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$2,790,000
5 Beds 6 Baths MDWO2038200 MLS Wood Duck Ii BLDG.
Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

23 Mallard Dr E, Ocean Pines

$375,000
3 Beds 2 Baths MDWO2039542 MLS
Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or unwind in the fenced backyard featuring a fire pit and seating area, perfect for entertaining or quiet evenings at home. Inside, this gently used second home has been meticulously cared for. The flexible floor plan includes a main-level bedroom and full bathroom, making it ideal for guests or first-floor living. The combined living and dining area is anchored by a cozy wood-burning fireplace, while engineered hardwood flooring runs throughout the home with beautifully stained oak stairs adding warmth and character. The kitchen offers abundant Thomasville cabinetry, generous storage, and a practical layout designed for everyday living. Just off the Kitchen area, you will find the spacious four-season room provides endless possibilities as a home office, TV room, reading nook, hobby space, or additional gathering area. Additional features include: • HVAC replaced in 2020 • Nest smart thermostat • Main-level laundry • One-car garage with built-in storage and dehumidifier • Crawlspace dehumidifier • Updated shower fixtures • Freshly painted upstairs bathroom with a modern LED vanity mirror featuring adjustable brightness and color temperature Whether you're looking for a full-time residence, weekend getaway, or beach retreat, this home offers comfort, thoughtful updates, and the Ocean Pines lifestyle just minutes from Ocean City beaches, dining, golf, marinas, and shopping. Sellers are offering a ***$5,000*** credit towards the roof.

10 Gloucester Rd, Ocean Pines

$319,900
3 Beds 2 Baths MDWO2039560 MLS
Discover the perfect blend of comfort and coastal living at 67 Seafarer Lane in the desirable Ocean Pines community! This well-maintained 3-bedroom, 1.5-bath home offers 1,584 square feet of inviting living space nestled on a spacious wooded lot, providing both privacy and a peaceful setting. A large front sunroom welcomes you home and offers the perfect spot to enjoy your morning coffee, read a good book, or relax with friends throughout much of the year. Inside, you'll find a bright and comfortable floor plan with generous living areas, abundant natural light, and an eat-in kitchen that's ideal for everyday living. The main level also includes two spacious bedrooms with a conveniently located full bathroom. A craftsman staircase leads to a second-level loft that includes a third large bedroom, storage closet, and a half bath, making the home well suited for full-time living, weekend escapes, or an investment opportunity. Step outside to enjoy the large yard with endless possibilities for outdoor entertaining, gardening, or simply enjoying the peaceful surroundings. With ample parking and a location on a quiet street, you'll appreciate the balance of tranquility and convenience. Ocean Pines offers a variety of recreational amenities available to residents, including parks, playgrounds, walking and biking trails, marinas, golf, indoor and outdoor pools, tennis and pickleball courts, a yacht club, beach club, and year-round community events. Conveniently located just minutes from Ocean City, Assateague Island, and the charming shops and restaurants of historic Berlin, this home puts the best of Maryland's Eastern Shore within easy reach. Whether you're searching for a primary residence, a vacation retreat, or an investment opportunity, this home offers exceptional value in one of the area's most desirable coastal communities.

