath home offering a spacious, open floor plan and plenty of room to relax, entertain, and unwind. Engineered hardwood flooring flows throughout the main level, connecting the inviting living and dining areas to a well-appointed kitchen featuring granite countertops, a breakfast bar, and a pantry. The spacious primary suite offers an oversized walk-in closet and a remodeled bath complete with a dual-sink vanity and a relaxing soaking tub, along with access to the screened porch. Upstairs, versatile living spaces provide plenty of options for additional bedrooms, a family room, home office, or guest accommodations. Enjoy your morning coffee on the screened porch, soak up the sunshine on the upper-level deck, or gather around the fire pit on the extended backyard patio. The attached one-car garage features a coated floor, overhead storage rack, and an additional refrigerator. A newer roof, newer HVAC system, and encapsulated crawlspace add to the home's appeal. With its welcoming front porch, flexible floor plan, and inviting indoor and outdoor living spaces, this home offers the perfect setting to enjoy the coastal lifestyle. Schedule your private tour today!

1336 Ocean Pkwy, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$175,000

1300 Ocean Pkwy, Ocean Pines

Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:

$277,000

This Ranch style home in Ocean Pines, Maryland offers two bedrooms, bonus room or office, split floorplan and an attached rear storage area. The home sits close to the Ocean City Boardwalk and close to Assateague Island National Seashore, both within a short drive for beach days and time outdoors. Contact me to schedule a showing and see how this Ocean Pines ranch could work for you.

141 Nottingham Ln, Ocean Pines

Listing courtesy of Sheppard Realty Inc. Contact:

24b Pines Point B Unit BSB24, Ocean Pines

$89,000

An excellent opportunity for boaters! Enjoy your days cruising, fishing, and exploring all the Eastern Shore has to offer with this 24 ft deeded boat slip in Pines Point Marina. No residency required! Includes a 13,000LB Hurricane cat 5 rated ultra high speed boat lift (installed 2024) with box remote, dock box and attached dock step. Marina amenities include water, electric, pump-out access, on-site parking, nearby fuel and boat ramp, provision store stocked with all boating necessities and bathrooms.

24b Pines Point B Unit BSB24, Ocean Pines

Listing courtesy of Samson Properties. Contact:

$375,000

Welcome to this beautiful charming updated home located in the Sherwood Forest section of Ocean Pines! This home features 3 bedrooms with neutral color carpeting The main bedroom offers an en-suite with double sinks, beautiful laminate flooring.There is a 2nd bath with same beautiful laminate flooring The vaulted ceiling in the living room creates an open airy feeling along with a gas fireplace for those cozy evenings. The spacious kitchen has gorgeous laminate flooring,white cabinetry with lots of storage You'll also find a walk- in pantry which adds additional storage The kitchen flows into the dining area giving lots of space for family gatherings.Off the dining area is another room with a sliding door which could be used as an office or perhaps another quiet space to enjoy the peaceful surroundings. Step outside from there to a private yard that backs to woods. You can create a place for entertaining or a place to simply relax and take in all the beautiful nature that abounds. Whether you're searching for a year-round residence or a coastal getaway, this home offers the opportunity to enjoy the many amenities Ocean Pines has to offer!

66 Robin Hood Trl, Ocean Pines

Listing courtesy of EXP Realty, LLC. Contact:

$515,000

Situated on a quiet cul-de-sac, with one level living and the costly updates already done, 32 Easton Avenue is ready for its next owner to spend years of low maintenance living in The Parke at Ocean Pines! Start with the setting. A long private driveway sets the home back from the street, with far more parking than most homes in the community, an attached two-car garage and a covered front porch made for morning coffee. Inside, roughly 2,400 square feet on a single level—making it one of the largest single level homes in the community—Featuring high ceilings, plantation shutters and transom windows that pull light through every room. An office behind double French doors. A kitchen, dining area and family room that come together as one big gathering space, featuring a breakfast bar, pantry, built-in coffee bar and gas cooking for the aspiring home chef. And the room you will end up living in: a sunroom wrapped in windows that look straight into the woods, with a door to the brick-paver landing. The primary suite is a true retreat, with a tray ceiling, a fitted walk-in closet and a bath with double vanity, soaking tub and separate shower. Two more bedrooms, a second full bath and a laundry room with utility sink complete the plan. Now the part that saves you real money. The three most expensive items on a home this age are done: roof 2020, HVAC 2022, water heater 2024. And in The Parke the association handles the lawn care and snow removal. You spend your time enjoying the place, not maintaining it. The Parke is a 55+ age-qualified community with a private residents' clubhouse: a heated indoor pool, whirlpool, sauna, fitness center, billiards, card room, art studio and library, plus nature trails, 27 ponds, a stocked lake with a fishing pier and a community crabbing pier on Manklin Creek. Then there is Ocean Pines itself. An oceanfront Beach Club at 49th Street in Ocean City with its own pool, restaurant and permit parking. A Yacht Club with waterfront dining and live music. A Robert Trent Jones Sr. golf course. Five pools, one indoor and open all year. Twelve pickleball courts. Two marinas, boat ramps and kayak launches. Miles of trails and a farmers market every Saturday, year-round. Memberships and fees for Ocean Pines amenities are optional and vary. Berlin is about 6.5 miles away, the Ocean City Boardwalk about 8, and the beaches and wild horses of Assateague about 13. Privacy, one-level ease, the big bills behind you and a resort's worth of things to do!

32 Easton Ave, Ocean Pines

Listing courtesy of Blackwell Real Estate, LLC. Contact:

$349,900

Brand new kitchen cabinets, stainless steel appliances, LVP flooring, carpet, and more! French Doors lead from the dining area to rear deck and yard. Guest bath includes ceramic tile floors, walls, and glass block. Primary bath features a tiled shower stall. Fresh paint, storage shed, vinyl siding and front entry deck. Located in the amenity-filled community of Ocean Pines, which is just a short drive to the beaches of Ocean City, Assateague Island National Seashore, and historic downtown Berlin!

98 White Horse Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$384,900

Welcome Home! Discover the perfect blend of comfort, style, and coastal living in this beautifully refurbished 3-bedroom home nestled in the desirable Ocean Pines community. Thoughtfully updated from top to bottom, this inviting home offers the fresh, modern finishes you love with the warmth and comfort that make a house feel like home. Step inside and imagine settling into a space where so much has already been done for you. The stunning new kitchen features quartz countertops, a custom backsplash, and stainless steel appliances, creating the perfect gathering place for morning coffee, family meals, and entertaining friends. Luxury vinyl plank flooring flows throughout the entire home, complemented by new light fixtures and a fresh, updated feel in every room. Both bathrooms have been beautifully renovated. The hall bath features a tub with a stylish tile surround and tile flooring, while the primary suite offers a touch of everyday luxury with his-and-hers vanities, a spacious custom tile shower, and elegant tile floors. Major improvements include a brand-new roof, new HVAC system and ductwork, giving you added peace of mind as you settle into your new home. A screened porch provides the perfect spot to unwind with a favorite book, enjoy a quiet morning, or spend a relaxing evening taking in the coastal atmosphere. The one-car garage and newly paved, extra-long driveway offer convenient parking with plenty of room for family and guests. Life in Ocean Pines offers even more to love, with community amenities that include pools, parks, walking trails, marinas, golf, and racquet sports, all within a coastal community near the beaches of Ocean City. Whether you're looking for a year-round residence, a relaxing coastal retreat, or a place to make lasting memories, this beautifully updated home is ready to welcome you. Come see all the possibilities and picture yourself right at home in Ocean Pines!

75 Abbyshire Rd, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$329,000

NEW REDUCED PRICING - Sellers relocating for promotion. Come take a look! Nestled in the charming community of Ocean Pines - Huntington, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 1983, this detached residence boasts a spacious layout with 1,056 square feet of living space, featuring three cozy bedrooms and one and a half bathrooms. The property sits on a generous 0.21-acre lot, providing ample outdoor space for relaxation and recreation. As you approach the home, you'll appreciate the inviting exterior, complete with an outbuilding for additional storage. The community amenities are truly a highlight of this property. Residents enjoy access to a well-maintained community pools,beach club, golf, indoor pool, tennis, walking parks, tot lots, and a variety of recreational options. ( additional fees on some recreational) Take a leisurely stroll along the jogging and walking paths, or take your furry friends to the dog park. The community center serves as a hub for social gatherings, while the tot lots and playgrounds provide fun-filled spaces for outdoor play. Nature enthusiasts will love the serene views of trees and woods that surround the area, creating a peaceful backdrop for your daily life. The community is designed to foster a sense of belonging, with friendly neighbors and a welcoming atmosphere. Nearby parks offer additional green spaces for picnics, sports, and outdoor activities, making it easy to enjoy the beauty of nature right at your doorstep. With a reasonable association fee that covers common area maintenance, management, and snow removal, you can spend more time enjoying the community and less time worrying about upkeep. This home is not just a place to live; it's a lifestyle choice that embraces comfort, community, and convenience. Experience the warmth and charm of Ocean Pines - Huntington, where your dream home awaits!

64 Abbyshire Rd, Ocean Pines

Listing courtesy of Engel & Volkers Ocean City. Contact:

$650,000

Custom-built 4-bedroom, 2.5-bath home with water views in the Teal Bay section of Ocean Pines. Both full bathrooms are newly remodeled. The open floor plan features vaulted ceilings, skylights, a gas fireplace, and luxury vinyl plank flooring throughout the main level, with views of the St. Martin River. The main level offers the primary bedroom, laundry area, and a kitchen next to a flexible den/formal dining room with river views. Upstairs are 3 more bedrooms, a full bathroom, and a dedicated office. Outdoors, enjoy a large screened-in porch and a custom koi pond. A non-buildable lot owned by Ocean Pines sits across the street and a little to the left, helping keep views of the St. Martin River and Ocean City open. Residents enjoy Ocean Pines amenities, including indoor and outdoor pools, tennis courts, golf, restaurants, and a community center.

188 Teal Cir, Ocean Pines

Listing courtesy of Charis Realty Group. Contact:

$549,900

This is the location in The Parke you've been waiting for, tucked away for serene privacy on a large 12,858 square foot, cul-de-sac lot backing to woods! This Royal Tern floor plan offers 2,587 sq. ft. of comfortable living space, 3 bedrooms/2 full baths downstairs, and an additional 4th bedroom and full bath upstairs with loft area. The main level features a spacious living room with cathedral ceiling, ceiling fan and a “sun tunnel” style skylight lets in extra natural light. A double-sided gas fireplace with blower creates a warm connection to the adjoining spaces. The kitchen offers numerous upgrades just completed in 2025—including a JennAir gas cooktop, new quartz countertops and subway tile backsplash. The added wall of custom cabinetry in this home provides ample storage space for all your kitchen needs. As you enter in the front door, the home layout offers a formal dining room space that boasts hardwood floors that continue throughout the hall, kitchen and breakfast area. The front window coverings feature attractive plantation shutters. Off the foyer and dining room, you'll find two bedrooms and one full bath. And, on the opposite side of the dining room is the spacious primary suite that includes a tray ceiling, plantation shutters, spacious bath with soaking tub and a large walk-in closet with excellent closet organization. A laundry room with utility sink is conveniently located off the attached 2-car garage, which features an epoxy-coated floor and side-entry door. Enjoy the outdoors from the spacious tiled sunroom with the two-sided gas fireplace, or choose to sit outside and enjoy the fresh air on the large 14’x14’ screened-in porch with low maintenance composite decking—both overlooking the wooded backyard and offering a peaceful sense of privacy. A well cared for home, buyers will like that the roof was replaced approximately 3 years ago. The home also offers Gutter Guards by Leaf Filter. And, the dual zone HVAC systems are on an annual service contract with Arctic and Global performs annual termite inspections. Community amenities at The Parke include indoor pool, clubhouse, fitness center and walking paths. This well-appointed home combines comfortable indoor living with inviting outdoor spaces in a desirable and peaceful setting.

