Ocean Pines MD Homes For Sale

Ocean Pines MD Homes For Sale

View all the homes for sale in Ocean Pines MD at a median price for all buyers. See pricing and listing details of Ocean Pines real estate for sale.

Ocean Pines MD Homes For Sale

$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: (443) 235-8382

$390,000
3 Beds 2 Baths
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: 4102083500

$409,900
3 Beds 2 Baths
Welcome to 84 Seafarer Lane, where coastal charm meets modern comfort in the highly desirable Ocean Pines community. This meticulously maintained and beautifully updated 3 bedroom, 2 bath rancher offers the ease of one-floor living with an inviting open floor plan designed for everyday comfort and entertaining. Step inside to soaring vaulted ceilings, luxury vinyl plank flooring, new appliances, granite countertops, modern finishes, and a cozy gas fireplace that creates a warm and welcoming atmosphere. The bright four-season room comes with a brand new mini-split and is filled with natural light, creating the perfect space to relax and enjoy every season. The roof, approximately five years old, provides added peace of mind for the next owner. Outside, you'll find a charming front porch complete with a porch swing; ideal for enjoying your morning coffee, as well as a spacious rear deck featuring SunSetter retractable awnings, offering shade for summer cookouts, crab feasts, and gatherings with family and friends. The oversized paved driveway provides plenty of room for multiple vehicles, your boat, or other recreational toys. The new 10x12 detached shed with electric offers the perfect space for a workshop, hobby area, or additional storage. Whether you're searching for a primary residence, a vacation retreat, or an investment opportunity, this home checks every box. Lovingly cared for and thoughtfully updated throughout, it's completely move-in ready and waiting for its next owner to begin making memories. Ocean Pines offers an exceptional coastal lifestyle with amenities including championship golf, marinas, the Yacht Club, multiple swimming pools, parks, walking and biking trails, tennis and pickleball courts, a community center, and the private Ocean Pines Beach Club. Just minutes from the beaches, boardwalk, restaurants, shopping, and entertainment of Ocean City. Don't miss this opportunity to own a beautifully updated home that's truly ready for its new owner. Schedule your private showing today and start enjoying everything Ocean Pines has to offer.

84 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$539,900
3 Beds 2 Baths
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 adorned with crown moldings and recessed lighting. 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 Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$389,000
3 Beds 2 Baths
NEW ROOF WITH THE SALE! This single-story ranch home offers 3 bedrooms, 2 full baths, and approximately 1,456 square feet of comfortable living space on a generous 0.26-acre lot. Built in 1988, it provides the perfect blend of coastal convenience and relaxed living—just minutes from Ocean City beaches, with easy access to all the wonderful amenities Ocean Pines has to offer. Step inside to discover an inviting open floor plan that flows beautifully between the living and dining areas, ideal for everyday living and entertaining. A cozy gas fireplace adds warmth and ambiance to the main living space. The kitchen features beautiful countertops and ample storage, and all appliances are included for your convenience. The spacious primary bedroom is a true retreat, boasting a private full bath, an oversized walk-in closet, and sliding glass doors that open directly to the large back deck and enclosed 3-season room. This versatile sunroom is perfect for year-round enjoyment, casual dining, or relaxing with views of the backyard. The two additional bedrooms are well-sized and share a second full bath, offering flexibility for family, guests, or a home office. A charming front porch ideal for rocking chairs and neighborhood watching. A large 2-car attached garage with laundry room access—great for parking, storage, or projects. Extra attic storage space. Public water and sewer. Ocean Pines is a premier community with an array of amenities including multiple pools, marinas, a yacht club, tennis/pickleball courts, a championship golf course, parks, walking trails, and a beach club in Ocean City. Low HOA fees of approximately $76/month support this vibrant lifestyle. Whether you're seeking a primary residence, vacation getaway, or income-generating rental property near the beach, this home delivers comfort, charm, and unbeatable location. Sold as-is and ready for your personal touches!

779 Ocean Pkwy, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$389,900
3 Beds 2 Baths
Welcome to 15 Lord Guy Terrace, a beautifully maintained one-level home in Ocean Pines. Ideally 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 the perfect blend of coastal living and everyday convenience. Situated on an oversized lot with a spacious paved driveway, the property features low-maintenance landscaping with brick-bordered stone beds, a welcoming front porch, and a side porch ideal for outdoor dining and entertaining. Inside, the open-concept layout connects the living room, dining area, and kitchen, creating an inviting space for gathering. The owner's suite is privately positioned at the front of the home, while two guest bedrooms and a full bath are located at the rear. A spacious bonus room off the kitchen provides exceptional flexibility as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options are available. The amenities include 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. This home is an excellent choice for a primary residence, vacation getaway, or investment property. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants—are just 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 Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island all within a 20-50 minute drive.