67 Seafarer Ln, Ocean Pines

$950,000
4 Beds 3 Baths MDWO2039536 MLS Osprey Point BLDG.
Let the fireworks begin! Welcome to one of Ocean Pines' most spectacular waterfront offerings—a luxurious 4-bedroom, 3-bath direct bayfront townhome nestled within the prestigious gated community of Osprey Point. Perfectly positioned to capture sweeping panoramic bay views, breathtaking sunsets, and the glittering skyline of Ocean City, this exceptional residence offers a front-row seat to the area's most unforgettable waterfront scenery, including holiday fireworks reflected across the bay.From the moment you enter, you'll be captivated by soaring cathedral ceilings, walls of glass framing endless water views, and a stunning floor-to-ceiling fireplace that anchors the light-filled great room. Thoughtfully designed for effortless entertaining, the gourmet kitchen showcases beautifully crafted custom cabinetry, gleaming granite countertops, stainless steel appliances, a spacious breakfast bar, and a butler's pantry for additional storage and preparation space. Adding a distinctive touch of elegance, the dining room features a one-of-a-kind hand-painted artist mural that creates an unforgettable setting for gatherings with family and friends. Outdoor living is simply extraordinary, with three private bayfront balconies inviting you to savor morning coffee, coastal breezes, spectacular sunsets, and evening lights dancing across the water. A retractable awning extends the comfort of the main living balcony, creating the perfect space for waterfront dining and entertaining.The upper-level primary suite is a private sanctuary overlooking the bay, complete with its own waterfront balcony where each evening ends with magnificent sunset views. Spacious guest accommodations ensure family and friends enjoy the same luxurious coastal experience. For boating enthusiasts, the included private deeded Boat Slip #23 with lift is just steps from your door, providing immediate access to the open waters of the bay and beyond. The oversized garage offers exceptional storage for vehicles, paddleboards, fishing gear, bicycles, and all of your coastal lifestyle essentials. Just a short stroll away, the Ocean Pines Yacht Club offers waterfront dining, entertainment, marina amenities, and one of the area's premier social settings. Whether spending the day on the water, relaxing on your balcony, or enjoying nearby Ocean City beaches and attractions, every day feels like a vacation.Offered fully furnished and beautifully appointed, this extraordinary waterfront residence is completely move-in ready. Rarely does a home combine luxury, boating, breathtaking views, and an unmatched coastal lifestyle so effortlessly. This is more than a home—it's a destination where every day begins and ends with the beauty of the bay.

20 Fishing Creek Ln Unit #20, Ocean Pines

$359,900
3 Beds 2 Baths MDWO2039324 MLS
Adorable and affordable! Built by American Homes, this charming, well-maintained 3-bedroom, 2-bath rancher is ideally located near the Swim & Racquet Club pool and White Horse Park. The bright, open floor plan features cathedral ceilings, a combined Living, kitchen and dining area, and a separate laundry room off the kitchen. Relax on the inviting front porch or enjoy the spacious rear deck. Recent updates include fresh paint, roof replacement with warranty (2019) , newer HVAC, newer washer and dryer, and refrigerator, new microwave stove and dishwasher. Newly LVP flooring in the living room, dining room, and kitchen, new carpet in bedrooms. New bathroom flooring and raised toilets. Encapsulated crawlspace. Enjoy this low-maintenance home near the White Horse park, pool and recreation center.

304 Ocean Parkway, Ocean Pines

$350,000
3 Beds 2 Baths MDWO2038426 MLS
Welcome to 25 Seabreeze Road, an inviting three-bedroom, two bath home nestled in the amenity-rich community of Ocean Pines, where comfortable coastal living meets an exceptional lifestyle. With its Eichler-inspired mid-century modern influence, soaring wood-beamed cathedral ceilings, beautiful hardwood flooring, walls of glass, and a cozy wood-burning fireplace, this home offers architectural character, warmth, and everyday comfort. The spacious kitchen is thoughtfully designed with stainless steel appliances, including a new dishwasher, a double sink with a window view, and excellent storage. Just beyond the kitchen, you'll find a generous walk-in pantry complete with a standalone freezer, providing abundant space for everyday living and entertaining. Adjacent to the kitchen is a bright flex space enclosed by a wall of glass, ideal as a home office, reading nook, hobby room, or additional sitting area. The primary suite offers a private bath, while two additional bedrooms provide comfortable accommodations for family and guests. Outdoor living is equally enjoyable with multiple decks perfect for relaxing, dining, or entertaining. A detached one-car garage and an exterior storage room offer additional convenience and functionality. Living in Ocean Pines means enjoying one of the Eastern Shore's most desirable communities. Residents have access to an impressive array of amenities, including five swimming pools (indoor and outdoor), the Robert Trent Jones Sr.-designed Ocean Pines Golf Club, a full-service yacht club and marina, waterfront parks, tennis and pickleball courts, playgrounds, walking and biking trails, a community center, farmers markets, and year-round activities and events. The Beach Club in nearby Ocean City provides oceanfront dining and exclusive beach access, making every day feel like a vacation. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity, 25 Seabreeze Road offers the perfect blend of comfort, convenience, and the unmatched lifestyle that Ocean Pines is known for.

