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luxury houses with pool for sale Orleans, United States

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50

Property with pool and garden Orleans (United States)

Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Road is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..

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$3,000,000
5bedrooms
4bathrooms
land 0.9ha

By Gibson Sotheby's International Realty

30

House with pool Orleans (United States)

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

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$7,995,000
685m²
5bedrooms
7bathrooms
land 1ha

By Annonceur International

48

House with pool and garden Orleans (United States)

Nestled on a spectacular 1.63-acre waterfront lot overlooking the serene waters of Rachel Cove, this exceptional property offers a rare combination of privacy, natural beauty, & extraordinary expansion potential. The beautifully sunlit custom home is situated in one of Orleans' most sought-after areas & is complemented by previously approved plans for a pool & guest house, which have since expired but may be resubmitted subject to current approvals & building requirements. Adding to its remarkable appeal, the sale includes an adjoining 1.78-acre waterfront parcel featuring approximately 335 ft of water frontage, creating a breathtaking estate setting with endless possibilities. Expand the existing residence to add additional bedrooms & living space, create a luxurious outdoor entertainment oasis w/ an expansive pool & patio area, & construct a substantial guest house to accommodate family & friends. Kayak directly from your property through Rachel's Cove to Nauset Harbor & the Outer Beach, dig a bucket of clams or simply relax & enjoy your own waterfront paradise. . The property's natural landscape presents an exciting opportunity to collaborate with Conservation on the removal of invasive species, potentiallyopening up even more magnificent views across Rachel's Cove. With nearly 3.4 acres of combined waterfront land, this is a rare and truly unique opportunity.

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$3,395,000
4bedrooms
3bathrooms
land 1.4ha

By Gibson Sotheby's International Realty

49

House with pool and garden Orleans (United States)

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and large deck for gatherings or peaceful enjoyment. A must see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

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$4,295,000
5bedrooms
6bathrooms
land 0.5ha

By Gibson Sotheby's International Realty

10 listings near Orléans

Nearby
32

House with pool and terrace Chatham (United States)

Exceptional new construction in coveted North Chatham, where timeless Cape Cod architecture meets sophisticated modern design. Offering more than 4,400 square feet of finished living space, this impeccably crafted residence features a first-floor primary suite with spa-inspired bath, private office, elegant dining room, and a stunning gourmet kitchen with Wolf and Sub-Zero appliances opening to beautifully appointed living spaces. The second floor offers two spacious bedrooms, two full baths, and a versatile bonus room. A finished lower level with exceptional ceiling height provides approximately 1,100 square feet of additional living space, ideal for a media or game room, gym, and recreation area with full bath and direct access to the pool and spa via a handsome stone staircase. Custom finishes, refined craftsmanship, a white stone driveway edged with cobblestone, and beautifully landscaped grounds create a sophisticated Cape Cod arrival. Just minutes from North Chatham beaches and harbor, Chatham Village, renowned shops, restaurants, and the best of coastal living.

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$3,995,000
3bedrooms
5bathrooms
land 0.2ha

By Gibson Sotheby's International Realty

Nearby
41

House with pool Wellfleet (United States)