15 Lord Guy Terrace, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$425,000
3 Beds 2 Baths
Welcome to 42 Quarter Staff Place! Conveniently located on South Gate near grocery stores, restaurants, medical services and MORE! This lovely rancher has 3 bedrooms, 2 full baths, beautiful stone front with a welcoming front porch, open floorplan and backs to forestry (yard is half fenced and half undisturbed forestry). This 1200sqft+ home features engineered hardwood, masonry, wood burning, stone fireplace, large primary suite with ensuite bath featuring walk-in tiled shower, soaking tub, granite tops and warm wood cabinets. Modern kitchen with warm wood cabinetry, stainless appliances and granite counter tops! As an added bonus, the home features a 2-car garage and new roof in 2025! Ocean Pines is Worcester County's largest community offering the most extensive amenity package that includes plenty for the outdoor enthusiast! Nature trails, bike trails, boat ramp, marina, basket ball courts, tennis club, several tot lots/playgrounds, skate park, 5 pools (1 year-round indoor, 1 oceanfront), Lake for fishing, community center, oceanfront beach club in Ocean City (48th Street) with snack bar, bathhouse and showers Ocean Pines is located off Racetrack Road (Rt. 589) offering plenty of services, including farmer's market, library, post office, fire dept. police dept., restaurants, grocery options! JUST 8.9 miles to the beach! Better act FAST! This one won't last!

42 Quarter Staff Pl, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$989,000
4 Beds 3 Baths
Perfectly positioned near the end of a canal with beautiful views stretching across Manklin Creek, this spacious 4-bedroom, 2.5-bath waterfront home in the desirable Wood Duck Isle I section of Ocean Pines offers the ideal blend of comfort, quality, and coastal living. Designed for both everyday living and entertaining, the first floor features a spectacular waterfront primary suite with a beautifully updated bathroom and an oversized walk-in closet. A dramatic two-sided brick gas fireplace creates a warm focal point, shared between the primary bedroom and the dining room. The main level also includes a spacious waterfront great room with hardwood flooring, a sunroom filled with natural light, a private den or study, a powder room, and a well-appointed kitchen conveniently located just beyond the mudroom/laundry room, which connects directly to the oversized two-car garage. Upstairs finds three distinctive bedrooms and an updated full bathroom – providing plenty of space for family and guests – along with easily accessible attic storage space. Step outside to enjoy the waterfront lifestyle with a new dock, new vinyl bulkhead, and upgraded electric and water service to the dock, all completed in 2025. You will delight in the updated boat lift, professionally enhanced with numerous mechanical upgrades. Whether you're heading out for a day on the water or simply relaxing while taking in the peaceful creek views, this property is a true boater's retreat. The current owners have recently invested extensively in the home's major systems, including a brand-new roof (2026) with a Limited Lifetime Warranty and 25-year workmanship warranty, a new water main (2026) from the street to the home, a Carrier Infinity dual-zone, dual-fuel HVAC system with an entirely new duct system, an 80-gallon water heater, beautifully updated bathrooms, new bedroom carpeting, and updated ceiling fans throughout. If you've been searching for a meticulously maintained waterfront home with lovely views, generous living spaces, exceptional updates, and easy boating access, this is an opportunity you won't want to miss!

74 Wood Duck Dr, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$2,790,000
5 Beds 6 Baths
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: (410) 524-0919

$375,000
3 Beds 2 Baths
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.

10 Gloucester Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$335,000
3 Beds 2 Baths
Discover the perfect blend of comfort and coastal living at 67 Seafarer Lane in the desirable Ocean Pines community! This well-maintained 3-bedroom, 1.5-bath home offers 1,584 square feet of inviting living space nestled on a spacious wooded lot, providing both privacy and a peaceful setting. A large front sunroom welcomes you home and offers the perfect spot to enjoy your morning coffee, read a good book, or relax with friends throughout much of the year. Inside, you'll find a bright and comfortable floor plan with generous living areas, abundant natural light, and an eat-in kitchen that's ideal for everyday living. The main level also includes two spacious bedrooms with a conveniently located full bathroom. A craftsman staircase leads to a second-level loft that includes a third large bedroom, storage closet, and a half bath, making the home well suited for full-time living, weekend escapes, or an investment opportunity. Step outside to enjoy the large yard with endless possibilities for outdoor entertaining, gardening, or simply enjoying the peaceful surroundings. With ample parking and a location on a quiet street, you'll appreciate the balance of tranquility and convenience. Ocean Pines offers a variety of recreational amenities available to residents, including parks, playgrounds, walking and biking trails, marinas, golf, indoor and outdoor pools, tennis and pickleball courts, a yacht club, beach club, and year-round community events. Conveniently located just minutes from Ocean City, Assateague Island, and the charming shops and restaurants of historic Berlin, this home puts the best of Maryland's Eastern Shore within easy reach. Whether you're searching for a primary residence, a vacation retreat, or an investment opportunity, this home offers exceptional value in one of the area's most desirable coastal communities.