25 Seabreeze Rd, Ocean Pines

$415,000
4 Beds 2 Baths MDWO2039430 MLS
Welcome to 15 Raft! This sweet, fully updated home is tucked away on a charming cul-de-sac in the highly desirable Ocean Pines. Boasting incredible updates inside and out, features include brand-new vinyl siding on the home and shed, an updated front porch, and a refreshed back deck. Inside, you'll find fresh paint, new carpet, and beautiful new ceramic tiling in the kitchen and bathroom. The sparkling kitchen features gorgeous granite countertops and brand-new stainless steel appliances. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Don't miss this coastal gem—schedule your tour today! Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, pickleball and tennis courts, marina, yacht club, a community garden, and a vibrant community center. This home is a beautiful choice for a vacation getaway, investment property, or a primaryresidence. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants just a few minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Bethany Beach, Lewes, Rehoboth Beach, and Fenwick Island all within a 20-50 minute drive.

15 Raft Rd, Ocean Pines

$325,000
3 Beds 2 Baths MDWO2039428 MLS
Calling all investors! This 3-bedroom 2 bath Rancher with a one car garage and three season room is in need of some cosmetic updating but has excellent potential and is priced to sell! The Ocean Pines Community is located just minutes from Ocean City, Maryland and the BEACH! Ocean Pines Beach Club is right in the town of Ocean City direct Ocean front on 49th St. So, pack your beach bags, and spend the day at the beach... Beach Club offers community parking, outdoor pool, volleyball even a restaurant and bar.... AT THE BEACH! What more could you ask for? The Community is Packed with amenities... features indoor and outdoor community pools, Community Center, Recreation and Parks. Ocean Pines Yacht Club, and Golf Course. The Ocean Pines Community has a community Police Department, and Fire Department within the Community. Ocean Pines Public Library, and Ocean Pines Post Office. Grocery Store and The Manklin Creek Shopping Center within the community.

2 Heron Isle Ct, Ocean Pines

$559,900
3 Beds 3 Baths MDWO2039446 MLS Marina Village BLDG.
You will love the magnificent views from this charming coastal style 3 Bedroom, 2.5 Bath townhome within walking distance to the Yacht Club Dining and Pool Bar, Pines Point Marina and the Pines Point Provisions just steps away with sunsets, dining as well, or Mumfords Landing pool. It's a lifestyle!! Enjoy panoramic views of the extra wide protected Lagoon surrounding the Yacht Club and Marina areas. The Ceramic Tiled Kitchen includes a Breakfast Area, Pantry, new GE Profile microwave, new Bosch dishwasher, new LG refrigerator, new Frigidaire induction range, new Quartz counters, and leads to a semi-formal Dining Room, Living Room with gas fireplace, and sliding glass doors to the large rear deck! Upstairs you will find 2 spacious guest bedrooms, Laundry Room, 2 private balconies, including one in the 16x15 Primary Suite with a 12x7 walk-in closet. Relax in your 16x8 Primary Bath with soaking tub, separate shower and double vanity. The Marina Village HOA takes care of the yard and landscaping, and also paints exterior trim every 3 years! Extra bonuses include a single car garage, front porch, decorative picket fencing, and a screened porch! Pines Point Marina Boat Slip B-38 is also available for purchase. A brand new boat lift with remote and catwalk is being installed in July. Accommodates a 24' Boat.

843 Yacht Club Dr, Ocean Pines

$1,300,000
4 Beds 3 Baths MDWO2039378 MLS
Waterfront Home in Terns Landing – Ocean Pines 2nd lot in from the end of the canal wiwth Bay Views Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located in the highly sought-after Terns Landing section of Ocean Pines. Designed with an open and airy layout, this home features floor-to-ceiling windows that fill the space with natural light from nearly every angle, creating a bright and inviting atmosphere throughout. The spacious kitchen is highlighted by granite countertops, perfect for both everyday living and entertaining. Just off the main living area, step out onto the extra-large deck overlooking the canal, where you’ll enjoy peaceful water views and stunning vistas of the Isle of Wight Bay. The second-floor loft offers additional living space, ideal for a home office or lounge area, while the generously sized game room provides flexibility and could easily serve as a 5th bedroom. A convenient 2-car garage adds to the home’s functionality. Major updates include a bulkhead less than 10 years old, a brand-new roof (2026), and a new driveway (2025), offering peace of mind for years to come. Enjoy all the benefits of this amenity-rich community, ideal for year-round living or as a second home getaway. With everything Ocean Pines has to offer, this is a rare opportunity you don’t want to miss! This home was built above mean High Tide and to Florida Hurrican Code. Schedule your showing today—this one won’t last long! Property is being Sold “As Is” Seller will offer a 1 year Home Warranty