7 Brush Island Ct, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$399,999

Welcome to 75 Cresthaven Drive, a charming A-frame home located in the desirable Ocean Pines community! This unique 3-bedroom, 2-bath home offers 1,128 square feet of living space and sits on a spacious 10,700-square-foot lot. Whether you're searching for a beach getaway, full-time residence, or investment property, this home offers plenty of possibilities. Currently generating approximately $35,000–$38,000 in annual rental income, it provides an excellent opportunity for buyers looking for a proven vacation rental. The distinctive A-frame design gives the home plenty of coastal character, while the large front deck provides the perfect place to relax and enjoy the outdoors. Out back, you'll find an inviting entertainment area complete with a fire pit—ideal for summer evenings, cookouts, and gathering with family and friends. Ownership in Ocean Pines provides access to an impressive array of community amenities, including indoor and outdoor pools, parks, marina, golf course, restaurant, ball fields, dog park, and more. Best of all, you're just minutes from the beaches and famous Boardwalk of Ocean City, along with fantastic restaurants, shopping, golf, boating, and everything the Maryland coast has to offer. A great combination of character, location, community amenities, and rental potential—75 Cresthaven Drive is ready for its next owner!

75 Cresthaven Dr, Ocean Pines

Listing courtesy of RE/MAX One. Contact:

$619,000

A Charming Eastern Shore Cottage in the Heart of Ocean Pines, tucked into a beautifully landscaped setting. This custom-built 2004 cottage offers the character, warmth, and livability that make an Eastern Shore home truly special. With its inviting architecture, refinished hardwood floors, distinctive details, and wonderful indoor-outdoor flow, this is a home designed for both everyday living and relaxed coastal entertaining. The welcoming open floor plan centers around a comfortable kitchen and family room, where a commercial-grade gas range, abundant cabinetry, and gas fireplace create a natural gathering space. The dining area adds an unexpected touch of charm with its beautiful domed ceiling and special lighting. Refinished hardwood floors, now extended throughout the home, add warmth and continuity. The primary suite is a peaceful retreat with a spacious bath and walk-in closet. Two additional bedrooms and a full bath provide plenty of space for household and guests. A four-season room invites you to slow down and enjoy the garden views before stepping outside onto the expansive deck. Upstairs, a versatile bonus room provides additional living space for a home office, creative studio, media room, guest area, or quiet retreat. Unfinished attic space offers abundant storage. The outdoor spaces are equally inviting. The fully fenced, beautifully landscaped backyard features a paver patio, firepit area, and deck. Gas grill hook up. Home also features an oversized two car garage. Recent 2022 improvements include a new HVAC system with three-zone heating and cooling, refinished and extended hardwood flooring, new stainless-steel appliances, updated bathroom countertops, faucets and shower surround, new paint throughout and paved driveway. Easy access to Ocean City's beaches, Assateague Island, restaurants, recreation, and all that Ocean Pines has to offer.

10 Mist Flower Rd, Ocean Pines

Listing courtesy of Homecoin.com. Contact:

$789,000

Welcome to canal-front living in Ocean Pines! 20 Ivanhoe Court offers 2,500 square feet with 4 bedrooms, an office and 3 full baths on a quiet cul de sac, with room for everyone right on the water. The major interior updates are already done, starting with a fully remodeled kitchen with quartz countertops, white Shaker-style cabinets and stainless steel appliances. Wood-look tile runs throughout the main level, and all three bathrooms have been fully renovated with beautiful updated tile, vanities and shower/tub areas. The main level does offer a bedroom with an ensuite full bath for convenience. Two of the three upstairs bedrooms have their private balconies overlooking the canal which is a perfect spot for a morning coffee. A dedicated home office space towards the back with windows and access to the large garage is right there and the screen porch which is the perfect crab picking spot. The garage door is oversized which can accommodate a boat. A newer SlideMoor boat docking system was installed that allows your boat to adjust with the tide vertically preventing any damage. To top it off, there is a private outside shower to rinse off after a day out on the water. The home's well-made, solid antique-style furniture is available too: the sellers will consider offers on it, or they'll clear it out if you'd rather start fresh. In Ocean Pines you get parks, pools, the Yacht Club, the Ocean Club in Ocean City, and local restaurants, just minutes from the Ocean City beaches. Schedule your private showing of this beautiful canal-front home today! Priced to sell quickly so don't hesitate with this one. Professional photos and video coming soon.

20 Ivanhoe Ct, Ocean Pines

Listing courtesy of Real Broker, LLC. Contact:

$329,000

This 2 bedroom, 2 bath one level home in the 55+ community of The Parke in Ocean Pines features an open floor plan with hardwood floors in the main living areas and brand new carpet in the bedrooms. The primary suite offers a spacious walk-in closet and a private en-suite bath with double sink vanity. The second bedroom is perfect for guests with access to the full hall bath. Custom Hunter Douglas blinds throughout and an attached garage provides extra parking or storage space. The Parke provides exclusive amenities to homeowners including a private clubhouse, heated indoor pool, fitness center, walking trails and community activities. Homeowners have the option to enjoy the additional amenities of Ocean Pines, including golf, marina, indoor pool, multiple outdoor pools, yacht club, and the oceanfront beach club. All of this just minutes from shopping, restaurants and the beaches and boardwalk of Ocean City Maryland make this home a must see!

8 Tanglewood Ct, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$329,900

This property offers a front row seat to resort style luxury every day with breathtaking, panoramic views of the nicely manicured golf course and shimmering ponds. Large windows perfectly frame this picturesque backdrop, offering a feeling of vast space and privacy. Enjoy your morning coffee or evening cocktails on the deck, while watching the sun shine on the peaceful waters in your own backyard oasis. The entire interior has been tastefully remodeled to include luxury vinyl plank flooring, tub showers, built-in shelving, stainless steel appliances, upgraded countertops, up-to-date ceiling fan, ship lap and bead-board walls, all while maintaining the original aesthetics such as wooden beamed ceilings and wood burning fireplace. Designed for effortless hosting, the lower level family room serves as an entertainment hub. At its heart is a custom, natural wood bar, a dedicated wet bar, and a mini refrigerator to keep refreshments perfectly chilled. Includes high-quality, unique furnishings tailored to the space, so that you can move right in without changing a thing! MDE Lead-Free Certified!

438 Ocean Pkwy Unit 18, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$774,900

5 Beds ⋅ 4 Baths

If you are seeking a home that is better than new, this is it! This immaculate approximately 3600sf. home in The Point at Ocean Pines offers exceptional living space, extensive recent upgrades, and an incredible bonus for the boating enthusiast—the Seller has a deeded boat slip at nearby Pines Point Marina with a boat lift also listed for sale! Beautiful pond views welcome you from the wraparound front porch. Inside, the open floor plan offers everything you could want on the main level, including a luxurious Owner's Suite, private home office, first-floor laundry and a spacious gourmet kitchen designed for entertaining. The kitchen features quartz countertops with breakfast bar, subway tile backsplash, gas cooking, pendant lighting and stainless appliances. Hardwood flooring and beautiful tile complement the home's bright, coastal feel. Upstairs, a dramatic foyer with arched detail, cathedral ceiling and chandelier leads to a second Owner's Suite with en suite bath, additional bedrooms, hall bath and a convenient second laundry room. A 5th bedroom was added in 2025, complete with hardwood flooring, recessed lighting, closet and additional wall storage. The impressive detached two-car garage has been extensively upgraded and transformed into a climate-controlled two-level space. Improvements include insulated walls with drywall on both levels, full interior stairs connecting the first and second floors, upstairs flooring, heating and A/C on both levels, plus a new insulated garage door and new epoxy-coated first-floor surface in 2026—creating fantastic additional space for vehicles, storage, hobbies and more. Additional recent improvements include a new tankless gas water heater (2025); quartz countertops and cabinetry in both laundry rooms (2025); new tile flooring and backsplash in the first- and second-floor laundry rooms and mudroom (2025); replacement foyer picture windows (2026); and fresh whole-house paint (2026). The lawn was power seeded and aerated in August 2026. Exterior improvements include hardwired exterior lighting and refreshed landscaping completed in 2023. The Point is conveniently located within Ocean Pines, offering access to an array of community amenities, including parks, golf, swimming facilities, tennis, restaurants, marinas and the beach club. A beautifully updated home, deeded boat slip offered for sale (MLS # MDWO2041514), and access to the Ocean Pines lifestyle—this is a rare combination. Schedule your private tour today!

116 Park, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$353,000

Looking for a permanent home or a vacation get away? This is it! Offering both convenience and relaxation this home has one level living with an open floor plan, vaulted ceilings, a combined dining and kitchen area, a gas fireplace for cozy evenings and a screen porch to enjoy through all the seasons. This coastal contemporary has three bedrooms and two full baths. The luxury vinyl plank flooring, vanity lights, fixtures, ceiling fans and appliances are only about a year old. Ocean Pines has all the amenities you could ever hope for: volleyball, parks, a marina, a golf course, both indoor and outdoor pools, walking trails and a variety of clubs and activities. Easy access to nearby beaches and attractions come fall in love with the magic of Ocean Pines living.

1142 Ocean Pkwy, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

$449,000

Price Adjustment! Welcome to this inviting 3-bedroom, 2-bath ranch-style home in the desirable Ocean Pines community. Recently refreshed with new carpet and fresh paint throughout, along with a new roof, this home offers a great combination of comfort and functionality. The floor plan connects the living, dining, and kitchen areas, while skylights bring plenty of natural light into the home. A cozy gas fireplace adds warmth and character to the main living space. The spacious primary suite features a walk-in closet and private bath. Step outside to enjoy the screened porch with vinyl tech windows and spacious deck, offering a great spot for relaxing, grilling, or entertaining. An attached two-car garage and concrete driveway provide plenty of parking and additional storage. Enjoy all that Ocean Pines has to offer, including pools, parks, sports courts, walking and biking trails, golf, marinas, and more. With a functional single-level layout, fresh updates, and inviting indoor and outdoor living spaces, this home is ready to welcome its next owners. A must see on your tour of homes call now for your private showing!

36 Fairway Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$89,000

Calling all boat owners—why rent when you can own? Enjoy your own 24' deeded private boat slip at beautiful Pines Point Marina, complete with water, electric, approx. 52' steering room, and pump-out station. Included is an approximately 3-year-old, 10,000-lb capacity Golden 4-post/2-motor boat lift with convenient GEM remote operation. Dock box to convey. Lift has been inspected annually and impeccably maintained. Marina amenities include ample parking, nearby fueling and ramp, marina supply store, bath facilities, drinks and quick-service dining, plus plenty of seating to relax and enjoy the panoramic bay and skyline views. Quick and easy access to open water and the ocean. No residency requirement. A fantastic opportunity to own your slip and lift and enjoy the boating lifestyle.

39 Pines Pt Unit BSB39, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$412,500

Nestled in the charming community of Ocean Pines, this delightful 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and convenience. With 1,660 square feet of living space, this traditional-style residence is designed for both relaxation and entertaining. The inviting fireplace serves as a cozy focal point, perfect for gathering with loved ones on chilly evenings. The roof 2023 and windows were replaced in 2018; a New water heater in 2025; the living room was remodeled in 2023; the dining and kitchen flooring were replaced in 2026; the stove and dishwasher are newer, and the bathrooms have all been newly renovated. The owner installed Blink security cameras that are ready to be switched over. Ocean Pines is more than just a neighborhood; it's a vibrant community brimming with amenities. Enjoy sunny days at the community beach or take a stroll along the scenic bike trails. For the active lifestyle, the area boasts baseball fields, basketball courts, tennis courts, and pickleball courts, ensuring there's always something to do. The community center and library provide spaces for social gatherings and learning, while the dog park is perfect for furry friends to play. With community pools, both indoor and outdoor, residents can enjoy refreshing swims year-round. The Ocean Pines Golf Club adds an extra touch of leisure, with membership options available for golf enthusiasts. This home is not just a place to live; it's a gateway to a lifestyle filled with community spirit and recreational opportunities. Experience the warmth and charm of Ocean Pines, where every day feels like a vacation.