67 Seafarer Ln, Ocean Pines

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900

$424,900
4 Beds 2 Baths
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. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Don't miss this coastal gem—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 primaryresidence. 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: 4108160066

$1,595,000
4 Beds 3 Baths
Waterfront Home in Terns Landing – Ocean Pines Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located in the highly sought-after Terns Landing section of Ocean Pines. Designed with an open and airy layout, this home features floor-to-ceiling windows that fill the space with natural light from nearly every angle, creating a bright and inviting atmosphere throughout. The spacious kitchen is highlighted by granite countertops, perfect for both everyday living and entertaining. Just off the main living area, step out onto the extra-large deck overlooking the canal, where you’ll enjoy peaceful water views and stunning vistas of the Isle of Wight Bay. The second-floor loft offers additional living space, ideal for a home office or lounge area, while the generously sized game room provides flexibility and could easily serve as a 5th bedroom. A convenient 2-car garage adds to the home’s functionality. Major updates include a bulkhead less than 10 years old, a brand-new roof (2026), and a new driveway (2025), offering peace of mind for years to come. Enjoy all the benefits of this amenity-rich community, ideal for year-round living or as a second home getaway. With everything Ocean Pines has to offer, this is a rare opportunity you don’t want to miss! This home was built above mean High Tide. Schedule your showing today—this one won’t last long! Property is being Sold “As Is”

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$625,000
3 Beds 2 Baths
Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront living at its finest in this charming 3-bedroom, 2-bath cottage featuring an expansive bulkhead with room for both your boat and Jet Skis. Whether you're heading out for a day on the water or enjoying the peaceful views from home, this property offers the perfect coastal lifestyle. The oversized rear deck and spacious backyard create an ideal setting for entertaining family and friends or simply relaxing while taking in the beautiful waterfront scenery. Inside, you'll find an updated custom kitchen complete with granite countertops, stainless steel appliances, and abundant custom cabinetry. Beautiful hardwood floors flow throughout the main level, leading to a spacious living room with a cozy wood-burning fireplace, built-in wood storage, and remarkable water views. The large dining area provides plenty of space for gatherings and is conveniently located adjacent to the kitchen. Step directly from the living room onto the expansive rear deck, where you can dine outdoors, entertain guests, or unwind while enjoying the tranquil waterfront setting. The main level also features a full bathroom, providing added convenience for family and guests. Upstairs features three well-appointed bedrooms, with the primary bedroom showcasing beautiful water views that provide a relaxing backdrop to start and end your day. Additional features include an attached garage and ample parking with a five-car driveway. Ideally located with easy access to the Saint Martin River and Isle of Wight Bay, this home is nestled within the sought-after Ocean Pines Resort community, offering the perfect combination of waterfront living, boating, fishing, and resort-style amenities. Don't miss this opportunity to own a beautiful waterfront retreat with direct water access and exceptional outdoor living. Schedule your private showing today!

32 Driftwood Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$459,000
3 Beds 3 Baths
Enjoy the rest of your summer in this charming, contemporary three-bedroom-plus home, beautifully nestled among mature trees on an oversized lot at the end of a peaceful cul-de-sac. With inviting living spaces, step through the front door into a spacious open living area with soaring ceilings, bathed in natural sunlight. The space features hardwood flooring and a cozy wood-burning fireplace, creating a warm and welcoming atmosphere. And there is an adjacent office or den. Flexible Bonus Room and Updated Features: A special feature of the home is the converted garage, which now serves as a versatile room—perfect for a home business, office, exercise room, or hobbies. This space includes a separate entrance and a half bath for added convenience. Adjacent to the laundry room, you will find a large walk-in pantry with abundant shelving, an additional refrigerator, and a chest freezer. The primary bedroom and bath are conveniently located on the first level, while the second level offers two additional bedrooms, a full bath, and a generous walk-in attic, providing ample space and flexibility for your needs. Recent updates include a brand-new roof with architectural shingles, and the warranty will transfer to the new owners. The HVAC system was updated in 2022. The interior was freshly painted throughout, all carpeting has been replaced with a neutral shade, and the wood flooring has been sanded to look like new. Outdoor Living and Curb Appeal: Relax or enjoy steamed crabs on summer evenings in your three-season porch with a tiled floor, overlooking the private backyard. The front yard is nicely landscaped and features an antique Japanese lantern, adding a touch of elegance. A large driveway provides ample parking for guests. This is a must-see home! Experience life in Ocean Pines, an award-winning community filled with amenities such as indoor and outdoor swimming pools, a championship golf course designed by Robert Trent Jones, tennis and pickle ball courts, a Yacht Club and Marina, Beach Club, Community Center, Saturday Farmers Market, library, Post Office, shops, restaurants, and more—delivering prime coastal living.

