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luxury houses with pool for sale Ocean Pines, United States

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30

House with pool Ocean Pines (United States)

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

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$2,249,000
483
8bedrooms
8bathrooms

By Annonceur International

30

House with pool Ocean Pines (United States)

The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views in the Tern's Landing neighborhood. The 3 level Mediterranean masterpiece has been tastefully curated blending elevated style, design, and architecture. Privately nestled at the end of a cul-de-sac, this 4-bedroom home promotes an indoor-outdoor lifestyle with balconies and decks on every level to admire the panoramic views of Ocean City. Posh customizations including Walker Zanger tiles, Emtek doorknobs, Ralph Lauren pure wool carpet, Kohler faucets, Subzero and Bosch appliances to name a few. Featuring an expansive primary suite with secluded balcony and telescope lookout. Maintenance free exterior with Techo-Bloc pavers and 200 feet of vinyl bulkhead with dock and boat lift. This home radiates coastal luxury and sophistication. Call today for more information!

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$2,295,000
409
4bedrooms
3bathrooms

By Annonceur International

50

House with pool Ocean Pines (United States)

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!

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$399,000
3bedrooms
2bathrooms

By Atlantic Shores Sotheby's International Realty

43

House with pool Ocean Pines (United States)

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.

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$1,099,999
4bedrooms
4bathrooms

By Atlantic Shores Sotheby's International Realty

5 listings near Ocean Pines

Nearby
46

House with pool Selbyville (United States)

Located in the award-winning Bayside community, this beautifully maintained end-unit coastal townhome offers a thoughtful layout, generous living space, and comes fully furnished for immediate enjoyment. Featuring three bedrooms, two-and-a-half baths, and a highly desirable first-floor primary suite, this home blends comfort, functionality, and coastal style. The main level welcomes you with a formal dining room, ideal for hosting and gatherings, while the open kitchen with center island anchors the living space for effortless entertaining and everyday living. A dedicated laundry room with sink adds a level of convenience rarely found in townhome living. The first-floor primary suite serves as a private retreat with an en-suite bath and spacious walk-in closet. Upstairs, a large loft-style living area offers flexible space for a family room, office, or guest lounge, along with two additional bedrooms and a full bath, providing excellent separation and privacy for family and visitors. Outdoor living is equally inviting with a large private patio, perfect for dining al fresco, entertaining, or unwinding after a day at the beach. Bayside is known for its true Americana-style coastal lifestyle, offering an unmatched collection of amenities including multiple outdoor pools, an indoor pool, fitness centers, walking and biking trails, playgrounds, dog parks, and community events throughout the year. Golf enthusiasts will appreciate the Jack Nicklaus Signature Golf Course, while dining options include on-site restaurants and waterfront venues overlooking the bay and Ocean City skyline. One of Bayside’s most celebrated features is the Freeman Arts Pavilion, bringing nationally recognized artists, concerts, and performances right to your neighborhood. Residents also enjoy kayaking, paddleboarding, private beach access at The Point, and the convenience of community shuttle service connecting amenities and beach access during the season. Conveniently located off Route 54 and just minutes from the Delaware and Maryland beaches, Bayside offers a rare combination of resort amenities, coastal charm, and an active year-round lifestyle. This is an exceptional opportunity to experience Bayside living at its finest.

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$599,000
3bedrooms
3bathrooms

By Atlantic Shores Sotheby's International Realty

Nearby
28

House with pool Millsboro (United States)