63 Newport Dr, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

$309,900

4 Beds ⋅ 1 Baths

99 White Horse Drive is an adorable A frame home in the community of Ocean Pines, Maryland. The home boasts 4 bedrooms, an open floor plan, a front deck and a screened in porch (20' x 8'). The roof is only 10 years old, HVAC was new in 2019, water heater new in 2021, dishwasher is new. Outside also has lots to offer, from a large stone driveway offering lots of parking, to a fire pit in the backyard and a large shed to provide plenty of storage. Home has been well maintained and would be a great full time residence, or a vacation rental. White Horse Park is only a little over half a mile away. Great for ease of access to farmer’s market, playground, community center, skatepark etc. Some listing photos are staged virtually using AI.

99 White Horse Dr, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact:

$1,100,000

6 Beds ⋅ 3 Baths

WATERFRONT LIVING AT ITS BEST IN OCEAN PINES! Located in desirable Wood Duck Isle I, this impressive waterfront residence offers over 4,000 sq. ft. of living space, 6 bedrooms, 3 full baths, and over 100 feet of bulkhead with direct access to the Bay. Boaters will appreciate the 55' x 3' dock and 8,000-lb. boat lift with remote, installed in 2021. With multiple outdoor living spaces, a 3-season room, expansive decks, and a Crow’s Nest boasting panoramic water views, there is no shortage of places to relax or entertain. Inside, the spacious floor plan offers generous gathering areas, a Gourmet Kitchen, hardwood floors, upgraded carpeting, and abundant storage. The upstairs bonus area features a full wet bar, creating the perfect space for entertaining, game nights, or additional living space. The encapsulated crawlspace with dehumidifier provides added peace of mind. Major updates include the roof (2018), 8,000-lb. boat lift with remote (2021), EV charger (2024), and downstairs HVAC (2026). Mostly furnished and turn-key, this exceptional waterfront home is ready to enjoy. Bring the boat, bring the family, and experience the best of coastal living with easy access to the Bay!

33 Wood Duck Dr, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$384,900

Nearly everything is NEW. New: windows, interior & exterior paint, flooring, cabinets, appliances, lighting, deck. Top to bottom remodel and very well done. Please feel free to ask questions or ask for a showing.

21 Harpoon Rd, Ocean Pines

Listing courtesy of Delmarva Real Estate. Contact:

$329,900

Now’s your time to be part of life in Ocean Pines! You’ll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where you’ll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isn��t just a neighborhood it’s a vibrant community with something for everyone. If you’re looking for an investment, this property has been partially rented generating a steady income.

1228 Ocean Pkwy, Ocean Pines

Listing courtesy of The KW Collective. Contact:

$355,000

Often, buying a home isn’t about finding the extras—it’s about finding the right place to begin. Tucked into the sought-after Ocean Pines community, this comfortable ranch offers an opportunity to trade renting for homeownership, put down roots, and enjoy the pride and freedom that come with having a place of your own. This attractive ranch style home, offers an easy, single-level layout and keeps everyday living simple and comfortable, while giving you the freedom to add your own personality and style over time. Imagine choosing the colors, décor and little touches that make a house feel like your home—the place where everyday moments become favorite memories. The open floorplan makes the most of the living space with an easy connection between kitchen, deck and living areas. The partially wooded lot adds to the home’s relaxed setting, offering a yard where you can enjoy the seasons, spend time outdoors or create a backyard space that’s all your own. This location may be what really wins you over. Just a short walk away is Huntington Park, with its playground, picnic areas and wide-open green space. Whether it’s an afternoon outside, playtime at the park, a picnic or simply a walk through the neighborhood, having this wonderful community space so close to home is a special bonus. Living in Ocean Pines means there’s even more to enjoy. The community offers an impressive array of recreational amenities, including pools, parks and playgrounds, marinas, racquet sports, golf and more, plus the Ocean Pines Beach Club in nearby Ocean City. When the beach is calling, the sand and surf are only about 15 minutes away! Historic Berlin, area schools, shopping, dining and everyday conveniences are also within easy reach, giving you the best of both worlds: a neighborhood to call home and all the attractions of Maryland’s Eastern Shore nearby. For the buyer who has been waiting for the chance to stop renting, have a yard of their own, settle into a great community and finally say, “This is ours,” this could be the opportunity you’ve been waiting for. Every homeowner remembers their first home or first vacation home, maybe this is where your story begins. Check out our virtually staged photos.

36 Birdnest Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

1202 Points Reach Unit 1202, Ocean Pines

$499,900

Waterfront Living at Its Finest in Points Reach, Ocean Pines. Welcome to an exceptional 3-bedroom, 2-full-bath condo in the sought-after Points Reach community of Ocean Pines, where comfort, elegance, and breathtaking waterfront views come together to create a truly special coastal retreat. Step inside and immediately appreciate the warmth of hardwood flooring throughout the main living, dining, and kitchen areas. The spacious, open living area features a beautiful gas fireplace, creating an inviting atmosphere for relaxing evenings or entertaining guests. The well-appointed kitchen offers granite countertops, a large breakfast bar stainless steel appliances, a pantry, and ample cabinetry, making both everyday living and entertaining a pleasure. A convenient separate laundry room adds functionality and storage. The spacious primary suite is a true retreat. Large sliding glass doors open directly to the private balcony, where you can enjoy breathtaking water views and watch the abundant natural wildlife right outside your door. The primary bath features a large tiled walk-in shower, double vanity, and oversized linen closet, providing both luxury and convenience. Generous closets throughout the condo offer plenty of storage. The expansive balcony is designed for enjoying the best of waterfront living. Finished with beautiful stone tile flooring, it includes a charming brick alcove with an upgraded built-in grill, making summertime barbecues and outdoor dining effortless. Whether you're enjoying your morning coffee, hosting friends, or watching the wildlife and changing colors of the water at sunset, this outdoor space is sure to become a favorite gathering place. Points Reach offers an atmosphere that feels like a destination all its own. Water views, fountains, and a picturesque brick bridge create a peaceful and distinctive setting, while the community pier provides an ideal spot to take in the water and enjoy views toward the Ocean City skyline.With its spacious floor plan, beautiful finishes, private waterfront balcony, gas fireplace, abundant storage, and exceptional community setting, this condo offers an ideal combination of coastal lifestyle and low-maintenance living. Separate storage units are also available, adding another valuable perk. Come experience the tranquility, beauty, and unique charm of Points Reach for yourself—this is waterfront living you'll want to call home.

1202 Points Reach Unit 1202, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$475,000

This well maintained home on a quiet cul de sac in the south gate of Ocean Pines features an open floor plan. The main level is bright with cathedral ceilings in the living room, a dining area off of the large kitchen with updated appliances and a 2nd sitting area, a first floor primary suite with high ceilings and walk in closet. You will also find on the first floor a laundry room with utility sink, a half bath, access to the attached garage with bonus storage area and a large 4 seasons room with a gas fireplace that leads to the back deck. The second level features 2 additional bedrooms, a full bathroom and a small bonus room along with storage area. Roof and skylight were replaced in 2022.

13 Catalpa Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$394,500

Welcome to 14 Willow Way in Ocean Pines! Situated on a peaceful cul-de-sac, this beautifully updated 3-bedroom, 2-bath home offers inviting living spaces and an impressive list of recent upgrades. The main level features LVP flooring throughout, a spacious living area with a beautiful cathedral ceiling, and an updated kitchen showcasing quartz countertops, newer appliances, and a stunning glass tile backsplash. Enjoy seamless indoor-outdoor living from the screened porch, which overlooks the fully fenced backyard and large concrete patio—ideal for entertaining, relaxing, or enjoying warm summer evenings. Two storage sheds provide plenty of space for bikes, tools, beach gear, and more. A brand-new roof adds peace of mind, while the home's thoughtful updates and desirable cul-de-sac setting make it an excellent opportunity to enjoy the Ocean Pines lifestyle. Don't miss your chance to make this beautifully maintained home your own!

14 Willow Way, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$499,900

Enjoy effortless one-level living in this furnished 3-bedroom, 2-bath home featuring an open floor plan filled with natural light. The spacious living and dining area offers vaulted ceilings, new LVP flooring, and a wall of sliders overlooking the wooded backyard. The kitchen provides abundant cabinetry, generous counter space, a pantry, and a breakfast bar that connects easily with the main living area. The primary suite includes two closets, private access to the inviting three-season room, and an en-suite bath with a dual-sink vanity, walk-in shower, and soaking tub. Outside, the impressive 38'x12' composite deck, added in 2022, offers plenty of space for relaxing and entertaining. Additional improvements include a newer roof, all new windows in 2024, a new water heater in 2025, and new gutters with gutter guards. A two-car garage with an epoxy-coated floor and a concrete driveway complete this well-maintained, move-in-ready home.

21 Castle Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$130,000

Great building lot located on the sunny south side of Ocean Pines! Ideally situated near the South Gate on a quiet street, this high-and-dry homesite backs to a peaceful green-space park area, offering additional privacy and a beautiful natural setting. One of the few prime building lots still available in Ocean Pines, it is the perfect location for your custom home or beach getaway. Don’t miss this exceptional opportunity!

30 Royal Oaks Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact:

$399,900

Welcome to 25 Royal Oaks Drive, a beautifully updated Ocean Pines home offering the perfect blend of comfort, flexibility, and coastal living. This spacious 4-bedroom, 3-full-bath residence offers 1,728 square feet of thoughtfully designed living space and is situated on a 7,500-square-foot lot. Step inside to find a bright and inviting interior with a versatile layout designed for everyday living and entertaining. The main level features a comfortable living area, well-appointed kitchen and dining space, and a sliding door leading to the rear deck—an ideal spot for morning coffee, outdoor dining, or relaxing with friends and family. The upper level offers private bedroom accommodations, including a spacious primary suite, while the lower level provides exceptional flexibility with a large bonus room, full bath, laundry area, and walk-out access to the backyard. Use the lower-level space as a fourth bedroom, guest suite, home office, recreation room, or second living area—the possibilities are yours. Numerous updates over the years include the roof, windows, flooring, doors, and appliances, providing a move-in-ready opportunity for the next owner. The outdoor space adds even more appeal, with a rear deck and backyard offering room to enjoy the relaxed Eastern Shore lifestyle. Located in desirable Ocean Pines, this home provides access to an impressive array of community amenities, including pools, beach areas, golf, tennis, pickleball, walking paths, marina facilities, playgrounds, recreation areas, and more. Enjoy the best of coastal Maryland living while remaining just minutes from Ocean City, beaches, dining, shopping, and entertainment. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, 25 Royal Oaks Drive offers the space, flexibility, and location to make your Eastern Shore lifestyle a reality.

25 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$389,000

Welcome to this beautifully maintained rancher in the desirable community of Ocean Pines! Offering 1,456 square feet of comfortable one-level living, this 3-bedroom, 2-bath home features a spacious open floor plan, tasteful updates, and LVP flooring throughout. Large windows fill the living spaces with natural light, while the generously sized kitchen offers plenty of cabinet and counter space along with stainless steel appliances, making it ideal for both everyday living and entertaining. A dedicated laundry room adds convenience and functionality. Step outside and enjoy your own private backyard retreat, complete with a full fence, spacious deck, shed, and firepit, creating the perfect setting for outdoor gatherings, relaxing evenings, and entertaining friends and family. A covered front porch welcomes you home, while the large driveway provides ample parking. As an Ocean Pines resident, you'll have access to an impressive array of community amenities, including multiple swimming pools, a recreation and parks system, fitness center, tennis and pickleball courts, basketball courts, playgrounds, marinas, boat ramps, walking and biking trails, and more. The community also offers several dining options, a golf course, yacht club, and beach club, providing plenty of opportunities to enjoy an active coastal lifestyle close to home. Ideally located just minutes from Ocean City, Assateague Island, and the charming town of Berlin, this home offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Ocean Pines rancher is ready to welcome you home!