24 Stacy Ct, Ocean Pines

$369,900
2 Beds 2 Baths MDWO2039422 MLS
Enjoy easy one-level living in this charming 2-bedroom, 2-bath rancher located in the sought-after community of Ocean Pines. The functional floor plan offers comfortable living spaces, abundant natural light, and low-maintenance living—perfect as a primary residence, vacation getaway, or investment property. Large deck with storage shed attached. Ocean Pines residents enjoy an exceptional lifestyle with outstanding amenities, including indoor and outdoor swimming pools, tennis courts, scenic walking and biking paths, a dog park, community center, playgrounds, parks, and year-round activities. Conveniently located just minutes from Ocean City beaches, shopping, dining, golf, and marinas, this home offers the perfect blend of comfort, recreation, and coastal living.

170 Windjammer Rd, Ocean Pines

$599,000
4 Beds 3 Baths MDWO2039434 MLS
Quality Craftsmanship meets exceptional care in this beautifully maintained home, built by Piney Island Builders. Neatly nestled on a large private lot backing to peaceful woods in the heart of Ocean Pines, this home offers the perfect blend of comfort, privacy, and timeless appeal. Designed for easy living, the home features a spacious first-floor primary suite, providing convenience and flexibility for everyday life. Recent updates include a newer roof, composite decking, and updated kitchen appliances, allowing you to move in with confidence. Step outside and enjoy the beautifully landscaped Backyard, where you'll find a charming treehouse and plenty of space to relax, entertain, or simply take in the serene wooded setting. Recently updated crawl space encapsulation and dehumidifier ensure peace of mind. A large garage offers ample room for vehicles, storage, and hobbies. Two more outbuildings, a large shed, and an adorable greenhouse complete the yard. This exceptional home showcases quality construction, thoughtful updates, and a peaceful setting -making it a wonderful opportunity to enjoy all that Ocean Pines has to offer

20 Frigate Run, Ocean Pines

$477,000
3 Beds 2 Baths MDWO2039318 MLS
Spacious and inviting, this one-level contemporary 3 bedroom, 2 bath home offers multiple living and sitting areas, a flexible floor plan, and abundant storage, making it ideal for everyday living and entertaining. The open floor plan features a vaulted great room with hardwood flooring, a gas fireplace, and an adjoining kitchen with vaulted ceilings, quartz countertops installed in 2024, a breakfast bar, tiled backsplash, pantry, and a new stove in 2026. Two sunrooms provide additional living space, with one offering the perfect office or hobby area. The split bedroom floor plan provides added privacy. Privately situated, the spacious primary suite features an ensuite bath with a tile shower updated in 2024, a jetted tub, a linen closet, and a walk in closet with a custom closet organizer. Step outside to a fenced backyard designed for enjoying the outdoors with a composite deck, an outdoor shower with hot and cold water, and plenty of space for entertaining or simply unwinding. Storage is exceptional with a two car garage, attic space, one large shed, and three additional sheds. Recent updates include a new roof in 2023 and a new dehumidifier for the encapsulated crawl space installed in June 2026. Additional features include a whole house water filtration system, a heated and cooled garage with its own mini split system, and a separate electrical panel for added flexibility. This well maintained home offers the perfect combination of space, comfort, storage, and thoughtful updates. Call for your personal tour!

36 Capetown Rd, Ocean Pines

$649,900
3 Beds 3 Baths MDWO2039186 MLS
Experience peaceful waterfront living with beautiful sunset views over Manklin Creek. Located in the desirable Nantucket section of Ocean Pines, this charming 3-bedroom, 2.5-bath home with a 1-car garage offers comfort, coastal charm, and natural beauty. Inside, the spacious great room features a vaulted ceiling, fireplace, and abundant natural light, creating a warm and welcoming gathering space. The kitchen is nicely appointed with luxury vinyl plank flooring, granite countertops, stainless steel appliances, and plenty of functionality for everyday living or entertaining. Step outside to enjoy the new deck, spacious backyard, and your dock/pier leading to the water, ideal for fishing, crabbing, relaxing, or simply taking in the tranquil scenery. The large screened porch is a wonderful place to unwind or entertain while enjoying the peaceful waterfront setting. Tucked away on a cul-de-sac with a paved driveway, the home offers added privacy, convenience, and curb appeal. Additional improvements include an encapsulated crawl space with French drains and a dehumidifier, offering added peace of mind. Whether you are looking for a primary residence, vacation getaway, or investment property, this waterfront retreat delivers comfort, value, and unforgettable views in one of Ocean Pines’ most serene settings.