10 Laurel Trl, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$479,750
3 Beds 2 Baths
Welcome to 9 Lookout Point, nestled in the highly desirable Teal Bay section of Ocean Pines. Situated on an oversized lot and boasting one of the larger fenced rear yards in the community, this well-maintained ranch-style home offers the perfect blend of comfort, convenience, and coastal lifestyle. From the moment you arrive, you’ll appreciate the expansive front yard with plenty of room for beach toys, watercraft storage, and all of your outdoor recreational needs. Step onto the inviting front porch, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Inside, the thoughtfully designed floor plan features three bedrooms, two full baths, an open-concept kitchen with breakfast nook, a separate dining room, and a spacious living room highlighted by elevated ceilings and a cozy fireplace. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside onto the generous rear deck where family and friends can gather for summer cookouts, outdoor dining, and entertaining. Whether you’re grilling during the warmer months or relaxing by the fireplace during the cozy winter season, this home is designed for year-round enjoyment. Located within the amenity-rich community of Ocean Pines, residents enjoy access to parks, pools, golf, marinas, walking trails, and more—all just minutes from Ocean City beaches, dining, shopping, and entertainment. If you’re looking for ease, comfort, and the coastal lifestyle you’ve been dreaming of, 9 Lookout Point deserves a place at the top of your list.

9 Lookout Point, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

$399,999
3 Beds 2 Baths
Welcome to The Blue Crab Beach House, 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: 4102137040

$434,900
4 Beds 2 Baths
Located on the eighth fairway of the Ocean Pines Robert Trent Jones Golf Course in sought-after Bay Colony, this exceptional retreat features an open floor plan with cathedral ceilings, skylights, hardwood flooring in the main living areas, and a family room wood burning fireplace, equipped with screen and fireplace tools. The four-bedroom two-bath rancher style home with an open area concept in the kitchen, living and dining rooms. The family and dining room have open access to the Florida four-season sunroom. There is a separate screened in porch creating seamless options for year-round enjoyment. This beautiful home has been updated with a new roof in December 2025 with a 20-year transferrable warranty and sky lights and new gutters with a 5-year warranty, and primary bedroom bathroom upgrade. The Heating Ventilation and Cooling system was replaced in 2016, and the beautifully refinished kitchen is appointed with new cabinetry, and modern appliances with abundant workspace for effortless entertainment. Additional highlights include a separate shed with plentiful storage room and an extra-large concrete driveway with room for six cars. There is plenty of street parking as well. Outside, beautifully shaded landscape with shuffleboard structures in the front and a deck and firepit in the back yards looking out over the golf course. Furnishings can be purchased separately. Community boat ramps exist to launch your personal watercraft. The launch areas have direct access to bay and ocean waters. Boating, fishing, crabbing, and clamming to easy access to the Ocean Pines yacht club, golf course, clubhouse grill, pools, racquet facilities, Ocean City beach club and more are all a part of living in Ocean Pines. The Ocean Pines Beach Club is located between 49th and 50th streets with private parking, pool and changing area flowing out to the beach on the Atlantic Ocean.

48 Battersea Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$399,000
3 Beds 2 Baths
Priced to sell! This updated 3-bedroom, 2-bath coastal retreat is offered fully-furnished and ready for immediate enjoyment! Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home showcases true pride of ownership with many recent upgrades including a brand NEW kitchen!! New entry doors welcome you into a bright, modern living space centered around the completely renovated kitchen. The family chef will love the stylish new cabinetry, quartz countertops, sleek backsplash, and stainless steel appliances that combine both beauty and functionality. Spacious living and dining areas provide plenty of room to relax, gather, and entertain guests with ease. A versatile three-season room extends the living space and creates the perfect transition between indoors and outdoors. Overlooking the large yard, this inviting space offers peaceful views of mature trees that provide both privacy and a lush natural setting. The home also features a huge driveway with abundant off-street parking, along with a one-car garage for added convenience. All three bedrooms are generously sized and updated with new flooring, while the entire home has been freshly painted and tastefully decorated in a charming beach-inspired style. Simply move in and start enjoying coastal living from day one! Located in the vibrant community of Ocean Pines, residents enjoy an impressive array of amenities including indoor and outdoor pools, tennis and pickleball courts, parks, walking trails, golf, boating, and the famous Ocean Pines Yacht Club and Beach Club!