55 Martinique Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

$389,999

MOTIVATED SELLER, BRING ALL OFFERS!! Move-In Ready & Furnished in Ocean Pines! NEW ROOF, VAPOR BARRIER AND DEHUMIDIFIER INSTALLED 09/08/26! Welcome to 150 Sandyhook Road, a beautifully situated 3-bedroom, 2-bath home on a generous .47-acre lot in desirable Ocean Pines. Offered fully furnished and move-in ready, this home makes it easy to start enjoying the Eastern Shore lifestyle from day one. Relax and entertain from the inviting screened-in porch, perfect for morning coffee, afternoon drinks, or gathering with friends and family. The property also features an oversized insulated garage with built-in storage cabinets, providing plenty of room for vehicles, bikes, beach gear, tools, and recreational equipment. Major peace-of-mind update- A new roof was installed September 8, 2026 as well as a new vapor barrier and dehumidifier in the crawl space. This home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample garage storage, and furnishings included, this property is an ideal choice for a year-round residence, second home, or coastal getaway. And then there's Ocean Pines! The community offers an impressive array of amenities, including multiple pools, golf, tennis, pickleball, marinas, parks, trails, and access to the Ocean Pines Beach Club in Ocean City. Just bring your suitcase and start enjoying everything Ocean Pines and the Eastern Shore have to offer!

150 Sandyhook Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$374,900

Welcome to this well‑maintained contemporary home tucked away in the heart of Sherwood Forest in Ocean Pines. This 3BR, 2BA home with a loft comes partially furnished and features numerous upgrades, including a new heat pump, electric hot water heater, newer roof, new siding, and a front deck with an electric awning. Inside, enjoy Corian countertops, new cabinets, tile backsplash, SS apps, plus a beautifully updated bathroom with a walk‑in shower, vanity & LVP flooring. Outside, you’ll find an enclosed outdoor shower, paved driveway, and a shed with electric—perfect for storage or projects. Make this your next home in Ocean Pines!

17 King Richard Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$360,000

This charming Cape Cod home, built in 1990, offers a delightful blend of comfort and functionality. Nestled on a 0.18-acre lot, the property features a partly wooded rear yard, perfect for outdoor gatherings or quiet moments in nature. Enjoy the inviting deck, ideal for morning coffee or evening relaxation. Inside, the spacious layout includes three bedrooms and two full bathrooms, complemented by a well-equipped kitchen featuring ENERGY STAR stainless steel appliances, including a self-cleaning oven and dishwasher. The community boasts a fantastic in-ground pool, providing a refreshing retreat during warm months. Local parks and schools are just a stone's throw away, enhancing the neighborhood's appeal. With convenient access to public services and a friendly atmosphere, this home is a perfect sanctuary for those seeking a vibrant community. Experience the warmth and comfort of this lovely residence, where every detail invites you to create lasting memories.

857 Ocean Pkwy, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$749,000

$50,000 Price adjustment **Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterfront lifestyle you’ve been waiting for, with gorgeous canal and bay views and boating access just seconds from your private dock. Imagine starting your mornings with peaceful water views, spending afternoons on the bay, and ending the day entertaining friends and family as the sun sets over the water. Inside, the recently remodeled kitchen is a true showstopper, featuring beautiful granite countertops, upgraded stainless appliances, and designer cabinetry. The unbelievable three-season room is the perfect place to relax and take in the ever-changing views of the bay, with expansive windows bringing the outdoors in. Step directly onto the oversized deck and enjoy the ultimate setting for outdoor dining, entertaining, or simply soaking up the coastal breeze. The spacious primary suite features a newer walk-in tiled shower, while the second bath offers a tub/shower combination with ceramic tile surround and tiled flooring. Freshly painted throughout, the home also features new carpeting in the bedrooms and new laminate flooring in the kitchen, great room, and first-level family room that could easily be converted into a third bedroom creating a fresh, inviting, move-in-ready atmosphere. The oversized garage is truly a dream, offering abundant storage, a dedicated workroom, and plenty of room for parking. An oversized driveway provides ample space for guests, boats, and all your coastal toys. Energy-efficient central oil-fired hot-water heat keeps the home warm and comfortable throughout the year. Roof is only 4 years old! Whether you’re looking for a year-round residence, coastal getaway, or waterfront retreat, this Pintail Isle gem delivers the best of **boating, beautiful views, outdoor living, and relaxed Eastern Shore style.** Bring your boat, unpack your bags, and start enjoying the coastal lifestyle—**this home is truly move-in ready!**

38 Pintail Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$379,999

This charming property in Ocean Pines, MD features 3 bedrooms and 2 bathrooms, offering comfortable living in a peaceful setting.

35 Tail Of The Fox Dr, Ocean Pines

Listing courtesy of Sell Your Home Services. Contact:

$399,000

Welcome to this charming Cape Cod-style home tucked away in the peaceful North Ocean Pines community, where you can enjoy a quiet neighborhood setting while still being just 10–15 minutes from the Ocean City beaches! Offering plenty of space and flexibility, this home has been recently expanded with a 4th bedroom and an additional full bathroom—perfect for guests, family, or a private home office. Fresh interior paint and new carpet upstairs make it ready for its next owners to move right in and make it their own. One feature you won't want to overlook is the huge pantry and storage space, giving you plenty of room to keep everything organized. Step outside and enjoy the front porch, or head to the backyard where a spacious patio and fenced-in yard create a great setting for cookouts, entertaining, pets, or simply relaxing among the trees. A separate storage shed provides even more room for beach gear, bikes, tools, and outdoor equipment. Need space for your toys? The property also offers room along the side of the home to park a boat or RV. Living in Ocean Pines means enjoying much more than just the home. The community offers an impressive variety of amenities, including pools, playgrounds, tennis and recreation facilities, parks, and more. Even better, Ocean Pines residents have access to the Ocean Pines Beach Club in Ocean City, including a convenient option for beach parking—making those beach days that much easier. If you're looking for more space, a peaceful setting, community amenities, and easy access to the beach, this North Ocean Pines home offers a little bit of everything!

22 Capetown Rd, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

$419,900

Welcome to this beautifully updated 3-bedroom, 2-bath home in desirable Ocean Pines, Maryland—approximately 9.2 miles from Ocean City! The inviting floor plan features a convenient main-level bedroom and numerous recent improvements, including new kitchen cabinets and countertops, seven new windows, nine new doors, and 9 trees removal that created a more open and spacious setting. The crawl space has also been improved with select joist replacements and the installation of a new vapor barrier. Enjoy the many amenities Ocean Pines has to offer, including indoor and outdoor pools, the Yacht Club, parks, recreational facilities, and more—all just a short drive from Ocean City’s beaches, dining, and entertainment. Don’t miss this opportunity—schedule your private showing today!

3 Rabbit Run Ln, Ocean Pines

Listing courtesy of Douglas Realty. Contact:

$519,900

Beautifully Maintained Coastal Retreat in a Premier 55+ Community Welcome to effortless coastal living in this beautifully maintained 3-bedroom, 3-bath home nestled within a highly desirable 55+ community offering an exceptional array of amenities and an enviable location just minutes from Ocean City, Maryland. Designed with both comfort and entertaining in mind, this spacious residence showcases 10-foot ceilings, vaulted ceilings, tray ceilings, and an abundance of architectural volume, creating an impressive sense of openness throughout the first floor. Two inviting living areas just off the kitchen in the rear of the home are thoughtfully connected by a stunning double-sided fireplace, providing warmth, character, and a beautiful focal point for both spaces. The generous ceiling heights and open design give the main living areas an especially light, airy, and expansive feel in the more formal living and dining spaces in the front of the home. The thoughtfully designed first-floor primary suite offers a private retreat, complete with tray ceilings, a luxurious en-suite bathroom featuring a soaking tub, generous walk-in closet, and beautifully appointed finishes. A second bedroom on the first floor offers flexibility for guests with a full hall bathroom adjacent to it. The third, very spacious bedroom on the second floor, offers its own full bath giving even more space and privacy for family, visitors, or a home office. The well-appointed kitchen features stainless steel appliances and a large center island that opens naturally to the surrounding living and dining spaces. With two dining areas and two living areas, there is plenty of room for both intimate gatherings and larger celebrations. Step outside to your private rear yard, where the addition of a paver patio creates the perfect setting for morning coffee, al fresco dining, or relaxing evenings under the stars. The property has been superbly maintained and is truly move-in ready. Beyond your front door, enjoy the lifestyle that makes this community so special, with an impressive selection of amenities designed for recreation, relaxation, and social connection. And when you're ready to venture out, the beaches, restaurants, entertainment, and vibrant nightlife of Ocean City are only a few miles away. Nearby historic Berlin adds another layer of charm, with its delightful shops, restaurants, galleries, festivals, and seasonal events. This is more than a home��it is an opportunity to enjoy a beautifully appointed residence in a vibrant, amenity-rich community while being just minutes from everything that makes Maryland's Eastern Shore so desirable.

1 Columbia Ave, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$724,900

Welcome to the Ballyliffin Model, a beautifully crafted custom home built by Celtic Nations Contracting. Offering approximately 2,200 square feet, this thoughtfully designed home features four bedrooms, 3½ baths, two en-suite bedrooms, and exceptional custom details throughout. Step inside to a spacious family room highlighted by an awesome fireplace, custom built-ins, a flat-frame TV, and decorative faux ceiling beams that add warmth and character. The family room flows seamlessly into the open-concept kitchen and dining area, creating the perfect space for everyday living and entertaining. The stunning coastal-inspired kitchen features quartz countertops, stainless steel appliances, a large farmhouse sink, floating shelves, and a generous island, all complemented by stylish finishes and thoughtful design. The first-floor en suite offers a beautifully designed custom closet and dressing area, along with a spacious private bath featuring distinctive tilework and a warm, relaxing ambiance. Upstairs, a second en-suite bedroom includes another custom closet and a gorgeous private bath with a walk-in shower and exquisite tilework. Two additional bedrooms feature built-in desks, adding both style and functionality. A spacious bonus area creates an additional gathering space complete with a mini bar, flat-frame TV, and direct access to the balcony—an ideal setting for entertaining family and guests. Everywhere you look, custom craftsmanship and carefully selected details enhance the charm and character of this exceptional home. Nestled on a level, private lot surrounded by mature trees, the outdoor living space is equally inviting, featuring a large screened porch, attractive landscaping, and plenty of room to relax or entertain. This beautifully finished home is ready for you to begin enjoying the Eastern Shore lifestyle in the desirable Ocean Pines community.

1150 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$140,000

Fantastic opportunity to build your dream home in the highly desirable community of Ocean Pines! This beautiful lot is ideally situated on a quiet cul-de-sac, offering a wonderful setting to create the home you’ve always envisioned. Enjoy being conveniently located near the many amenities Ocean Pines has to offer, including swimming pools, golf, parks, walking and biking trails, the Yacht Club, marina, dining, recreation, and more. Just a short drive to the beaches, boardwalk, shopping, and entertainment of Ocean City and the charm of historic downtown Berlin. Walking path behind the lot to the park!!! Whether you’re looking to build a primary residence, vacation getaway, or your future coastal retreat, this lot offers the perfect opportunity to enjoy the Eastern Shore lifestyle. Bring your plans and make Ocean Pines home!