Backing directly to the Cape Cod Rail Trail and the National Seashore, this custom 3 BR, 3.5 BA cape ranch offers 3,638 SF of finished living space, and on a quiet day the sound of the surf reaches the yard. Marconi Beach is about a mile away, no Route 6 required. This is a seriously well-built home, crafted with some of the finest materials and finishes available and laid out for the way people actually gather. A cathedral-ceilinged kitchen and dining area anchors the main level, with Medallion cabinetry, Silestone counters, a custom tile backsplash, premium appliances, and an oversized island, opening seamlessly to the outdoor living areas. All three bedrooms are en-suite, with the primary on the main floor. The lower level soars with 10 foot ceilings, a professional-grade bar (custom lighting, under-counter wine cooler, sink, bespoke built-ins), a family room with wood burning stove, and a private en-suite bedroom with its own entry. Outside, the private rear yard is a true retreat: heated saltwater pool, expansive hardscaping, outdoor shower, firepit, and gas grill. The landscaping is professionally designed, irrigated, and further elevated by the current owners. The systems tell a story of eco-minded self-sufficiency. Seller-owned solar panels keep energy costs and the home's footprint low, and a Level 2 EV-ready outlet in the 2-car garage awaits the charger of your choice. When the unexpected New England nor'easter rolls through, the 20KW Generac whole-house generator on a 1,000 gallon underground propane tank keeps every light on, and with the wood stove glowing, this home carries on comfortably when the grid cannot. Three-zone heat and central air round it out. Recently installed is an Advanced Whole-House Water Treatment System which includes sediment, reverse osmosis, and UV purification. The owners have documented every system, feature, and improvement in a handbook containing everything a new owner needs to move in with confidence from day one. It is a rare gift, and it tells you everything you need to know about how well cared for the home you are buying truly is.

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$2,195,000
3bedrooms
4bathrooms
land 0.2ha

By Gibson Sotheby's International Realty

Nearby
10

House with pool and garden Chatham (United States)

Shore Road is more than an address. It's a feeling. The moment you turn onto it, the mood quietly shifts. Clipped hedges, impossibly pretty gardens, sparkling water views, and the grand Chatham Bars Inn create a storybook setting. Offered for the first time in almost four decades, Offshore encompasses more than an acre on Shore Road-an exceptional combination of land, privacy, and possibility. Beyond the home's welcoming presence, a surprisingly private landscape unfolds, where mature plantings, a sweeping lawn, a carriage-style garage, and a swimming pool create an extraordinary retreat. Inside, the home was designed for gracious living, with spacious rooms and classic details, equally suited to entertaining or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs, charming windows frame picture-perfect coastal scenes. Whether enjoyed as it is today or reimagined, this is a rare opportunity to begin its next chapter. This special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.

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$9,995,000
286m²
3bedrooms
3bathrooms

By Annonceur International

Nearby
50

House with pool Harwich (United States)

Your Turnkey Cape Cod Oasis and Income Generator has Arrived. Why wait for a ''dream home'' to be built when you can walk into one today? Set on a private acre, this isn't just a house--it's a high-end lifestyle package. Whether you're looking for a serene primary residence or a powerhouse investment, this 4 bedroom, 4.5 bath, new construction masterpiece comes fully furnished and ready to perform from Day One. Double the Luxury: This layout features two massive primary ensuites, each boasting spacious walk-in closets--perfect for multi-generational living or high-end rental appeal. Elevate your culinary game with a professional-grade Thermador range and oven, the centerpiece of a sun-drenched, open-concept heart of the home. Skip the furniture lead times; every inch of this home has been styled for comfort and coastal elegance. A shimmering pool is included, transforming your oversized lot into a private summer resort. With a rental permit in place, you can tap into the Cape's lucrative short-term rental market immediately. Tucked away in a tranquil, peaceful setting, you are just minutes from easy access to the walking trails of Thompsons Field and Cape Cod Rail Trail.

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$2,075,000
4bedrooms
5bathrooms
land 0.4ha

By Gibson Sotheby's International Realty

Nearby
30

Seaside house with pool and garden Harwich (United States)

A distinctive Cape Cod residence awaits in Harwich, less than two miles from the beach. Offering approximately 3,100 square feet of beautifully finished living space, this impressive home delivers exceptional accommodations across multiple levels. The main living area spans approximately 1,600 square feet with three bedrooms, refinished hardwood floors and a beautifully renovated kitchen highlighted by soaring vaulted ceilings, two-tone cabinetry, stone countertops, an oversized center island and newer appliances. Beautifully finished baths elevate the interior, including a spa-inspired primary retreat with stone surfaces, an expansive double vanity and an oversized glass-enclosed shower. An approximately 700-square foot finished lower level adds another bedroom and generous living space. Connected through the garage, an approximately 800 square foot additional living area offers two bedrooms and separate accommodations, creating wonderful flexibility for extended family or guests. Newer windows and skylights, siding, updated plumbing and electrical, and newer HVAC systems add to the extensive improvements. Outdoors, an expansive deck, private outdoor shower and generous yard create a wonderful Cape setting, all just minutes from the beach.