20 Southwind, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$539,900
4 Beds 3 Baths
This highly sought after Osprey Model in the Parke at Ocean Pines' over 55 community is situated on a large culdesac wooded lot. It features a first floor primary bedroom with ensuite bathroom including double vanities, soaking tub and walk-in shower. The tray ceiling and and triple windows add to the ambiance of this desirable primary suite which also features a walk-in closet. The spacious foyer opens into a magnificent great room with gas fireplace. The wide open kitchen is equipped with a gas range with self cleaning oven, built-in microwave, brand new dishwasher, and refrigerator with icemaker. A beautiful sunroom with 9 foot windows and a fireplace overlooks wooded yard and circular stone paver patio. There is also a 2nd bedroom with abundant windows, a den or 4th bedroom, another full bath and gleaming hardwood floors on the 1st floor. All of this level has 10 foot ceilings and soaring vaulted ceilings open to a loft above. The upstairs features a family room, a massive third bedroom and another full bath. The house has a two car garage with overhead storage. There is a fist floor laundry room with full size side by side washer and dryer. Can you imagine all of this in an active over 55 adult community with clubhouse, indoor pool, whirlpool, sauna, fitness center, card room. billiard room, library, huge wrap around patio overlooking lake with fountain and outstanding landscaping. In addition to all of these ammenities, The Parke HOA fee includes all grounds keeping and grass mowing and edging, mulching, shrub trimming, gutter cleaning, and snow removal of driveways and walkways all for a low monthly fee of $245.00 per month. The Parke is located within a larger Home Owners Association of Ocean Pines. Ocean Pines features a marina with restaurant and clubhouse, multiple pools, tennis and pickleball courts, dog park, walking trails, 18 hole golf course, playgrounds, stocked fishing lakes, picnic areas and a beach club on the Ocean City beach . The HOA fee for Ocean Pines is $915.00 per year. Some amenities like swim clubs, golf and boat slips have additional reasonable fees for usage. Move in to The Parke at Ocean Pines and start living the dream just minutes to the Ocean City Beach.

95 Chatham Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$1,100,000
4 Beds 4 Baths
Exceptional waterfront living in sought-after Terns Landing, this elegantly updated 4-bedroom, 3.5-bath coastal residence offers refined interiors, generous gathering spaces, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate. Offered furnished and move-in ready, this inviting waterfront retreat showcases an open floor plan enhanced by cathedral ceilings, three skylights, hardwood flooring in the main living areas, and fireplaces in both the living and family rooms. The beautifully refinished kitchen is appointed with quartz countertops, new cabinetry, stainless steel appliances, large pantry and abundant workspace for effortless entertaining. Two spacious primary suites feature impressive, updated baths, including a desirable first-floor suite and a second-floor suite with access to a private deck. Two additional oversized bedrooms with walk in closets. A loft with built-in desk and cabinetry provides flexible space for work or overflow accompaniment. The Florida four-season sunroom and separate three-season room create seamless options for year-round enjoyment overlooking the deep-water canal. Family and sun rooms adjoin with open concept. Outside, beautifully landscaped grounds, a patio, vinyl bulkhead, and recently installed boat and jet ski lifts complete the waterfront lifestyle. Additional highlights include a 2-car garage, plentiful storage, walk-in closets in all bedrooms, pantry, recently replaced HVAC systems, and tankless hot water heater. From boating, fishing, crabbing, and clamming to easy access to the Ocean Pines yacht club, golf course, clubhouse grill, pools, racquet facilities, Ocean City beach club and more. The Ocean Pines Beach Club is located between 49th and 50th streets with private parking, pool and changing area flowing out to the beach on the Atlantic Ocean. This home offers an exceptional opportunity to enjoy the best of coastal living and is ready for your summer enjoyment now.