24 Sassafras Ln, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$899,900

Set on a premier golf course lot overlooking the 8th fairway, this exceptional, nearly 3,900-square-foot home offers 4 bedrooms, 3 full baths of quality construction, thoughtful design, and extensive upgrades. Nine-foot ceilings, four skylights, cathedral ceilings in both the living room and the sunroom, numerous pocket doors, and abundant natural light create an inviting feel throughout. The main level features a spacious primary suite with en-suite bath, bamboo hardwood flooring, and a living room highlighted by a dramatic two-story natural stone fireplace matching the home's exterior stonework. The fireplace features an old-wood mantel reclaimed from a Pennsylvania barn, gas insert with heat blower, remote operation, and annual maintenance. Plantation shutters adorn the upper-level windows in the living room. Most lighting throughout the home is on dimmers, and all TVs are wall-mounted with wiring concealed. The beautifully appointed kitchen features tall-to-ceiling Omega cabinetry with dovetail construction, soft-close doors/drawers, granite counters, under-mount lighting, pull-out shelving, lazy Susan corner cabinet, baker's pan cabinet, separate prep sink, and double ovens with the top oven being convection and the recessed light above doubles as an additional exhaust fan. The cooktop has an exterior-vented exhaust system and there's a dedicated 20-amp outlet next to the cooktop for those serious chefs. Underneath the cooktop are two large pot/pan drawers flanked by two spice rack pullout cabinets! Also noteworthy is the wine refrigerator and dishwasher new in 2026. A walk-in pantry offers both wood and wire shelving.. The formal dining space off the kitchen features bay windows and a farmhouse chandelier. The cathedral-ceiling sunroom features a high sunburst window, while the adjoining recreation room includes skylights and opens to the rear deck. Upstairs, the primary bedroom features a tray ceiling and luxurious en-suite bath with walk-in Roman shower and multiple body sprays. Off the primary bedroom is a home office that leads to the 3rd floor walk-up attic, which provides extensive floored storage plus a finished, conditioned storage room (the green room in the photos). Bedrooms 2 and 3 share a Jack-and-Jill bath, and both bedrooms offer walk-in closets featuring built-in drawer systems. The second-floor hallway offers a huge storage closet, and the 2nd floor laundry room includes a utility sink. One bedroom upstairs is even insulated from top-to-bottom for sound reduction (you'll note the drum set in the photos) and features a cathedral ceiling. Outdoor living is exceptional, with 8th fairway views, extensive rear pavers, elevated composite decking, covered grilling area with bluestone flooring and remote/light-sensor string lighting, outdoor gas fireplace with custom dome cover, 7-person Hot Spring Grande hot tub on poured slab, landscaped 10x12 shed on slab, concrete side walkway, and multi-zone irrigation with rain sensor. Natural gas serves the fireplace, Rinnai systems, and fire pit. The home is foam insulated throughout and features an upgraded ZIP System beneath the siding. The geothermal HVAC includes two 3-ton water-source units, one for each level, a 6-ton dual-zone system, and six wells, serviced twice annually by A&A Services Co. Two tankless Rinnai systems provide efficient hot water. A 16kW Generac generator provides peace of mind, while an upgraded 1-inch water supply line improves water pressure. Back downstairs, a large mudroom with cabinetry connects the home to the two-car attached garage, which features an insulated door, mini-split heating/air, utility sink, and epoxy flooring. This remarkable property combines golf course views, exceptional indoor and outdoor living, abundant storage, energy-efficient systems, and a level of thoughtful detail rarely found in one home.

38 Battersea Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$449,900

Beautifully maintained home, offering a blend of comfort, style, and community, making this an exceptional choice for anyone seeking a serene living environment. One of only three standalone Blue Teal models, it sits on a prime lot, nestled in a 55+ community within Ocean Pines, with easy access to the community clubhouse and amenities. This 3- bedroom, 3-bath model has an additional loft area for extra versatility. Over 1800 sq. ft. thanks to a year-round sunroom addition. Welcoming entry with 16-foot ceilings that enhance the sense of space, abundant windows throughout, especially in the sunroom connecting you to the scenic wooded backyard. Luxury vinyl wood plank floors throughout the living areas offer durability and aesthetic appeal. An updated kitchen with stainless steel appliances and quartz countertops provides the modern touch. HVAC and roof were replaced 7 years ago, ensuring peace of mind. This home is not just a residence; it’s a haven that combines modern amenities with a warm community atmosphere. The stunning sunroom and thoughtful updates make it a standout choice for those looking to enjoy a comfortable lifestyle in a vibrant community.

30 Chatham Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$494,900

MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bird-watching. The main level is also served by a powder room, exhibiting convenience for all. The LVP flooring ventures upstairs, locating the 2nd and 3rd bedrooms, adjoined by a Jack and Jill bathroom, offering privacy and comfort to family and guests. The showstopper on this level, though, is the primary ensuite, boasting a generous size, with a sleek, contemporary bathroom. But that's not all, as entry to a private balcony can be gained from the other side of the ensuite, adding to the ambiance of the primary sleeping-quarters. And if that weren't enough, the theme just keeps extending, as the primary balcony merges into a spiral staircase that elevates you to the birds-eye view from the SUNDECK, where a glimpse of the canal can be caught through the trees. The aforementioned canal, an easy walk across the street, also has an adjoining nature area called Pintail Park, which is an 11-acre space, featuring a scenic covered-gazebo, walking trail, crabbing and fishing pier, picnic tables, and an ADA-accessible kayak/boat launch for residents to use. This is just one of seemingly-countless amenities that community members have access to, including dining and entertainment options, many other parks, a premier golf course, five swimming pools, a yacht club, two marinas, and a 1st-class racquet-sports complex. Ocean Pines is truly a resort community with only 5 miles separating it from the beach and Ocean City. Whether you're searching for the perfect forever home, a coastal retreat, or an investment opportunity, this property offers exceptional potential. The home generated over $40,000 in rental income in 2023 under previous management. More recent rental performance reflects changes in rental management and marketing exposure, while the home's desirable location, amenities, and appeal continue to position it for excellent rental potential. (Rental income is provided for informational purposes only and is not a guarantee of future rental performance.) DO NOT hesitate on this phenomenal opportunity while it lasts!

582 Ocean Pkwy, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact:

$425,000

***$2500.00 towards buyer's closing cost given at settlement if a full price contract is accepted by the seller.** This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts. The neighborhood is known for its friendly atmosphere and convenient access to local amenities, including shops and dining options. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of this delightful home today!

11 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact:

$379,000

MAJOR PRICE ADJUSTMENT OF $20,000!! Welcome home to this lovingly cared-for, one-owner home, designed by an interior decorator. This retreat nestled among the towering trees in the desirable North Gate of Ocean Pines one of the safest places to live in Maryland and just minutes from the beautiful beaches, dining, and entertainment of Ocean City, Maryland, Assateague and Rehoboth beaches. Medical facilities, schools, yacht club, and golf course nearby. Situated on a serene, private lot backs to Briarcrest Park, this charming 2-bedroom, 2-bath home also features a spacious loft that can easily be converted into a third bedroom, home office, or flex space to suit your needs. Filled with warmth and character, the great room showcases soaring cathedral ceilings accented by stunning exposed wood beams, unique moon-shaped architectural openings, and a cozy wood-burning stove that creates the perfect gathering place. The wood stove provides ambiance and warmth on cold winter nights as well as peace of mind with possible energy loss! Laminate hardwood flooring flows throughout the main living areas, while the tiled kitchen is equipped with a stainless-steel refrigerator and offers both functionality and style. The first-floor bedroom features sliding glass doors leading to a vinyl-tech enclosed screened porch, providing a peaceful spot to relax and enjoy the surrounding nature. Double sliders from the great room open to an expansive wraparound deck, seamlessly blending indoor and outdoor living and offering the perfect setting for entertaining or simply enjoying the tranquil wooded backdrop. Outside, you'll find an outdoor shower, storage shed, and convenient U-shaped driveway. Major updates include a roof and HVAC system that are approximately five old. Home is complete with pull down attic stairs and encapsulated crawl space. This wooded retreat can be yours now to enjoy year-round. Call for your private showing!

6 Briarcrest Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$479,900

Beautiful Townhome in Marina Village at Ocean Pines Welcome to this charming 3-bedroom, 2.5-bath townhome located in the desirable Marina Village Townhomes section of the Ocean Pines community. Offering comfort, style, and an unbeatable location, this home is perfect for year-round living or a coastal getaway. The home features a one-car garage, durable hard-surface flooring on the stairs, hallway, and guest bedroom, and a bright sunroom that provides the perfect space to relax and unwind. Step outside to enjoy the freshly updated rear deck, overlooking a peaceful wooded backdrop. The spacious primary suite is a true retreat, featuring an ensuite bath, a unique double-sided fireplace, and a private deck where you can enjoy your morning coffee while taking in the tranquil wooded views. On the main level, you'll find a warm and inviting family room with a fireplace, a separate dining area, and an eat-in kitchen designed for comfortable everyday living and entertaining. Ideally situated within walking distance to the Ocean Pines Yacht Club, Mumford's Landing Pool, and Pines Point Provisions, this home allows you to enjoy some of the community's most popular amenities right at your doorstep.Don't miss the opportunity to own this wonderful Marina Village townhome that perfectly blends convenience, comfort, and coastal charm. Crawl space has been escapsulated.

953 Yacht Club Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$248,200

Build Your Dream Coastal Home – Colonial Village, Ocean Pines Exceptional opportunity to own a prime vacant homesite, ready to build in the highly desirable Colonial Village section of Ocean Pines, Maryland. This outstanding property offers an incredible head start on the building process by including complete sets of professionally designed and engineered construction drawings, a recent site plan survey, and an impressive collection of permit approvals already in place. Included with the sale are: Complete sets of engineered construction plans. Recent site plan survey. Colonial Village Architectural Committee permit approval. Ocean Pines CPI permit approval. Ocean Pines Architectural Review Committee variance permit approval. Worcester County zoning variance permit approval. Storm Water Management Survey plan with county approval. With much of the time-consuming planning, engineering, and approval process already completed, you'll be well positioned to begin construction and bring your vision to life. Ideally located just steps from the Ocean Pines Yacht Club, this homesite offers easy access to two marinas, a public boat ramp, bocce ball court, and two community swimming pools. Whether you're planning a year-round residence, a vacation getaway, or an investment property, you'll enjoy the close proximity to the amenities and coastal lifestyle that make Ocean Pines one of Maryland's most sought-after communities. Don't miss this rare opportunity to purchase a truly build-ready lot with valuable plans and approvals already in hand—saving significant time, expense, and effort while putting you closer to enjoying life on Maryland's beautiful Eastern Shore.

1103 Stones Run, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$550,000

Property Can Convey With or Without Furniture ** Absolute Perfect Entertaining Spot in Marina Village ** Large 4 Bedroom End-Of-Group Townhome with Water Views from Numerous Rooms ** Largest Townhome Lot in the Community with a Southern Exposure & Yard Space on All Sides ** Main Level Primary Suite ** Two-Story Ceilings ** One-Car Attached Garage ** New Roof ** Multiple Outdoor Spaces to Enjoy Including Two Top Level Balconies / Main Level Deck & Screened Porch PLUS Huge Level Side & Back Yards ** All Furniture is Top Notch & Very Gently Used - Only One Owner & Never Been Rented ** Enjoy Walkability Proximity to Both Pines Point Marina & Ocean Pines Yacht Club ** Home is in Excellent Condition & Is One of the Largest in Community ** A++

1014 Baybreeze Ln, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

$475,000

Located in the highly desirable Teal Bay neighborhood, this charming 3-bedroom, 3-bath home has been meticulously loved and maintained. The flexible floor plan features primary suites on both the first and second floors, along with an updated kitchen and bathrooms, a screened in porch, garage, private backyard, and encapsulated crawlspaces. Enjoy a peaceful view of the St. Martin River from the sunroom without the added cost and upkeep that comes with waterfront living. Natural light floods the home, creating a bright and welcoming atmosphere while the spacious upstairs primary suite features two walk-in closets and a private second-floor balcony. Find your serenity in this prime coastal location, just minutes from the beach with all the exceptional amenities Ocean Pines has to offer!