4 Oxford Ct, Ocean Pines

$494,999
3 Beds 2 Baths MDWO2039310 MLS
Beautifully maintained and gently used as a second home, this home offers nearly 1,700 square feet of comfortable living space in the amenity-filled community of Ocean Pines. Built in 2013 and situated on a generously sized 10,923-square-foot lot, the property enjoys a private wooded backyard setting. The open floor plan features cathedral ceilings, laminate flooring and spacious kitchen with solid surface countertops, stainless steel appliances, a breakfast bar, and abundant cabinet space. The large primary suite includes a private bath with double vanities, while the laundry room is conveniently located just off the attached two-car garage. Hot water heater was replaced in 2022. Enjoy outdoor living from the screened porch and adjoining deck. Additional features include a fully encapsulated crawlspace, low-maintenance exterior, and move-in-ready condition. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're looking for a primary residence or vacation getaway, this well-cared-for home is ready for its next owner.

42 Harpoon Rd, Ocean Pines

$425,000
3 Beds 3 Baths MDWO2039296 MLS
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

$550,000
3 Beds 3 Baths MDWO2039272 MLS Marina Village BLDG.
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

$499,900
3 Beds 2 Baths MDWO2039274 MLS
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

$424,900
3 Beds 2 Baths MDWO2039132 MLS
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

$995,000
4 Beds 3 Baths MDWO2039060 MLS
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

$399,999
3 Beds 2 Baths MDWO2039114 MLS
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

$434,900
4 Beds 2 Baths MDWO2039104 MLS
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

$374,900
3 Beds 2 Baths MDWO2039048 MLS
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

$609,990
3 Beds 2 Baths MDWO2039044 MLS
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

$674,999
5 Beds 3 Baths MDWO2039028 MLS
Welcome to 31 Preakness Drive in Ocean Pines' newest neighborhood! This newly constructed 5 bedroom, 3 full bath home is move-in ready and offers over 2,440+ square feet of thoughtfully designed living space and an oversized 2-car garage. The open concept floor plan features luxury vinyl plank flooring, abundant natural light and a beautifully appointed kitchen with stainless steel appliances, custom cabinetry, tile backsplash and a large center island. The spacious primary suite offers a spa-inspired bath with a freestanding soaking tub, custom-tiled shower, dual vanities, and generous closet space. Two additional bedrooms and a full bath are located on the main level, while the lower level includes two bedrooms, a full bath and a large family room. Enjoy the elevated rear deck overlooking a peaceful natural setting. Conveniently located with easy access to Route 50 and just minutes from Ocean Pines amenities, golf, marinas, shopping, dining, historic downtown Berlin and the beaches of Ocean City, providing the perfect blend of coastal living and everyday convenience.

31 Preakness Dr, Ocean Pines

$394,000
3 Beds 2 Baths MDWO2038920 MLS
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

$340,000
3 Beds 2 Baths MDWO2038976 MLS
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

$469,000
3 Beds 3 Baths MDWO2038858 MLS
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

$349,900
3 Beds 2 Baths MDWO2038790 MLS
Welcome to your private retreat in the heart of Ocean Pines! Set on a serene, maturely wooded, this beautifully maintained 3-bedroom, 2-full-bath home offers the perfect blend of comfort, privacy, and convenience. The standout feature is the expansive screened porch, where you can enjoy morning coffee, evening breezes, and peaceful wooded views in every season. Inside, the bright, open-concept living and kitchen area is designed for both everyday living and entertaining. A cozy wood-burning fireplace creates a warm focal point for relaxing after a day at the beach or on the golf course. The thoughtfully designed layout feels spacious and functional throughout. Sliders open to a rear deck and a large yard complete with a freestanding storage shed, providing plenty of room for outdoor living and all your beach gear. Recent upgrades include a newer roof, 4 years old, and HVAC system, offering added peace of mind. Located just minutes from Ocean Pines' exceptional amenities, including championship golf, marinas, yacht club, pools, parks, walking trails, and racquet sports facilities, this home also offers easy access to Ocean City's beaches, boardwalk, dining, and entertainment. Whether you're seeking a year-round residence, vacation getaway, or investment opportunity, this coastal gem is ready to welcome you home.

126 Camelot Cir, Ocean Pines

$399,000
3 Beds 2 Baths MDWO2038714 MLS
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