10 Stacy Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$389,999
3 Beds 2 Baths
Nestled by green of the 7th hole of the golf course, this charming three-bedroom, two-bathroom home with a loft offers the kind of lifestyle most people only dream about — whether you’re looking for a full-time residence, a weekend escape, or a smart investment property. Step inside and feel the light pour in through a stunning wall of windows that frames the lush outdoor greenery like a living painting. The thoughtfully remodeled kitchen and updated bathrooms bring modern comfort to a home that’s already move-in ready, so you can spend less time renovating and more time enjoying. The real heart of this home? The screened porch. Overlooking the wooded yard, hung with warm string lights, and cooled by a ceiling fan, it’s the kind of space you’ll never want to leave. Cozy rattan furniture, a patterned rug, and an easy, relaxed atmosphere make it perfect for morning coffee, afternoon entertaining, or lingering summer evenings — and the convenient pass-through window to the kitchen means the host never misses a moment. The yard and generous outdoor living areas give you room to breathe — and room to play or entertain. Imagine corn hole, a tiki bar, under mount porch swing, space to set up a fire pit to roast marshmallows or enjoy a brisk Fall evening. And when you’re ready to dream even bigger, the unfinished basement -unheard of in Ocean Pines-offers potential to expand your living space to include a game room for kids (or adults!), a hobby or craft space, or simply storage space (also rare in Ocean Pines). A one-car garage rounds out this comfortable, easy-living layout. Beyond your doorstep, Ocean Pines delivers an extraordinary community lifestyle — golf, multiple pools, parks, marinas, walking trails, tennis, pickleball, seasonal live music, and an exclusive beach club are all part of the package. And when the mood strikes for Ocean City’s restaurants, shops, and beaches? You’re just a short drive away.

5 Falcon Bridge Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,099,999
4 Beds 4 Baths
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 Cove, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$417,900
3 Beds 2 Baths
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: 3026591320

$520,000
3 Beds 2 Baths
Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one-level condominium offers breathtaking unobstructed bay views the moment you enter with an abundance of natural light! The custom finishes throughout, this exceptional home is designed to impress. Beautiful enhancements include stunning new LVP flooring in hall, kitchen. dining room, great room, laundry room, new carpeting in bedrooms and soaring 10-foot ceilings accented with crown molding throughout the home. The expansive gourmet kitchen is perfect for entertaining family and friends, featuring beautiful cabinetry, granite countertops, stainless applicances all overlooking the elegant formal dining room and sun-filled great room complete with a cozy corner gas fireplace for those cool coastal evenings. Retreat to the impressive primary suite offering a private waterfront balcony, oversized walk-in closets, and a luxurious spa-style bath with jetted tub and double vanities. Guests will enjoy spacious second and third bedrooms after a relaxing day at the beach. End your evenings with spectacular sunsets while enjoying your favorite beverage from the expansive covered balcony! Additional upgrades include a newer installed geo-thermal heating and air system for outstanding energy efficiency, and convenient owner storage/bike storage facilities. Condo fees include flood insurance, bi-annual geothermal system inspections, annual gas grill service, water, trash, landscaping, storage, and parking lot maintenance.This second-level condo with elevator access is located within the friendly and active community of Points Reach/Ocean Pines and offers the perfect blend of luxury, comfort, and coastal lifestyle. Rarely available and impeccably maintained, this exceptional bayfront residence will not last long. Schedule your private showing today!

2208 Points Reach Unit #2208, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$410,000
3 Beds 2 Baths
Nestled in the charming Ocean Pines - Huntington community, this delightful ranch-style home offers a perfect blend of comfort and modern living. With a major renovation just completed, including new plumbing, HVAC and electrical-this residence is poised to become your dream sanctuary. Step inside to discover an inviting open floor plan adorned with luxury vinyl plank flooring throughout that create character and warmth. The spacious living area features a cozy wood fireplace, perfect for those chilly evenings. Natural light floods the home creating a bright and airy atmosphere. The well-appointed kitchen boasts modern appliances, including an oven, refrigerator, dishwasher, and microwave, making meal prep a breeze. Enjoy casual dining in the breakfast area or host gatherings in the living space. This home features three comfortable bedrooms, including an entry-level primary bedroom for convenience. The primary bathroom offers a walk-in shower, providing a spa-like retreat. Outside, the 0.22-acre lot is situated on a peaceful cul-de-sac, offering a serene environment. Enjoy community amenities such as a beach club, outdoor pool, and tennis courts, perfect for an active lifestyle. With ample parking options and a community center nearby, this home is designed for both relaxation and recreation. Experience the perfect blend of comfort, style, and community in this inviting residence. Your new chapter awaits!

9 Yeoman Ct, Ocean Pines

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$679,000
4 Beds 3 Baths
This absolutely pristine home located in Wood Duck Isle is quite the gem! The interior features a spacious first floor filled with natural light; first-floor primary bedroom with brand new carpet, fresh paint, two spacious custom walk-in closets, and private bath; extra large eat-in kitchen with a large island, breakfast bar, built-in window bench, custom window treatments and easy access to the separate formal dining room. The main living area features brand new carpet, cozy gas fireplace and electronic shades over the skylights; the newly added sunroom complete with custom window treatments, seamlessly connects to the main living area and backyard. Upstairs is a versatile loft offering additional living space, and generously sized bedrooms providing privacy for family members or guests. The meticulously landscaped front yard features a tranquil koi pond, while the backyard showcases beautiful hardscaping, a charming gazebo, beautiful plant beds, and serene views of Manklin Creek. Enjoy direct walking access to Wood Duck Park, where you can kayak, fish, or simply relax and take in the views. Additional highlights include a brand new first floor air condition unit, approximately five year old roof, encapsulated crawl space, two-car garage, plenty of on site parking, abundance of storage, security system, two tastefully remodeled bathrooms, and much more. This is a must see - don't miss out! This property is back on the market at no fault of the Sellers