180 Teal Cir, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$370,000

MOTIVATED SELLER MAKE AN OFFER!! Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover this beautifully updated 3-bedroom, 2-bath home that has been completely renovated from top to bottom. Every detail has been thoughtfully refreshed, offering a true move-in-ready experience just minutes from the beaches of Ocean City. Interior Highlights Totally renovated kitchen — modern finishes, perfect for everyday living or entertaining Fully renovated bathrooms with contemporary updates New vinyl plank flooring throughout the main living areas for durability and style New carpet in the bedrooms for added comfort Inviting gas fireplace ideal for cozy evenings year-round Outdoor Living Step outside to your brand-new wrap-around deck — the perfect spot for morning coffee, evening relaxation, or entertaining friends and family while enjoying the wooded, coastal surroundings of Ocean Pines. Ocean Pines Lifestyle & Amenities As a resident of Ocean Pines, you’ll enjoy access to one of the premier residential communities on Maryland’s Eastern Shore (amenities available via optional a-la-carte memberships): Five swimming pools (including indoor and outdoor options, plus the Ocean Pines Beach Club in Ocean City) Robert Trent Jones Sr.–designed championship 18-hole golf course Premier racquet sports complex with tennis, pickleball, and platform tennis Two marinas and the scenic Yacht Club with bayfront dining Private Beach Club oceanfront facility in Ocean City (with resident parking privileges) Multiple parks, walking & biking trails, community center, farmers market, and year-round recreation programs Own police and fire departments for added peace of mind Located just a short 10–15 minute drive to Ocean City’s beaches, boardwalk, dining, and entertainment, yet nestled in a quieter, wooded community with over 3,000 acres and more than nine miles of waterfront property. Ocean Pines offers the ideal balance of resort-style amenities and relaxed Eastern Shore living.This renovated home is ready for its next owners to enjoy the best of coastal Maryland living. Don’t miss this opportunity!

6 Weeping Willow Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$559,900

This new construction property is a customized version of the popular Wahoo model, with groundbreaking scheduled to start in approximately 30 days. Buyers who secure this home early have a rare window of opportunity to select the custom interior finishes and make this home uniquely theirs. Core Property Overview, Floor Plan: Customized Wahoo/3 Model , Bedrooms: 3 spacious bedrooms , Bathrooms: 2 full bathrooms, Garage: Attached 2-car garage , Premium Interior & Gourmet Kitchen Custom Upscale Kitchen: Outfitted with high-end stainless steel appliances. Gas Cooking: Features a premium gas range for culinary precision. Gas Fireplace: Serves as a cozy, ambient centerpiece in the main living area. Primary Suite: Features an expansive, large primary bath with detailed custom showers. Outdoor Living Spaces Screened Porch: Built for bug-free relaxation and comfortable outdoor lounging. Outside Deck: Perfect for grilling, entertaining, and enjoying the backyard views. High-Efficiency & Structural Systems Hybrid HVAC: Dual-fuel heating and cooling system maximizes energy efficiency and cost savings. On-Demand Hot Water: A tankless water heater system delivers endless hot water instantly while lowering utility costs. Encapsulated Crawl Space: Offers premium moisture control, protects the subfloor, improves indoor air quality, and adds superior insulation.

108 Nottingham Ln, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$485,500

ANOTHER NEW PRICE! Seller and family have worked hard to remove their personal items collected over their many years of ownership and enjoyment. Some minor handyman work was done, and it is ready to see and fall in love. This is a Duane Maddy, Piney Island Builders, classic contemporary with all your "I wants". Formal Living room greets you as you enter and that leads to the large Family Room, kitchen and dining area. 12x12 screened porch and 20x12 deck for outdoor enjoyment. New roof in 2022 and Encapsulated Crawl space in 2017. In 2014, new kitchen granite countertops and all new appliances. New H/P in 2021. An additional room was added that could be a Bunk Room or Office. Sold furnished with Inventory List available with the few personal items not included. The living room sofa is being removed. Easy to see.

62 Martinique Cir, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$524,900

This stunning ranch-style home, set on a beautifully landscaped lot, offers a harmonious blend of luxury and comfort. The interior boasts over 1,500 sq. ft. of thoughtfully designed space, featuring three bedrooms and two full bathrooms. The front bedrooms are perfect for guests or as a private office. The heart of the home is the expansive kitchen, complete with an island, stainless steel appliances, and a cozy breakfast bar, seamlessly flowing into the dining area with recessed lighting, and the house is adorned with crown molding throughout. Major renovations in 2024 have elevated this residence, including new roof, interior paint, doors, fixtures, lighting, and appliances. Enjoy the warmth of the electric fireplace in the living area, enhanced by abundant natural light from skylights and insulated windows. The primary suite features a double door entry, tray ceiling, walk-in closet and a spa-like bathroom with a walk-in shower, lighted faucets, and shiplap walls/ceiling. From the light-filled sunroom, step outside to discover a covered porch, fire pit, extensive hardscaping, pea gravel, a hot tub, and multiple patios perfect for entertaining or relaxing amidst the serene backdrop of trees, vinyl fencing, and gardens. The community offers an array of amenities, including pools, tennis courts, and walking paths, fostering an active lifestyle. Located in a vibrant neighborhood within walking distance to popular restaurants, bars and conveniences. With easy access to recreational facilities and a welcoming community atmosphere, this property is a true gem for those seeking a blend of luxury and lifestyle.

1036 Ocean Pkwy, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$359,900

Welcome to 15 Lord Guy Terrace, a BEAUTIFULLY MAINTAINED one level home in the sought after community of Ocean Pines. Located just minutes from the beaches of Ocean City and Assateague Island, charming downtown Berlin, championship golf courses, marinas, shopping, dining, and year round entertainment, this home offers an ideal combination of coastal lifestyle and everyday convenience. Set on an OVERSIZED LOT with a spacious paved driveway, the property welcomes you with low maintenance landscaping, brick bordered stone beds, a charming front porch, and a convenient side porch that is perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Inside, the OPEN CONCEPT floor plan creates an easy flow between the living room, dining area, and kitchen, providing a comfortable space for both everyday living and gatherings. The owners suite is privately situated at the front of the home, while two additional bedrooms and a full bath are located toward the rear. Just off the kitchen, the SPACIOUS BONUS ROOM adds valuable flexibility and can easily serve as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Living in Ocean Pines provides access to an impressive collection of RESORT STYLE AMENITIES, with both free and paid membership options available. Residents can enjoy swimming pools, parks, playgrounds, walking trails, a championship golf course, marina, yacht club, pickleball and tennis courts, a community garden, and a vibrant community center. Whether you are looking for a full time residence, vacation getaway, or investment property, this home offers the flexibility to fit a variety of lifestyles. Everyday essentials are conveniently close, including grocery stores, pharmacies, healthcare, banks, and local restaurants. Spend the day enjoying Ocean Citys famous Boardwalk and beaches, explore the wild horses and natural beauty of Assateague Island National Seashore, or visit historic downtown Berlin for its boutiques and cafes. Golf enthusiasts will appreciate the nearby selection of courses, including Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club. Boating, fishing, and outdoor recreation are also close at hand, while popular Delaware beach destinations including Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island are all within an approximately 20 to 50 minute drive. With its convenient location, flexible floor plan, oversized lot, and access to the many amenities of Ocean Pines, 15 Lord Guy Terrace is ready to welcome you to the coastal lifestyle!

15 Lord Guy Ter, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$2,323,000

5 Beds ⋅ 6 Baths

23 SPECIAL! SCHEDULE A TOUR TODAY!! Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

23 Mallard Dr E, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

$375,000

Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or unwind in the fenced backyard featuring a fire pit and seating area, perfect for entertaining or quiet evenings at home. Inside, this gently used second home has been meticulously cared for. The flexible floor plan includes a main-level bedroom and full bathroom, making it ideal for guests or first-floor living. The combined living and dining area is anchored by a cozy wood-burning fireplace, while engineered hardwood flooring runs throughout the home with beautifully stained oak stairs adding warmth and character. The kitchen offers abundant Thomasville cabinetry, generous storage, and a practical layout designed for everyday living. Just off the Kitchen area, you will find the spacious four-season room provides endless possibilities as a home office, TV room, reading nook, hobby space, or additional gathering area. Additional features include: • HVAC replaced in 2020 • Nest smart thermostat • Main-level laundry • One-car garage with built-in storage and dehumidifier • Crawlspace dehumidifier • Updated shower fixtures • Freshly painted upstairs bathroom with a modern LED vanity mirror featuring adjustable brightness and color temperature Whether you're looking for a full-time residence, weekend getaway, or beach retreat, this home offers comfort, thoughtful updates, and the Ocean Pines lifestyle just minutes from Ocean City beaches, dining, golf, marinas, and shopping. This home as a brand new roof!! Please see the attached seller-approved quote for your reference.

10 Gloucester Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$339,900

JUST LIKE NEW! And a PRICE REDUCTION. Adorable and affordable! Built by American Homes, this charming, well-maintained 3-bedroom, 2-bath rancher is ideally located near the Swim & Racquet Club pool and White Horse Park. The bright, open floor plan features cathedral ceilings, a combined Living, kitchen and dining area, and a separate laundry room off the kitchen. Relax on the inviting front porch or enjoy the spacious rear deck. Recent updates include fresh paint, roof replacement with warranty (2019) , newer HVAC, newer washer and dryer, and refrigerator, new microwave stove and dishwasher. Newly LVP flooring in the living room, dining room, and kitchen, new carpet in bedrooms. New bathroom flooring and raised toilets. Encapsulated crawlspace. Enjoy this low-maintenance home near the White Horse park, pool and recreation center.

304 Ocean Pkwy, Ocean Pines

Listing courtesy of PW Realty Sales, LLC. Contact:

$399,999

Welcome to 15 Raft! This sweet, fully updated home is tucked away on a charming cul-de-sac in the highly desirable Ocean Pines. Boasting incredible updates inside and out, features include brand-new vinyl siding on the home and shed, an updated front porch, and a refreshed back deck. Inside, you'll find fresh paint, new carpet, and beautiful new ceramic tiling in the kitchen and bathroom. The sparkling kitchen features gorgeous granite countertops and brand-new stainless steel appliances. Upstairs, you will find a owner's suite featuring an additional bedroom, second bathroom as well as a flexible bonus room. You could use it as a relaxing reading area, home office or expand your closet. On the main level you will find a living room featuring vaulted ceilings that make the space feel larger, generous kitchen and dining room as well as 2 more bedrooms and another bathroom with first floor laundry. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Highly Motivated seller! Schedule your tour today! Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, pickleball and tennis courts, marina, yacht club, a community garden, and a vibrant community center. This home is a beautiful choice for a vacation getaway, investment property, or a primary residence. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants just a few minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Bethany Beach, Lewes, Rehoboth Beach, and Fenwick Island all within a 20-50 minute drive.

