Refine Search
Map
Sort by
$425,000
3 Beds ⋅ 3 Baths
Enjoy 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
$550,000
3 Beds ⋅ 3 Baths
Beautiful Townhome in Prestigious Marina Village! This Lovely Unit is situated on a Wide Quiet Canal! Enjoy Sunrises or Sunsets from Your Waterfront Deck (Under the Awning if you so choose) or From the Beautiful Screened 3 Season Room. Stroll to the OP Yacht Club for Dining Al Fresco, Lounge in the Pool or Entertainment. Watch the Wildlife or Crab from Your Watefront Deck This Property boasts $165K in Renovations and Upgrades! In 2O19 New Roof, New Awning, Upgraded Primary Closet. 2O2O Renovation in Primary Bath to include; New Custom Calabria Marble Vanity Top and Backsplash, New Tiled Shower with Custom Marble Inlay, New Dual Shower Head and Built-In Niches, New Access Panel to Gorgeous Soaking Tub , Lux LVF Flooring Throughout Including Stairs, Kitchen Reno included New Granite Countertops with Extended Counter, New Cabnet Faces, Custom Built-in Over Sink, Upgraded Sprinkler Heads, Smoke Detectors and Co2 Detectors. 2O21 Top of the Line Remotely ProgramableTankless Water Heater which converted Stove to Gas, New Kitchen Appliances, 2O22 Completely New PVC Railings on All 4 Decks, In Primary New Exterior Door(to Deck) and Window 2O25 New Driveway include new Pavered Walkway, Stone Edging and River Rock Beds.

945 Yacht Club Dr, Ocean Pines

Listing courtesy of Shoreline Properties. Contact: (410) 524-6688
$499,900
3 Beds ⋅ 2 Baths
Welcome to your coastal retreat in the heart of Ocean Pines! This beautifully remodeled 3-bedroom, 2-bath A-Frame contemporary offers breathtaking golf course views with a peaceful canal backdrop, combining modern updates, exceptional outdoor living, and an unbeatable location. Whether you're searching for a primary residence, second home, or vacation getaway, this move-in ready property offers the best of Maryland's Eastern Shore lifestyle. Inside, you'll find an open floor plan filled with natural light, soaring cathedral ceilings, luxury vinyl plank flooring, and a beautifully updated gourmet kitchen featuring upgraded countertops, stainless steel appliances, and modern finishes. Thoughtfully renovated bathrooms and quality updates throughout create a home that is both stylish and functional. Step outside to enjoy extensive hardscaping, multiple outdoor entertaining areas, and a private fenced backyard overlooking the golf course—perfect for relaxing after a day at the beach, on the golf course, or out on the water. Select furnishings are negotiable, offering buyers the opportunity to purchase a truly turnkey property. Ocean Pines residents enjoy an exceptional amenity package, including indoor and outdoor pools, a championship golf course, marina, yacht club, boat ramps, parks, walking trails, playgrounds, dining, clubhouse, and year-round community events. Located just minutes from Ocean City, you'll have easy access to beautiful beaches, the famous Boardwalk, restaurants, shopping, fishing, boating, and endless entertainment. Offering an exceptional combination of location, updates, views, and lifestyle, 72 Newport Drive is a rare opportunity to own a beautifully renovated golf course home in one of the Eastern Shore's most sought-after coastal communities. Schedule your private tour today!

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$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
$424,900
3 Beds ⋅ 2 Baths
Don't let this one pass you by! This home is Nestled in a tranquil setting within the sought-after Ocean Pines community, this beautifully maintained 3-bedroom, 2-bath home offers comfortable coastal living. Just five years young, the home features an open-concept floor plan designed with an electric fireplace for easy everyday living and entertaining. Relax on the inviting front porch or enjoy the peaceful surroundings from the spacious three-season room overlooking the pond. There is an Encapsulated Crawl Space, pull down stairs for attic storage, outside shed attached to the home. Situated across the street from the water, this property provides a serene backdrop while remaining close to all the amenities Ocean Pines has to offer. A wonderful opportunity to enjoy a low-maintenance lifestyle in a picturesque location. Views of the Water, great location to access Restaurant, shopping, local attractions and so much more....

45 Watertown, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$995,000
4 Beds ⋅ 3 Baths
Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, yacht club, parks, and beach club access. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional waterfront property offers the best of coastal living.

