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$374,900
3 Beds ⋅ 2 Baths
Motivated sellers just made a price reduction! All spruced up and ready to go! Fresh paint and new carpet throughout this 1 level contemporary coastal custom-built 3-bedroom 2 bath home in the community of Ocean Pines. Delightful 14 x 12 screened porch plus a 12 x 12 deck for enjoying the good life here at the beach. Spacious Primary bedroom with a vaulted ceiling has a walk-in-closet and access to the primary bath with a walk-in shower. 8x7 attached shed for all you bike, lawn equipment and beach toys. Gutter guards installed. Asphalt paved driveway for plenty of parking for you, family and friends. 5 x7 laundry room with washer and dryer. HVAC is approximately 5 years old. The complete package is easy to see and ready for your immediate enjoyment.

31 Footbridge, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$624,990
3 Beds ⋅ 3 Baths
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! Photos shown are of a similar home. Estimated completion date November 2026.

277 Windjammer Rd, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$330,000
3 Beds ⋅ 2 Baths
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: (443) 235-8382
$439,000
3 Beds ⋅ 3 Baths
Located in the Ocean Pines community, this 3-bedroom 2 1/2-bathroom home has so much to offer including a 2-car attached garage! When you enter the home, you will be immediately impressed by the sunny living room featuring vaulted ceilings and skylights! The owner recently upgraded the flooring with luxury vinyl plank which runs through the main level common areas. The kitchen features white cabinetry and stainless-steel appliances. The sunroom also has vaulted ceilings and a gas fireplace with mantel. The sunroom leads to a large deck that is freshly painted. The deck has peaceful views of trees and privacy. The first-floor primary bedroom as features views of the back yard and a walk-in closet. What you will notice most about this home is that it is flooded with natural light. Almost every room features large windows. On the second level of the home there are two bedrooms and a bathroom. There is also a walk-in attic storage room that could be used to conveniently store holiday decorations. This home was built by T&G Builders and is the Skipjack II model. The hot water heater was replaced in 2023 and the roof was replaced in 2026. Builder marketing floorplan shows square footage of 1659, while tax record shows 1494. Make an appointment to see this well maintained home today!

369 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$399,000
3 Beds ⋅ 2 Baths
Owners say bring your reasonable offer. 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
$550,000
4 Beds ⋅ 3 Baths
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: 4102083500
$525,000
3 Beds ⋅ 3 Baths
PRICE REDUCTION! SHOW AND SELL!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
$549,900
3 Beds ⋅ 3 Baths
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: 4438562211
$439,900
3 Beds ⋅ 2 Baths
What a view looking straight down the 3rd fairway of the Ocean Pines golf course! Walk to the golf club to start your tee time or grab a bite to eat! One level living with a single car garage, rear deck and a fantastic Sun Room with its own mini-split heat pump. The 12x4 entry foyer welcomes you to the open living plan featuring luxury vinyl plank flooring and two sets of sliding glass doors to the rear. Stainless Steel appliances, including a cooktop and wall oven, large breakfast bar, tiled backsplash and double pantry complete the fully functional kitchen. There's lots of room in the 13x15 primary suite, containing a ceramic tiled bath floor and a 4 foot shower. A front loading washer and dryer is located within the guest bathroom, which has a tub/shower. All located within the award winning Ocean Pines community, just a short drive from the beaches of Ocean City and Assateague Island National Seashore!

17 Sundial Cir, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$949,900
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: 4106415000
$384,999
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
$1,089,999
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
$499,000
3 Beds ⋅ 2 Baths
Back to Active and Fully Available! Buyers failed to sell their home. Tucked along the canal in the sought after community of Ocean Pines, this charming A-frame retreat blends rustic cottage character with the laid back waterfront lifestyle you’ve been dreaming of. With soaring vaulted ceilings, oversized windows, and an open layout designed to capture natural light and tranquil water views, this home is ready for relaxing weekends, family gatherings and entertaining after a day on the water. Step outside to enjoy the expansive wraparound deck overlooking the canal, the perfect place for morning coffee or evening sunsets. Boaters will appreciate the shared dock with a dedicated private slip for the home, offering easy access to the water. A cozy fireplace adds warmth and charm to the inviting living space, while the garage provides additional storage for all your beach and boating essentials. The main level features two bedrooms, a full bathroom, and a convenient laundry closet. Upstairs, the loft overlooks both the water and the main living area, creating a bright and airy retreat. The primary suite is also located on the upper level and showcases more dramatic vaulted ceilings that enhance the home’s unique architectural style. Located in Ocean Pines, residents can enjoy access to an incredible lineup of amenities including pools, parks, golf, marinas, trails, a beach club, and more, all just a short drive from the beaches, dining, and entertainment of Ocean City!