Fully furnished - Turnkey. Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware's premier private gated country club community, where luxury living meets a resort-style lifestyle. 800 acres located on the Indian River Bay with private sandy beaches. Ideally positioned just steps from the Clubhouse, this home provides effortless access to world-class amenities, dining, and social activities, making it equally well-suited for full-time living or a coastal retreat. The thoughtfully designed floor plan feels bright, open, and inviting, enhanced by 9-foot ceilings throughout. The main living areas feature engineered hardwood flooring for a cohesive and modern look, while the bedrooms are comfortably carpeted, and the kitchen, foyer, laundry room, and baths are finished with durable ceramic tile. The well-appointed kitchen is designed with both functionality and style in mind and will delight those who enjoy cooking. It features black appliances with electric cooking, microwave, ample counter space, and a smart layout that simplifies meal preparation and cleanup. Dishwasher and refrigerator with icemaker are included. A convenient breakfast bar is perfect for casual dining or entertaining, while the adjacent dining area offers space for more formal meals. The open concept living and dining areas are anchored by a gas fireplace. It is flanked by beautiful Maple built-in bookcases and storage cabinets creating an ideal setting for gatherings or quiet evenings at home. From the living room, step outside onto your private screened balcony. The primary bedroom space for a sitting area or desk. There are two closets, including one walk-in. The ensuite bath includes a double-sink vanity, a soaking tub, separate shower, and toilet—designed to provide comfort, privacy, and convenience. The guest bedroom offers access to a private bath, a walk-in closet, and a ceiling fan. A separate laundry room includes a washer and dryer. The adjacent utility closet houses the hot water heater and HVAC system. An additional highlight is a new 2018 HVAC heat pump, adding peace of mind and energy efficiency. Enjoy the convenience of the large storage room in the main level parking garage and your assigned parking space. There is plenty of open parking in the Windswept neighborhood's parking lots. The HOA and condominium fees cover an impressive array of services, including Verizon FIOS Internet and TV, common area, road maintenance, trash collection, 24/7 security, and contributions to long-term reserves for future capital improvements. Residents of The Peninsula enjoy access to an unparalleled lifestyle, with club membership required and membership levels available to suit the buyer's preferences. From championship golf and indoor and outdoor pools to fitness facilities, dining, and a vibrant social calendar, The Peninsula offers an exceptional coastal living experience. Please inquire for additional details regarding club membership and community amenities.

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$315,000
2bedrooms
2bathrooms

By Monument Sotheby's International Realty

Nearby
34

House with pool Millsboro (United States)

Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware's premier private gated country club community, where luxury living meets a resort-style lifestyle. 800 acres located on the Indian River Bay with private sandy beaches This fully furnished and generously sized three-bedroom residence offers an exceptional setting overlooking the first fairway of the renowned Jack Nicklaus Signature Golf Course. Located on the desirable top floor in this elevator building. Enjoy captivating sunrise views that set the tone for peaceful mornings and relaxing days. Ideally positioned just steps from the Clubhouse, this home provides effortless access to world-class amenities, dining, and social activities, making it equally well suited for full-time living or a coastal retreat. The thoughtfully designed floor plan feels bright, open, and inviting, enhanced by 9-foot ceilings throughout and a desirable southeastern exposure that fills the home with natural light. The main living areas feature engineered hardwood flooring for a cohesive and modern look, while the bedrooms are comfortably carpeted and the kitchen, foyer, laundry room and baths are finished with durable ceramic tile. The well-appointed kitchen is designed with both functionality and style in mind and will delight those who enjoy cooking. It features stainless steel appliances with gas five-burner stove, microwave, ample counter space, and a smart layout that simplifies meal preparation and cleanup. Dishwasher and refrigerator with icemaker are included. A convenient breakfast bar is perfect for casual dining or entertaining, while the adjacent dining area offers space for more formal meals. The dining area features wall sconce lights and chair rail molding. The open concept living and dining areas are anchored by a gas fireplace. It is flanked by two beautiful built-in bookcases and storage cabinets creating an ideal setting for gatherings or quiet evenings at home. Recessed lights and surround sound system complete the screening mode. Off the living room is a large sunroom and off the third bedroom is a screened porch with sweeping pond and golf course views with refreshing bay breezes. The primary bedroom also enjoys stunning views and features, and space for a sitting area or desk. There is a huge walk-in closet. The ensuite bath includes a double-sink granite-top vanity, a jetted tub, and a separate tiled walk-in shower —designed to provide comfort, privacy, and convenience. One of the guest bedrooms offers access to a private bath. A separate laundry room includes a washer and dryer. The adjacent utility closet hides the hot water heater and HVAC. Enjoy the convenience of the large storage room in the main-level parking garage and your assigned parking space. There is plenty of open parking in the parking lots in the Windswept neighborhood. The HOA and condominium fees cover an impressive array of services, including Verizon FIOS Internet and TV, common area, road maintenance, trash collection, 24/7 security, and contributions to long-term reserves for future capital improvements. Residents of The Peninsula enjoy access to an unparalleled lifestyle, with club membership required and membership levels available to suit the buyer's preferences. From championship golf and indoor and outdoor pools to fitness facilities, dining, and a vibrant social calendar, The Peninsula offers an exceptional coastal living experience. Please inquire for additional details regarding club membership and community amenities.