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$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
$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. 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
$609,990
3 Beds ⋅ 2 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
$394,000
3 Beds ⋅ 2 Baths
Beautifully maintained and move-in ready home located in the amenity-filled community of Ocean Pines! Recent improvements provide peace of mind, including a new roof (April 2026), new luxury vinyl plank flooring and carpet (2025), new water heater (2025), and new dishwasher (2025). Additional features include an encapsulated crawlspace with sump pump, Andersen windows, interior repainting, and stainless steel appliances, including a refrigerator, microwave, and stove (2020). The thoughtfully designed floor plan offers vaulted ceilings, a breakfast bar, separate laundry room, coat closet, two linen closets, and a floored attic for additional storage. Enjoy outdoor living from the covered front porch or the ground-level deck, perfect for relaxing, entertaining, or enjoying the coastal lifestyle. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're searching for a primary residence, vacation getaway, or investment property, this well-cared-for home is ready for its next owner. Most furnishings are available for purchase separately for $6,000, offering an easy turnkey opportunity.

43 Briarcrest Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$340,000
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, 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
$479,000
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
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
$569,900
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
$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
$449,900
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
$979,900
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
$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
$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.

23 Harlan Trce, Ocean Pines

Listing courtesy of NBI Realty, LLC. Contact: 7032440081
$459,000
4 Beds ⋅ 3 Baths
If you are looking for space, you’ve found it in this home nestled on a serene wooded lot in Ocean Pines! This two-story home features 4 bedrooms, 3 full baths, a 2-car garage, and a versatile sunroom. The bright and airy living space boasts soaring ceilings and tons of windows that allow natural light to fill the inside. The thoughtfully designed floorplan includes a main-level primary bedroom with en-suite bath and spacious walk-in closet. Upstairs you will find three additional bedrooms each with large closets. Bonus…there is easy access to a large floored attic for extra storage. Outdoor living is just as inviting, with an enormous deck overlooking the private backyard — the perfect spot to relax or entertain after a day at the beach. The yard also features a powered storage shed for hobbies, tools, or extra workspace. Freshly painted throughout, the home is clean, bright, and move-in ready. While some TLC and updates could further enhance its value, the home is priced with that in mind. Sellers are also offering a $5,000 credit toward new appliances! Savvy investors can enjoy this property immediately and make updates over time adding tremendous value!

70 Capetown Rd, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919
$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
$349,000
3 Beds ⋅ 2 Baths
Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well back from the road and surrounded by natural beauty! Gently used as a vacation home by the owner for many years, this property has been very well maintained, with service contracts on all major systems for peace of mind. A new roof was added in 2019, newer windows providing efficiency and comfort, newer protective gutter guards, and storage is abundant with a pull-down attic with flooring. Tucked away in a tranquil wooded setting, this home offers fantastic privacy while still being close to everything the Eastern Shore has to offer. There’s ample room to build a garage or park your boat here, giving you great options to expand (see updated survey). Inside, you’ll find spacious bedrooms and a warm living area complete with a cozy fireplace—perfect for relaxing evenings or gathering with friends. The open layout creates excellent entertaining space, while the front porch, back deck and patio, and outside shower (with both hot and cold water) invite you to enjoy coastal living at its best. This home truly combines comfort, convenience, and community—ready for you to make it your own! Ocean Pines amenities are second to none, including: five pools, a racquet center with pickleball, tennis & paddle courts; several kayak launches; a yacht club with dining and a marina, and many parks right at your fingertips. Beyond the neighborhood, you’re just minutes from the historic town of Berlin, MD, and a short drive to the beaches of Ocean City and Assateague.

32 Whaler Ln, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000
$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
$475,000
5 Beds ⋅ 4 Baths
NEW PRICE! This gracious Tudor styled home is waiting for you to enjoy now at a reduced price. The open living, dining and kitchen greet you as you enter the home. 3 bedrooms, including the Primary one, are on the first level along with 2 full baths. Wonderful Sunroom off the dining room plus a screened porch overlooking the private rear yard. Large rear deck for more outside enjoyment. Large 2 car garage has some extra space of tools and storage. Second floor has an open loft with lots of shelves for books or collectables. One more bedroom is the next room and has a full bath plus skylights and a nice size closet. Private office is the next room with separate rear access to the rear stairs. It has a skylight and a small closet and could be another bedroom. Roof is only 2 or 3 years old. Almost all of the furniture in the home will remain. Vacant and easy to see.

127 Nottingham Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$377,000
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