101 White Sail Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919
$1,560,000
4 Beds ⋅ 4 Baths
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: 7032440081
$399,000
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
$639,000
4 Beds ⋅ 3 Baths
This absolutely pristine and well maintained home located in Wood Duck Isle is not only a gem, it comes with a one year AHS home warranty! 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!

6 Heron Isle Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600
$359,900
5 Beds ⋅ 2 Baths
PRICE IMPROVEMENT + HOME WARRANTY INCLUDED! Nestled on a quiet cul-de-sac in the desirable Ocean Pines community, this charming Cape Cod offers approximately 1,224 square feet of comfortable living space with five bedrooms and two full bathrooms. Two main-level bedrooms provide flexibility for one-level living, guest accommodations, or a home office. Natural light fills the home, creating a warm and inviting atmosphere throughout. The functional layout is designed for everyday living, while the expansive deck overlooks a peaceful wooded setting, providing the perfect space for relaxing, entertaining, or enjoying nature. The spacious yard offers additional room for outdoor activities and enjoyment. With a recent price improvement and a home warranty included for added peace of mind, this property presents an excellent opportunity to own in Ocean Pines. Conveniently located near community amenities, golf, marinas, shopping, dining, and the beaches of Maryland's Eastern Shore. Schedule your private tour today!

6 Fleet Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$490,000
4 Beds ⋅ 3 Baths
A fantastic new price and home warranty coverage for 3 years! 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
$657,999
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:

$409,000
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
$837,453
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
$349,900
3 Beds ⋅ 2 Baths
Spacious and open floor plan designed for easy living and effortless entertaining . This inviting home features 3 generously sized bedrooms and 2 full baths * Sliding glass doors open to a large screened porch * The charming front porch is perfect for enjoying your morning coffee or relaxing in the evenings with your favorite beverage * Roof replaced in 2022 with 50 year warranty * Central Heat /AC for year round comfort * Abundant closet space and storage shed for all of your beach and boating essentials * You'll love being part of a vibrant waterfront community offering exceptional amenities including 5 pools, tennis, pickleball, yacht club, restaurants, Robert Trent Jones, Sr designed championship golf course as well as a beachfront pool, parking and restaurant in Ocean City * EVERYTHING you need to embrace the Coastal Lifestyle to the fullest * Ocean Pines is located just 5 miles inland from Ocean City and blends wooded serenity with Coastal Charm * Fresh paint, new carpeting in bedrooms... Let's make this your home yours *

61 Abbyshire Rd, Ocean Pines

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901
$325,000
4 Beds ⋅ 3 Baths
BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel like you're in the mountains in this Extra Large Home on an Extra Large lot that backs to Parkland! The second level contains the main living areas, including a tiled backsplash kitchen, a living room with two story ceilings, balcony access, and rustic wooden walls. A large 16x12 Bedroom and 11x8 Bath complete the main floor. Enter the carpeted stairway to a loft area, two additional bedrooms and a full bath on the upper level, overlooking the living room. Accommodate the in-laws / grandparents / large families in the Lower Level living quarters with an additional bedroom, bath, laundry room, kitchen and living area. A one car garage will store all of your beach gear, toys, and tools! Easy access from the South entrance to Ocean Pines. Enjoy top-notch amenities and a short drive to the beaches of Ocean City and Assateague National Seashore. Sold in As-Is condition.

850 Ocean Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$809,900
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: 4102083500
$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: 4107491818
$2,100,000
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
$2,295,000
4 Beds ⋅ 4 Baths
The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views in the Tern’s Landing neighborhood. The 3 level Mediterranean masterpiece has been tastefully curated blending elevated style, design, and architecture. Privately nestled at the end of a cul-de-sac, this 4-bedroom home promotes an indoor-outdoor lifestyle with balconies and decks on every level to admire the panoramic views of Ocean City. Posh customizations including Walker Zanger tiles, Emtek doorknobs, Ralph Lauren pure wool carpet, Kohler faucets, Subzero and Bosch appliances to name a few. Featuring an expansive primary suite with secluded balcony and telescope lookout. Maintenance free exterior with Techo-Bloc pavers and 200 feet of vinyl bulkhead with dock and boat lift. This home radiates coastal luxury and sophistication. Exterior stucco and HVAC systems updated in 2025. Call today for more information!

36 Leigh Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$120,000
Beautiful, wooded lot with all the peace and tranquility that Whitetail Sanctuary provides. Almost 2500 sq ft of buildable area with plenty of green space surrounding the building envelope for privacy. Close to all the amenities Ocean Pines offers, including marinas, golf club, pools, Yacht Club, and Ocean Club facilities. Build that dream home you always wanted nestled in the woods and watch the wildlife out your windows or from your outdoor oasis.

226 Charleston Rd, Ocean Pines

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767