6 Heron Isle Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$450,000
4 Beds 3 Baths
Seller days bring us an offer ! Nestled on a quiet cul-de-sac in the desirable community of Ocean Pines, this custom-built 4-bedroom, 3 full bath home offers a rare opportunity to enjoy golf course living at its finest. Perfectly positioned along the 4th hole of the prestigious Robert Trent Jones Golf Course, the property showcases sweeping fairway views and a serene setting.Designed with both comfort and functionality in mind, the home features an open floor plan filled with natural light. Expansive windows and sliding glass doors throughout the kitchen, dining area, and great room provide stunning panoramic views from nearly every angle. The great room is anchored by a cozy fireplace, creating a warm and inviting gathering space.The recently renovated kitchen (2020) is a standout, featuring granite countertops, stainless steel appliances, a center island, and soft-close cabinetry, all complemented by durable LVP flooring. Just off the main living area, a spacious three-season room with vinyl tech windows offers the perfect spot to relax year-round, with direct access to the wraparound double decks—ideal for entertaining or simply enjoying the peaceful surroundings. The flexible floor plan includes a first-floor bedroom and full bath, perfect for guests or convenient single-level living. Upstairs, the primary suite offers a private retreat with its own bath, while two additional bedrooms and another full bath complete the second level.Additional highlights include a 1.5-car garage with workshop space and ample storage, a newly installed hot water heater, and an oversized lot that maximizes both privacy and those beautiful golf course views.Whether you’re searching for a primary residence, a vacation escape, or a beach-area investment property, this home delivers exceptional versatility and lifestyle appeal—all just a short drive from the shores of Ocean City. Home is being sold AS-IS as a matter of convenience for sellers.

63 Drawbridge Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$515,000
4 Beds 3 Baths
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 a coastal white kitchen 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 mastersuite 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 master 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: (302) 539-9040

$699,999
3 Beds 2 Baths
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:

$439,000
4 Beds 4 Baths
Welcome to The Townes of Ocean Pines! With 4 bedrooms, 3 ½ baths, a loft and recreation area this townhome has space for all to enjoy. On the main floor you will find a spacious primary bedroom with a large walk-in closet, an ensuite with a double sink vanity, soaking tub, separate shower and water closet. For your convenience, a powder room is located just to the left of the entryway. The kitchen is equipped with brand new Frigidaire range, microwave, dishwasher and refrigerator. Dine at the elevated kitchen island or at your table in the dining area. The freshly carpeted living room area with gas fireplace, sits just off the kitchen, facing the Ocean Pines golf course, creating a warm, inviting gathering space for friends and family. Enjoy your morning coffee on the main floor deck while taking in the view of the 13th green of the golf course. Upstairs is a versatile loft area overlooking the main floor, perfect for a home office, lounge or additional guest bed space. Just off the loft is another bedroom suite complete with a spacious walk-in closet and ensuite bath. Heading downstairs from the main floor is a lovely den or recreation room area with two more bedrooms and shared hall bath. The enclosed laundry area with Whirlpool washer and dryer is on this floor as well. An oversized 2 car garage with plenty of storage space completes this level. This home has easy access to all that the Ocean Pines community has to offer; multiple pools, golf, yacht club with restaurant and special event space, marina, beach club, tennis, pickleball/paddleball, walking trails, parks, playgrounds, boat ramps and many, many community and recreational events. Ocean City and Assateague Island are just minutes away for more outdoor adventures to enjoy. You can’t miss making this home your new adventure! Recent Property Inspection Report indicated two areas of exterior water penetration behind the vinyl siding. As this is common area, the Condo Board contracted to have both areas properly flashed/gutter adjusted with new sheeting installed as necessary. No indications of moisture in drywall. The work was completed July 2nd and Report is attached.