15 Raft Rd, Ocean Pines

Listing courtesy of Iron Valley Real Estate Charm City. Contact:

$1,249,500

Waterfront opportunity in sought-after Terns Landing! Welcome to 24 Stacy Court, where stunning canal and bay views take center stage. This spacious waterfront home features 4 bedrooms, 2.5 baths, and an open floor plan designed to maximize natural light and water views from nearly every room. The first floor offers a desirable primary suite with a private full bath, an eat-in kitchen, formal dining area, and a bright sunroom overlooking the water. Upstairs, you'll find three additional bedrooms along with a large bonus room complete with a wet bar, making it the perfect space for entertaining, game nights, or relaxing after a day on the water. Boating enthusiasts will appreciate the private bulkhead, approximately 10 years old, and convenient access to the bay. Recent updates provide added peace of mind, including a new roof (Spring 2026), second-floor HVAC system (September 2026), and a new driveway (Fall 2025). To make this opportunity even more attractive, the seller is offering a one-year home warranty and $10,000 toward closing costs with a reasonable offer. Don't miss your chance to enjoy waterfront living in one of the area's most desirable communities.

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$339,900

Enjoy easy one-level living in this charming 2-bedroom, 2-bath rancher located in the sought-after community of Ocean Pines. The functional floor plan offers comfortable living spaces, abundant natural light, and low-maintenance living—perfect as a primary residence, vacation getaway, or investment property. Large deck with storage shed attached. Ocean Pines residents enjoy an exceptional lifestyle with outstanding amenities, including indoor and outdoor swimming pools, tennis courts, scenic walking and biking paths, a dog park, community center, playgrounds, parks, and year-round activities. Conveniently located just minutes from Ocean City beaches, shopping, dining, golf, and marinas, this home offers the perfect blend of comfort, recreation, and coastal living.

170 Windjammer Rd, Ocean Pines

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact:

$1,295,000

Original lot for Boise Cascade to promote Ocean Pines from their sales center when it was first being developed. The original house was torn down and this lovely home eminates the spirit of Ocean Pines! Located on a wide canal with gorgeous evening sunsets will captivate you. The beautiful, open, floorplan is a must see... great for entertaining and admired by family and friends. There is close access to the Assawoman Bay and the Swim and Racket Club. The primary suite is on the main level with it's own private bath.

13 Widows Watch Ct, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$351,900

Build your dream home, enjoy the coastal lifestyle, and take in views of the Ocean City skyline! Opportunities like this don't come around every day! Tucked away in the highly desirable Sherwood Forest section of Ocean Pines, this 0.28-acre lot offers a fantastic opportunity to create your very own coastal retreat with beautiful views of the Ocean City skyline! But the excitement doesn't stop at the property line! Ocean Pines is known for its incredible resort-style amenities and endless opportunities for recreation and relaxation. Spend your summers lounging by one of the community's five swimming pools, enjoy a round of golf at the Robert Trent Jones-designed championship golf course, or take advantage of the tennis and pickleball courts, playgrounds, walking and biking trails, and community parks. Love being on the water? Ocean Pines also features two marinas and the popular Yacht Club, offering waterfront dining and beautiful views! And let's not forget the BEACH! Just a short drive away, Ocean City offers miles of sandy beaches, the famous Boardwalk, restaurants, shopping, entertainment, and everything that makes coastal living so special. Ocean Pines even offers its own Beach Club in Ocean City! Whether you're dreaming of a full-time residence, a weekend escape, or your own personal beach retreat, this property offers the chance to explore building something truly special in one of the Eastern Shore's most sought-after communities.

100 Robin Hood Trl, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$469,900

Welcome to your coastal retreat in the heart of Ocean Pines! This beautifully remodeled 3-bedroom, 2-bath A-Frame contemporary offers breathtaking golf course views with a peaceful canal backdrop, combining modern updates, exceptional outdoor living, and an unbeatable location. Whether you're searching for a primary residence, second home, or vacation getaway, this move-in ready property offers the best of Maryland's Eastern Shore lifestyle. Inside, you'll find an open floor plan filled with natural light, soaring cathedral ceilings, luxury vinyl plank flooring, and a beautifully updated gourmet kitchen featuring upgraded countertops, stainless steel appliances, and modern finishes. Thoughtfully renovated bathrooms and quality updates throughout create a home that is both stylish and functional. Step outside to enjoy extensive hardscaping, multiple outdoor entertaining areas, and a private fenced backyard overlooking the golf course—perfect for relaxing after a day at the beach, on the golf course, or out on the water. Select furnishings are negotiable, offering buyers the opportunity to purchase a truly turnkey property. Ocean Pines residents enjoy an exceptional amenity package, including indoor and outdoor pools, a championship golf course, marina, yacht club, boat ramps, parks, walking trails, playgrounds, dining, clubhouse, and year-round community events. Located just minutes from Ocean City, you'll have easy access to beautiful beaches, the famous Boardwalk, restaurants, shopping, fishing, boating, and endless entertainment. Offering an exceptional combination of location, updates, views, and lifestyle, 72 Newport Drive is a rare opportunity to own a beautifully renovated golf course home in one of the Eastern Shore's most sought-after coastal communities. Schedule your private tour today!

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$940,000

Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, yacht club, parks, and beach club access. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional waterfront property offers the best of coastal living.

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$386,999

Welcome to The Blue Crab Beach House, NOW COMPLETLY FURNISHED TO INCLUDE THE HOT TUB! Where coastal charm meets comfort and convenience. Nestled in one of the area's most sought-after communities, you'll enjoy access to resort-style amenities including pools, golf courses, a marina, and nearby beaches—all while being just minutes from shopping, dining, and entertainment. Inside, an open and inviting floor plan creates the perfect setting for both entertaining and everyday living. The main level offers the ease of single-floor living with a spacious primary bedroom, full bathroom, and laundry area. Upstairs, two additional bedrooms share a convenient Jack-and-Jill bathroom, providing plenty of space for family and guests. Step outside and embrace the coastal lifestyle. Start your mornings on the peaceful porch with a cup of coffee, then spend afternoons and evenings enjoying the spacious yard—ideal for games, gatherings, barbecues, and outdoor relaxation. Recent updates provide added value and peace of mind, including: New roof (2023) Fresh interior paint throughout New bedroom light and ceiling fan fixtures Brand-new dishwasher (November 2024) New microwave (March 2025) Newer kitchen appliances Unique features such as custom-built loft twin beds and a cozy wood-burning stove add warmth, character, and charm to this special home. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, The Blue Crab Beach House offers the perfect blend of tranquility, recreation, and coastal convenience. Come experience the best of beach-area living.

3 Starboard Ct, Ocean Pines

Listing courtesy of Newport Bay Realty. Contact:

$624,990

This brand new construction by Gemcraft Homes offers a rear screened porch, and is located on an extra-large cul-de-sac lot overlooking the Ocean Pines Golf Course! The Nottingham is a modern ranch-style home with 3 bedrooms, 2 baths, and a 2 car garage. The expansive Great Room area with 9' ceilings and gas fireplace opens to the Kitchen, that is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer an abundance of space for informal dining. The private Owner’s Suite includes an ensuite bath featuring a double vanity, water closet, and walk-in closet. For upgraded luxury, the Venetian Owner's Bath includes a Ceramic Tile Base shower with Glass Door, Granite Vanity Top, Rectangular Sink Bowls, and a Tall Vanity with Drawer Base. Two additional bedrooms with a hall bath and laundry room complete the floor plan. The award winning community of Ocean Pines is located just a short drive away from Ocean City's beaches and boardwalk, Assateague Island National Seashore, the historic downtown Berlin! A Gemcraft Smart Home Bundle is included, plus ask about our Builder Incentives! Some photos shown are of a similar home. Estimated completion date December 2026.

277 Windjammer Rd, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$325,000

Opportunity awaits with this 3-bedroom, 2-bath home featuring a cozy fireplace, screened-in porch, fenced backyard, and a new hot tub. The functional floor plan and desirable outdoor living spaces provide a great foundation for customization. Located in the popular community of Ocean Pines on a quiet cul de sac, this property provides access to an impressive selection of amenities, including swimming pools, a golf course, a marina, a beach club, parks, and scenic walking paths. Enjoy the best of coastal living with Ocean City’s beaches, restaurants, shops, and entertainment just a short drive away. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this home offers an excellent location with endless possibilities.

11 Bimini Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$525,000

Big Price Reduction! Welcome to 7 Long Point Ct. located in the 55+ community of The Parke in Ocean Pines. This spacious Sandpiper model offers 4 BR's & 3BA's with lots of upgrades including a new roof, HVAC system, Leaf Filter gutter guards, gas hot water heater, washer/dryer, Pella windows, skylights, Silestone countertops, LVP in the Kitchen and a new LG refrigerator. Enjoy added privacy and natural surroundings with an all-season porch overlooking a private back yard. HOA Fees include the use of the clubhouse with an indoor pool. fitness center, sauna, billiards room & a library. The Parke also includes cutting your grass, mulching flower beds & snow removal! This well-maintained property is ready for its next owners. Motivated seller says: Make this your next home in Ocean Pines!

7 Long Point Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$549,900

PLEASE NOTE: although this home shows as 3 bedrooms, there is a den on the first floor and a bonus room over the garage that both could be used as a 4th and 5th bedroom. When comparing, please take that into consideration. This exceptional home is located in the Sherwood Forest area of Ocean Pines. If you missed it the first time, now is your second chance. It was temporarily taken off the market to replace the roof. Not only was the roof replaced with 50-year architectural shingles, but the skylights are brand new, and other improvements were made, as well. This home is the perfect blend of comfort, style, and coastal living. If you are looking for a primary home, a forever home, a second home, or an investment property this is the one. This custom home shows pride in ownership; it has 3 bedrooms and 2.5 baths. The first level offers a beautiful wide foyer that leads into an open floor plan, the living/great room, dining area, kitchen, primary bedroom suite, office, and 1/2 bathroom all have new upgraded LVP flooring except the primary, which is hardwood. The living room has a cathedral ceiling and a gas fireplace, which has a blower and provides heat if desired. The gorgeous kitchen has maple cabinetry with pullouts and soft closing doors and drawers, granite countertops and stainless-steel appliances. It has a large center island with a granite counter and maple cabinetry underneath for storage. The first floor also boasts a large laundry room and mud room both with tiled floors and both off of the 2-car garage entrance that leads into the home. One will also appreciate a 3 Season Room that expands across the back of the home overlooking the back yard and excellent for bird watching, all while enjoying your morning cup of coffee. If this isn't enough, one will also enjoy the expansive upstairs for a larger family or for guests. The second floor has a beautiful open hall that overlooks the living/great room and separates the bedrooms on both sides of the home. Upstairs you will find 2 additional bedrooms and a full bath and a large bonus room which could be a fourth bedroom. This home also has many areas for attic storage. All of this in the amenity rich community of Ocean Pines, where one can enjoy the pools (indoor/outdoor), parks/playgrounds, pond, yacht club, boating/fishing/ crabbing and the community center. Don’t miss out on the opportunity to own a beautiful home in Ocean Pines just 8 miles from Ocean city, 10 minutes from Berlin and a short drive to Assateague Island. Make your appointment today.

1210 Ocean Pkwy, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$899,900

5 Beds ⋅ 3 Baths

This beautifully renovated 5-bedroom, 3 full bath canal-front beach retreat is ready for its next chapter. Thoughtfully updated by a trusted local home improvement company, the home is nearly complete. Recent upgrades include a new roof, siding, windows, and doors, along with fully renovated bathrooms, a new kitchen, water heater, and a new lower-level HVAC unit. A brand-new extra-high garage door and an oversized one-car garage provide ample space for storage, including taller vehicles and all your beach and water gear. The main level features an open-concept living space designed for gathering, complemented by three bedrooms, including a private en-suite. The lower level adds exceptional flexibility with a spacious family room, two additional bedrooms, a full bath, and a large laundry/utility room. Experience the best of coastal living with expansive upper and lower decks overlooking the canal and your private dock ready for you to pull up your boat. perfect for relaxing or entertaining. Enjoy your own private boat dock with effortless access to open water—no bridges to slow you down, just smooth sailing right from your backyard. Close to local beaches and all that Ocean City has to offer, you’re just minutes from golf, dining, swimming, and the area’s popular farmer’s market.