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$412,500
3bedrooms
2bathrooms

By Monument Sotheby's International Realty

Nearby
30

House with pool Millsboro (United States)

If you’ve been searching for that contemporary, coastal, custom home that can easily host a multi-generational family reunion and yet can easily be enjoyed as a cozy and intimate retreat, perfect for a couple’s relaxed life-style, welcome home. Ideally sited on a coveted premium lot with expansive water views of protected wetlands and the Peninsula’s championship golf course, this sensitively designed home marries distinctive architectural features with nature’s beauty, offering a front row seat for close-ups of Delaware’s native wildlife. The professionally landscaped front yard cottage garden greets you upon arrival. It’s anchored by two River Birch trees and alive with colorful native perennial and pollinator plants, stone accents and low voltage lighting to create night-time drama. Once inside the spacious foyer, includes many custom architectural details, like board and batten wainscoting, shiplap accents, coffered and tray ceiling designs, crown moldings, and wide-plank, hand-scraped hickory hardwood flooring. Window treatments include remote-controlled, hard-wired, pirouette electronic shades and contemporary 2 ½” blade shutters. Designer light fixtures enhance the home’s coastal charm. Sonos built-in ceiling speakers allow you to play whatever music your heart desires. The great room’s exceptional features include a dramatic two-story wall of windows that flood the home with natural light and a soaring two-story stacked stone gas fireplace flanked by custom built-in cabinetry accented with lighted display shelves behind glass paneled doors. The first floor boasts two primary suites. The main owner's suite, a tranquil retreat focused on the spectacular views, features a sitting area, tray ceiling, a shiplap accent wall, dual custom walk-in closets, and a large spa-inspired bath. The second owner’s suite features a wall of windows offering sweeping views of the golf course, wetlands, local wildlife and also has a walk-in closet and an ensuite bath. Centrally located as part of the great room, the kitchen is anchored by a generous quartz-surfaced island faced in shiplap, providing a natural gathering spot. GE Monogram stainless steel appliances, including a 48” side-by-side refrigerator, a six-burner gas range and a suite of professional grade appliances that complete the space. Soft-close custom 42” cabinets are topped with lighted display areas that add another unique design detail. Two pantries, one a walk-in, and a large farmhouse sink enhance the kitchen’s easy functionality. Whether you’re ready to relax on the family-sized screened-in porch with coffee or cocktails to watch the wildlife and golfers, or to entertain a boisterous crowd, the 30’ long deck adds extra space to accommodate everyone. You may decide to take advantage of the space below the deck to add an outdoor kitchen, additional seating, a garden bursting with herbs and cutting flowers, or even a private pool. The carpeted staircase leading to the second floor is lined with shiplap wainscoting to protect the wall from the possibility of visitors’ luggage scrapes. A generous loft space, central to the second floor with an extra-large walk-in storage closet, provides a welcoming area for family gathering and games. The rest of the second floor continues the home's thoughtful coastal design with four additional bedrooms, three of which have walk-in closets and enjoy ensuite baths. One of the baths is designed to serve two bedrooms and the loft. The largest bedroom also includes a sitting area and an “office” area outfitted with high-speed internet access to support remote work. The multi-zoned, fully-carpeted finished basement offers another entirely separate gathering space complete with surround sound in the TV area, a pool table area, a game and party area and plenty of additional open space for the-sky’s-the-limit family entertainment possibilities. In addition, the basement contains three large storage rooms