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$1,374,000
288m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
40
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House with pool and garden Dennis (United States)

From the road, you would never know what is waiting out back. Tucked privately toward the rear of the lot is the kind of backyard where Cape Cod summer memories are made: a large in-ground pool, hydrangeas in bloom, plenty of lawn, and just enough of a basketball court for spirited games between swims. This is the house that becomes the gathering place—the one where everyone arrives with towels over their shoulders, the grill is going, music drifts across the yard and children and grandchildren beg for just one more swim before dinner. There is room for a crowd, yet the setting feels wonderfully sheltered and private. Loved by one family for many years, this sunny East Dennis ranch was designed for exactly that kind of life. With 1,919 square feet of interior living space, plus a 352-square-foot screened porch/sunroom, its unusual floor plan provides room to be together without requiring everyone to be in the same place. The fireplaced family room opens to the porch and backyard, creating a natural path between the house and the pool. The cheerful eat-in kitchen includes a sunny breakfast nook overlooking the yard, along with a pantry and conveniently placed laundry that make one-floor living remarkably easy. A traditional living room and formal dining room offer additional places for conversation, holidays, puzzles, card games or a quiet moment away from the activity. There are two comfortable guest bedrooms, two full baths and an exceptionally spacious primary bedroom addition positioned to look out across the lawn, gardens and pool—a peaceful retreat at the end of a full summer day. The interior is timeless, bright and welcoming. Portions of the exterior are ready for refreshing, but the bones are here, the setting is special and the possibilities are easy to see. More importantly, this is a home that already understands how people want to live: together when they choose, apart when they need, and outside as much as Cape Cod weather will allow. Homes seldom change hands in this coveted neighborhood, where pride of ownership is evident everywhere you look. Set between the beaches of Cape Cod Bay and Sesuit Harbor, it is close to Route 6A, neighborhood coffee shops and dining, and an easy walk for ice cream. Boating, water sports, lobster-roll cruises and the beloved Sesuit Harbor Café are only minutes away. One family has filled this home and backyard with years of pool parties, cookouts, celebrations and ordinary days that became treasured memories. Now it is ready for its next family to join this spectacular East Dennis neighborhood—and become the house where everyone gathers once again.

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$1,099,000
3bedrooms
2bathrooms
land 0.2ha

By Gibson Sotheby's International Realty

Nearby
8

Seaside house with pool and garden Dennis Port (United States)

A strategic coastal acquisition opportunity for developers, hospitality groups and commercial investors in Dennis Port's established resort district. Situated across the street from the beach, this nearly one-acre property combines significant site area, approximately 50 existing parking spaces, a substantial commercial building previously operated as a 180-seat restaurant with a transferable liquor license and multiple residential structures. Located within the Chase Avenue Hotel Resort Area, the property benefits from a zoning framework designed to accommodate significant hospitality investment. Qualifying hotel development may reach up to 4½ stories or 50 feet. Chase Avenue is an active hospitality corridor surrounded by oceanfront resorts, vacation properties, beaches and established dining destinations. This concentration provides a built-in visitor base and places the property within one of Cape Cod's most recognizable resort settings. Whether envisioned as a boutique resort, hotel-condominium development, signature hospitality concept, restaurant revival, or adaptive-reuse project, this site offers substantial potential in a proven coastal destination.