8 Grand Port Rd, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact:

$1,084,999

SELLER OFFERING $20,000 TOWARDS A 2-1 INTEREST RATE BUY DOWN with an acceptable offer. Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

19 Duck Cv, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

$417,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath home in the premier bayside community of Ocean Pines. Designed with an open floor plan, this home features an updated kitchen, newer roof and skylights, encapsulated crawlspace and a bright sunroom that opens to a private rear deck overlooking the peaceful backyard. The spacious primary suite is your own private retreat, offering a large wall of closets, private in suite bath, and French doors leading to the rear deck—perfect for enjoying your morning coffee. Two additional guest bedrooms and a full hall bath provide plenty of space for family and visitors. The open living and dining areas flow seamlessly into the updated kitchen, creating an ideal setting for everyday living and entertaining. The rear sunroom is filled with natural light and offers the perfect place to relax while taking in the beauty of the private backyard. A one-car garage provides ample storage for your beach gear, bikes, and outdoor toys. Ocean Pines offers an exceptional lifestyle with multiple outdoor pools, an indoor pool, boat launches, a marina with available boat slips, tennis and pickleball courts, a clubhouse, and a championship golf course. Located just minutes from the beaches of Ocean City, homeowners also have the opportunity to join the exclusive oceanfront Beach Club. Enjoy nearby fine dining, shopping, marinas, and breathtaking sunrises and sunsets, making this coastal retreat the perfect place to call home.

26 Burr Hill Dr, Ocean Pines

Listing courtesy of RE/MAX Eagle Realty. Contact:

$1,495,000

One of a kind custom designed home! Walk up the grand stone steps and enter thru double doors to a tile foyer with a walk-in coat closet, half bath, and laundry across from the downstairs ensuite that includes two walk-in closets, and a jacuzzi tub plus shower in it's bath. Step down to the hardwood floors of the dining room, great room- with a floor-to-ceiling stone gas fireplace - and a gourmet kitchen including eating area. Upstairs is another ensuite with double lighted closets, corner jacuzzi tub and shower, and two balconies - one indoor, one out. Also upstairs are two more bedrooms (one with a bonus room), off a hallway with another overlook and three walls of bookcases. There are five sliding glass doors leading to a wrap around deck overlooking a lovely landscaped backyard that includes a large pond with waterfall, and a dock with boat lift on a wide canal. Additionally, this home has a circular driveway, a two car garage with overhead storage, Andersen windows and doors throughout, huge floored attic, five pocket doors, three newish HVAC systems, a central vac system, a direct propane grill hook up, an outdoor shower, and a climatized encapsulated crawl space. All blinds convey. Ocean Pines community has 5 swimming pools, golf course, Yacht Club with restaurant, golf course with club house, and its own fire station and police force. Roof 2yrs old, 3 zone AC and heat 5yrs old, crawl space encapsulation wit dehumidifier

23 Harlan Trce, Ocean Pines

Listing courtesy of NBI Realty, LLC. Contact:

$109,900

BEST BUY...Great Corner lot located in Ocean Pines, ready to build on, with views of the golf course. Ideally situated just one minute from the Ocean Pines Golf Club and golf course, this property is tucked away in a private, secluded enclave on a quiet street. Enjoy convenient access to the Ocean Pines amenities, including the boat ramp, swimming pools, marina, yacht club, and more. This is a rare opportunity to secure one of the few premium building lots available in Ocean Pines.

1 Watergreen Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact:

$490,000

A fantastic price, home warranty coverage through July 2029, plus, it recently received a clean home inspection! Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts coastal white cabinetry with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor owner's suite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a water closet for privacy, and a linen closet for additional storage. Also on the first floor is the full laundry room with newer washer and dryer as well as a powder room, giving this home easy one-level living. On the second floor you'll enjoy three guest bedrooms, each quite spacious and with abundant closet space, as well as a full guest bathroom. One of the guest bedrooms could easily be converted to a second owner's suite as it has a large walk-in closet and an adjoining den that butts up to the guest bathroom, making it easy to convert to a bathroom if desired. Or keep it as a home office, studio, craft room, play room, the options are endless! Enjoy outdoor living with a roomy screened porch with high ceilings, perfect for relaxing and entertaining. This home also offers a spacious side and back yard that is full fenced with a beautiful decorative wood fence (installed in 2024) that comes with an oversized gate for easy access, a fire pit, and recently installed landscaping around the fence and along the road to give added privacy. There is plenty of space to play, relax, and even garden! This section of Ocean Pines is peaceful and tranquil with little to no thru-traffic. The community of Ocean Pines is reknowned for all that it has to offer, from the low HOA fees to the grand amenities package that you can join, including three outdoor pools, an indoor pool, a beach club in Ocean City with an oceanfront pool and clubhouse, a golf club with a Robert Trent Jones Championship course, marinas with boat slips available, plentiful sports courts including tennis, basketball, volleyball, pickelball, and baseball and soccer fields, numerous playgrounds throughout the community, and a community center with popular farmer's market. What are you waiting for? Schedule your private tour today! *Some photos have been virtually staged to show different options.*

2 Moonraker Rd, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$657,999

WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedrooms, 2 Baths, Attached oversized 2 car garage, Wide asphalt driveway with parking for 6 vehicles. Move in ready, just add your style. 2 heating systems - baseboard and HVAC heat pump. Updates include new hot water heater, walk in tub, high efficiency HVAC unit, fence, driveway, stove with convection oven and air fry capabilities, large sized washing machine, main living area carpet, granite countertops, and architectural stone foundation. Highlights are ONE FLOOR LIVING SPACE, Spectacular Views of Canal from majority of rooms, Open concept design, Bright & Airy, Dining / Living room combination, which walks directly to the deck spanning entire back of home, Huge kitchen with plenty of cabinets, Large shelved pantry, Spacious foyer, Master bedroom bath has a Walk In Jetted Tub/Shower, Bedrooms are good sized with big closets, Hall bath has jetted tub/ shower, Laundry room on same level with second refrigerator, Anderson casement windows, BOAT DOCK Easy living exterior with vinyl siding, Covered entry and porch, Pine nugget mulch beds, Landscaped. This a rare opportunity to live in Ocean Pines, on the water, in a safe & friendly neighborhood , which has numerous amenities of pools, playgrounds, tennis/ pickleball courts, basketball, baseball fields, dog park, skate park, ponds, restaurants, golf course, soccer fields, community center with indoor basketball, meeting rooms, craft shop, farmers market, beach, walking/ bike trails, boat ramp, post office, library, and our own Police and Fire Departments. All of this only minutes from the Ocean.

19 Pintail Dr, Ocean Pines

Listing courtesy of Save 6, Incorporated. Contact:

$837,453

Rare opportunity to build your dream home on this homesite with Bay to Beach Builders! Please note: no home is currently built on this property. The list price reflects a proposed construction package and includes the lot, estimated lot preparation/site work, and the featured Bluewater floor plan. The Bluewater offers 1,767 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a first-floor primary suite, soaring ceilings in the main living area, and timeless coastal-inspired architecture. Designed for comfortable everyday living and effortless entertaining, this home blends modern functionality with classic beach-town charm. The Bluewater is just one of several floor plans that have been reviewed for this lot and meet setback requirements. Additional home designs available through Bay to Beach Builders include The Oxford (1,126 sq. ft.), The Driftwood (1,820 sq. ft.), The Surfside (1,614 sq. ft.), The Fenwick (2,029 sq. ft.), The Chesapeake (2,455 sq. ft.), The Bethany (2,584 sq. ft.), The Rehoboth (2,584 sq. ft.), and The Ocean View (3,424 sq. ft.). The maximum recommended footprint for this homesite is approximately 38' x 66', and these plans have been selected accordingly. Many of these designs are part of Bay to Beach Builders' popular Coastal Collection and Cottage Series, specifically designed to maximize living space on narrower lots. Homes shown on pilings may also be constructed on a traditional foundation depending on buyer preference and site conditions. As a custom builder, Bay to Beach Builders can modify floor plans to better suit your lifestyle, budget, and vision. Buyers are encouraged to explore available floor plans and design options through Bay to Beach Builders and consult directly with the builder regarding pricing, customization opportunities, and included features. Whether you're dreaming of a full-time residence, vacation retreat, or investment property near the coast, this property offers the flexibility to create a home tailored to your needs. The property offers navigable waterfront with the ability to construct a dock and pier. Neighboring owners currently keep a pontoon boat on the creek, demonstrating recreational boating access. Buyers should verify water depths for their specific vessel.

72 Boston, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

$799,900

5 Beds ⋅ 4 Baths

Brand new construction now! This impressive home offers over 3,400 square feet of living space with 5 bedrooms, 3.5 baths, and a bonus room, providing exceptional flexibility for today’s lifestyle. Located on a quiet cul-de-sac in Triple Crown Estates, a community known for its larger lot sizes, this property features a generous 125’ x 100’ homesite. The home offers two primary suites—one on each level. The first-floor primary suite features a beautifully tiled shower, while all full bathrooms are equipped with double-bowl vanities. The stunning kitchen showcases quartz countertops and stainless steel appliances and flows seamlessly into the dining area, which opens to a screened porch and deck, perfect for indoor-outdoor living. The family room is warm and inviting with a linear electric fireplace and a beam-accented vaulted ceiling. Additional highlights include 9’ ceilings on the first floor, LVP flooring throughout the first floor and staircase, a dedicated laundry room, an 80-gallon hot water heater, and a fully encapsulated crawl space with dehumidifier. The fully insulated, oversized two-car garage features 12’ ceilings, offering excellent potential for additional storage space. The bonus room is separately conditioned with its own split HVAC system, making it ideal for a media room, home office, playroom, or guest retreat. Enjoy all that Ocean Pines has to offer, including multiple pools, golf course, marina, yacht club, beach club in Ocean City, parks, walking trails, and year-round community amenities. Builder Registration #9569

10 Jockey Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$130,000

Build your dream home in the sought-after community of Ocean Pines! This vacant lot offers the perfect opportunity to enjoy all the amenities this premier coastal community has to offer. Ocean Pines features an 18-hole championship golf course, marina and boat ramp, multiple outdoor pools, playgrounds, walking trails, and more. Residents also enjoy a beach club in Ocean City, just minutes away. Conveniently located near shopping, dining, and the beaches of Ocean City, this property is ideal for year-round living or a vacation retreat. Don’t miss your chance to own land in one of Worcester County’s most desirable communities.

92 Ocean Pkwy, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

$879,900

5 Beds ⋅ 4 Baths

This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living. The designer kitchen is truly the heart of the home. It showcases solid wood cabinetry in soft sage and dove tones, Calacatta Prado quartz countertops and backsplash, and a large center island with a built-in microwave, prep sink, and elegant brass chandelier. The kitchen is equipped with high-end GE stainless steel appliances, including a gas range with an air fryer, French door refrigerator, and a quiet dishwasher. A pot filler, brushed brass fixtures, and soft-close cabinetry add to the thoughtful details, while a spacious walk-in pantry provides additional storage and convenience. The first-floor primary suite offers a relaxing retreat with a spa-like bathroom featuring a freestanding soaking tub, double vanity, and tiled shower. Upstairs, you will find additional bedrooms, a versatile loft, and a beautifully appointed bathroom. This home is designed with efficiency and durability in mind, featuring a Bosch dual-zone HVAC system, Rinnai tankless water heater, sound-insulated six-inch exterior walls, and a sprinkler and fire suppression system. Outside, enjoy covered front and rear porches, a finished two-car garage, and a newly paved driveway. Every detail of this home reflects quality, comfort, and thoughtful design, creating an exceptional coastal living experience. Photos are digital renders.

4 Preakness Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$2,195,000