102 Hingham Ln Unit #27, Ocean Pines

Listing courtesy of Rutherford Realty. Contact: (410) 524-1965

$475,000
4 Beds 3 Baths
HOME SALE CONTINGENCY FELL THROUGH TO NON FAUL T OF SELLERS . Now back on the market with Major Price Adjustment!!! Welcome to this beautifully maintained, light-filled home perfectly positioned along the 12th hole of golf course in the highly sought-after community of Ocean Pines. Offering space, comfort, and thoughtful upgrades throughout, this 4-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining. First level features hardwood floors throughout, creating a warm and cozy feel across the living spaces. The impressive great room is a true centerpiece of the home, showcasing soaring cathedral ceilings and dramatic sliding glass doors and windows that flood the space with natural light while offering beautiful golf course views. The oversized first-floor primary suite provides the convenience of main-level living and features hardwood flooring and an expansive walk-in closet, creating a comfortable private retreat. The upper level offers additional bedrooms, bath and loft with flexible living space ideal for guests, hobbies, or a home office. At the heart of the home is the remodeled gourmet kitchen (2022), thoughtfully designed for both everyday living and entertaining. It features stainless LG appliances, a wall oven, island gas cooktop, upgraded cabinetry, quartz countertops, breakfast bar seating, durable luxury vinyl plank flooring, and a convenient built-in office nook for working from home or managing daily tasks. Step outside to enjoy the spacious backyard overlooking the golf course, complete with an oversized deck and custom stone patio, perfect for outdoor dining, relaxing, or entertaining. Pet owners will appreciate the invisible perimeter fence, while the heated garage and central vacuum system add everyday convenience. Additional improvements include a gas furnace (approximately four years old) with a Remy Halo ultraviolet air purification system, a professionally encapsulated crawl space, annual termite protection, and exterior flood lighting for enhanced security and evening ambiance. With walking distance to the Yacht Club, Marina and beautiful golf course views, modern upgrades, hardwood floors, and a layout designed for today’s lifestyle, this home offers the perfect blend of comfort, functionality, and location in one of Ocean Pines’ most desirable settings. Enjoy all the amenities Ocean Pines has to offer this summer. Call now for your private showing. With beautiful golf course views, modern upgrades, hardwood floors, and a layout designed for today’s lifestyle, this home offers the perfect blend of comfort, functionality, and location in one of Ocean Pines’ most desirable settings.

562 Ocean Parkway, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$2,250,000
5 Beds 7 Baths
Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a brand-new metal roof, providing both durability and long-term peace of mind. The main living area showcases a spacious island kitchen with granite countertops, stainless steel appliances, and a breakfast room, along with formal living and dining rooms. Additional spaces include a family room, office, sunroom, exercise room, studio, entertainment room, workshop, and abundant storage. Two impressive primary suites provide luxurious retreats. The main suite features a private deck, walk-in closets, gas fireplace with marble hearth, a spa-style bath with whirlpool tub, marble floors and tile, and a separate powder room. The second suite includes a walk-in whirlpool tub/shower combination. Additional highlights include hardwood floors, surround sound, central vacuum, security system, two washer/dryer sets, two water heaters, and three-zone heating and cooling. Outdoor living is just as impressive with five decks, front and rear paver patios, and exceptional boating amenities, including a 90’ vinyl bulkhead, a 6’ x 33’ dock, and two boat lifts installed in 2020. Prepare to be impressed by the space, views, and waterfront lifestyle this remarkable home offers.

26 Leigh Dr, Ocean Pines

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$697,000
3 Beds 3 Baths
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: 4438562211

$824,900
5 Beds 4 Baths
Brand new construction now completed ready for the summer season! 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, and an 80-gallon hot water heater. 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: 4102083500

$2,249,000
8 Beds 9 Baths
Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coastal-style home offers breathtaking, unobstructed views of the Isle of Wight Bay and the Ocean City skyline. Built in 1983 and impeccably maintained, the residence spans just over 5,000 sq. ft. with 8 bedrooms and 8.5 baths, ideal for large gatherings or multi-generational living. Designed to maximize waterfront living, the home features multiple balconies and expansive decks, an outdoor summer kitchen, hot tub, private pier with boat lift, and generous outdoor entertaining spaces perfect for hosting unforgettable bayfront gatherings. Inside, an elevator servicing up to the third level adds convenience and accessibility. The chef’s kitchen is outfitted with 42” cabinetry, granite countertops, stainless steel appliances, multiple ovens, and a GE induction cooktop, complemented by an abundance of storage and prep space. Additional highlights include six refrigerators, a dedicated laundry room, 200-amp whole-house generator, storm shutters, four storage sheds, and an encapsulated crawlspace with dehumidifier and sump pump. Situated within amenity-rich Ocean Pines, residents enjoy access to parks and recreation, aquatics, championship golf, marina, beach club, and more. This extraordinary bayfront property combines space, luxury, and lifestyle—an unparalleled opportunity on Maryland’s Eastern Shore.

26 West Mallard, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$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: (410) 208-9200

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