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$7,500,000
25bedrooms
13bathrooms
land 0.4ha

By Gibson Sotheby's International Realty

Nearby
46

House with pool and garden West Dennis (United States)

Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with a deep water dock, private beach, and spectacular pool and spa. Beyond the auto gates, this private enclave encompasses a main house, carriage house, guest house and boathouse. The estate is set among lush plantings, exquisite gardens, curated vistas, and secluded courtyards. The sun-drenched interiors boast a peaceful balance of function and modern refinement. Custom appointments, outstanding finishes and bespoke details provide exceptional continuity. A deep-water dock and elaborately designed pier, capable of welcoming a substantial yacht with additional space for two vessels, offers direct access to Nantucket Sound and the Atlantic. This highlights the estate's stature as an ultimate residence for those seeking leisure and adventure. The setting, extraordinary amenities and elegance celebrate the unparalleled rhythm of a timeless, Cape Cod lifestyle.

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$16,500,000
6bedrooms
10bathrooms
land 0.5ha

By Gibson Sotheby's International Realty

Nearby
43
Video

House with pool Truro (United States)

Set in the coveted Shearwater Association of North Truro, this exceptional five-bedroom contemporary residence was thoughtfully designed by renowned architect Geiger-Phillips and offers sweeping Cape Cod Bay views and private association beach access. Inside, the light-filled, open concept main living area features vaulted ceilings, a wood burning fireplace and large glass sliders framing the impressive views. The primary suite is privately situated in its own wing and features an ensuite bath and additional views. Two additional bedrooms and a full bath are located off the main living area, while the lower level offers two more bedrooms and a full bath. A bonus room provides flexible space for a home office or creative studio. Outside, the property truly shines. The deck leads to the large pool and hot tub to create an inviting outdoor setting for summer entertaining and relaxed Cape Cod living. This property is a special opportunity to embrace the natural beauty of the Outer Cape in a spectacular setting.

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$3,250,000
5bedrooms
4bathrooms
land 0.7ha

By Gibson Sotheby's International Realty

Nearby
45
Video

House with pool and garden North Truro (United States)

There are beautiful homes on Cape Cod, and then there are properties whose scale, setting and presence place them in a category entirely on their own. Privately set at the end of a quiet North Truro cul-de-sac, 8 Schardt Way is one of those rare gems—a Chatham-like estate in scale and sophistication, surrounded by the untamed beauty of the Outer Cape and just minutes from Provincetown. Built by Cape Associates in 2009, the four-bedroom, three-and-one-half-bath residence offers an impressive 5,824 square feet of living space on approximately 3.7 private acres. Elevated above its surroundings, the home captures sweeping views toward Provincetown and Cape Cod Bay from almost every room—expansive skies, changing light and unforgettable sunsets become part of everyday life. The residence was created on a scale rarely encountered on the Outer Cape. Generous living and entertaining spaces invite a house filled with family and friends, while the expansive grounds provide the extraordinary feeling of having your own world within one of Cape Cod's most treasured landscapes. This is a property that gives purpose to coming home—where summer weekends become traditions, children and grandchildren return year after year, friends gather around the pool, and spectacular Cape sunsets remind you exactly why you chose to be here. A saltwater in-ground pool creates a private resort-like setting, while a heated three-bay garage, heated driveway track, radiant basement floors, 30kW Kohler automatic generator and extensive recent mechanical upgrades provide exceptional year-round comfort. The primary suite offers its own private sanctuary, highlighted by a BainUltra ThermoMasseur bath. There is a certain feeling that comes with owning a property of this significance—a sense of arrival, permanence and belonging. A place worthy of what you have accomplished, yet perhaps even more meaningful for what comes next. More than a home, 8 Schardt Way is a family gathering place, a private retreat and a legacy to carry forward—a remarkable opportunity to make one of the Outer Cape's truly singular properties your own.

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$4,600,000
4bedrooms
4bathrooms
land 1.5ha

By Gibson Sotheby's International Realty

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