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$2,095,000
589
7bedrooms
7bathrooms
land 0.1ha

By Annonceur International

Nearby
30

House with pool Millsboro (United States)

Welcome to 27535 Medallion Ave. and experience elevated coastal luxury in this exceptional expanded Bethany model by Schell Brothers. Perfectly nestled within the highly sought after Lakeside community of the Peninsula on Indian River Bay, this premium golf course homesite provides a protected green park setting in front and a 180 Lakeside view behind where you can lounge, birdwatch and take in all that nature has to offer. This remarkable residence offers a rare opportunity to own within one of the community's most desirable enclaves, where no additional Lakeside lots remain. Thoughtfully designed and impeccably maintained with 3625 square feet of luxurious living space, this 4-bedroom 3.5 bath home offers timeless coastal elegance with extensive builder and custom upgrades throughout. From the moment you arrive the home greets you with a lasting impression with custom cement siding, upgraded architectural details, custom pillars, manicured landscaping and expanded garage designed for both convenience and storage. Inside, engineered hardwood floors flow seamlessly throughout the main and second floor living spaces complemented by wainscoting, custom trim, designer lighting, window treatments and upgraded finishes that create an atmosphere of understated sophistication. The expansive open concept floor plan is filled with natural light and designed for everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen showcases 42 upgraded cabinetry and premium Bosch appliances including a 5-burner gas cooktop, double wall ovens, built in microwave, and refrigerator with icemaker. Generous granite countertops provide ample prep and gathering space, ideal for hosting family and friends. The adjoining dining and living areas seamlessly connect to the outdoor living spaces framing serene lake views that serve as the perfect environment to daily living. Designed with flexibility and comfort in mind, the home features both first and second floor primary suites, making it ideal for multigenerational living or hosting guests while offering complete privacy. The main level primary suite is an elegant retreat featuring an extended 4' sitting area, elegant tray ceiling with custom trim, and a beautifully appointed spa inspired bath. The primary bath offers wide format porcelain tile flooring, a freestanding clawfoot cast-iron soaking tub, and upgraded Kohler fixtures and finishes. Upstairs, 2 additional bedrooms, a spacious loft, and second primary suite provide exceptional versatility for relaxation, recreation, and guest accommodations. Aviation ceiling fans with carefully selected upgrades further elevate, both style and functionality. Outdoor living is equally impressive highlighted by a 36'x20' paver stone patio overlooking the tranquil lake and the 11th tee of the Jack Nicklaus signature golf course, creating the perfect setting for entertainment or relaxing and simply enjoying the beauty of nature. The property has also been thoughtfully upgraded electrically to accommodate the future installation of a 16'x36' inground swimming pool and hot tub offering endless possibilities for creating a private outdoor oasis. A Generac whole house generator provides additional peace of mind and year-round comfort. Located within the gated amenity rich Peninsula community, residents enjoy access to a Jack Nicklaus signature golf course, indoor and outdoor pools(including a wave pool with a sandy beach and an adult only pool), fitness center, spa, bocce, tennis and pickleball courts, walking trails, fishing piers, private Bay beach, water sports, clubhouse, and poolside dining - a truly unmatched coastal lifestyle. Conveniently located just a short drive to historic Lewes, Rehoboth, and Delaware and Ocean City beaches. Combining the premium location, breathtaking views, classic upgrades, and rarity of Lakeside living, this home offers a unique opportunity to enjoy resort style living at its finest!

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$1,400,000
337
4bedrooms
3bathrooms

By Annonceur International

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