luxury houses with pool for sale Nantucket County, United States

Surfside Estate set on 1.14 acres, recently renovated in 2022, consisting of 4 bedroom Main House, 2 bedroom Secondary Cottage, One and a half car garage with Studio Apartment above, Pool Cabana and 16' x 32' heated gunite pool with waterfall and multiple lighting. The property is beautifully landscaped, inclusive of irrigation and uplighting. Ideally located only 4/10ths of a mile to Fisherman's Beach down a dirt road. Owner is a licensed real estate agent in Massachusetts.

Set on over four acres surrounded by conservation, this exceptional Polpis estate with sweeping views of Nantucket Harbor features two stunning homes, each with its own heated pool. The main residence offers 4 bedrooms, a vaulted living room with a wood-burning fireplace, a gourmet kitchen with custom cabinetry and top-tier appliances, multiple decks for entertaining, and a flexible office/guest suite. The primary suite enjoys harbor views, a walk-in closet, and a spa-like bath, with three additional en-suite bedrooms. The updated guest house includes an open-concept living area with a new kitchen, 3 bedrooms with including a king suite, two guest bedrooms, and a finished lower level with a TV room and full bath. With outdoor showers, sunset decks, and private landscaped grounds, this property is a true island compound.

Less than a mile from town with a pool, hot tub and cabana, this newer construction five-bedroom home offers the complete Nantucket lifestyle. The open-concept layout seamlessly connects the living, dining, and kitchen areas with the outdoors, while a 1st floor en-suite bedroom, private office and spacious finished lower level add versatility. With all en-suite bedrooms, excellent rental income and offered mostly furnished, this is one you do not want to miss.

Luxury Estate in Surfside - Your Dream Home Awaits! Introducing a brand new exquisite construction in the heart of Surfside! This magnificent property offers a 5 bedroom main house, a 1 bedroom cottage, and an oversized garage, all nestled on a private 1 acre compound. The main house boasts five spacious bedrooms, each designed with luxurious finishes. The separate one- bedroom cottage provides an ideal space for guests or a private retreat. The outdoor amenities are equally impressive, featuring a stunning 20 x 50 saltwater pool with a glass wall and oversized hot tub, perfect for relaxation. The outdoor living area includes a sunken fire pit in the pool and an outdoor kitchen area, making it an entertainer's paradise. For those who enjoy sports and recreation, the property includes a private pickleball court. Inside, you'll find a state-of-the-art home theater, gym, bunk room, steam shower bath, temperature controlled wine room and glass enclosed office, offering the best in leisure and fitness. Live luxuriously in Surfside!

This exceptional Naushop residence offers an ideal blend of comfort and convenience. The home features a main-level primary suite with an updated bath, generous living areas, and seamless indoor-outdoor living highlighted by a private, secluded patio. Additional highlights include a Timberline roof installed in 2019 with a 50-year warranty, central air conditioning, and hardwood floors throughout. Ideally situated just steps from the community pool, pickleball courts, tennis facilities, and playground, this property delivers both lifestyle and location.

Set on a rare one and one-half acre parcel in the Cliff, 174 Cliff Road is an exceptional Nantucket estate, surrounded by conservation land and serene wetlands. This tranquil setting provides a true sense of privacy while remaining moments from Town, the Westmoor Club and North Shore beaches. The property is thoughtfully designed with 7 bedrooms, 7 bathrooms and 3 half bathrooms across a sophisticated main house, a well-appointed guest house that also serves as a pool cabana, and a detached oversized garage/recreation barn. The main house exudes timeless coastal elegance, generous natural light, and seamless indoor-outdoor flow. The outdoor living spaces are beautifully integrated into the natural surroundings with decks, patios, and a pool and spa. Framed by mature landscaping and peaceful vistas, the setting provides an exceptional backdrop for summer living. A rare opportunity to own a private, amenity-rich estate in one of Nantucket’s most sought-after locations.

Set on 5.30 acres of exceptionally private, elevated and maturely wooded land, this remarkable estate captures sweeping views over Polpis Harbor and Nantucket Harbor. Thoughtfully designed and impeccably executed, the residence showcases the finest materials, finishes, and appliances throughout. Refined interiors are complemented by five fireplaces, a custom Rutt kitchen, granite countertops, central air conditioning, and cast iron baseboard heat. Nearly every room is enhanced by French doors that open seamlessly to bluestone patios, terraces, porches, a screened-in porch, and beautifully curated gardens—creating an effortless indoor-outdoor living experience. Outdoor living is equally exceptional, featuring extensive bluestone patios, walkways, and stacked stone walls, anchored by a gunite infinity pool in a tranquil, natural setting. Additional amenities include an elevator servicing 3 floors, a garage-level luggage lift, solar panels that supply entire house, a whole-house generator, wine room, fitness room, and a newly installed roof—offering both luxury and peace of mind.

“Wait and See” is a stunning coastal retreat commanding extraordinary, unobstructed views of the Atlantic Ocean and Tom Nevers Pond. Perched on an elevated and beautifully landscaped acre, the property captures sweeping vistas and exceptional privacy. The first floor features two guest bedrooms with a shared bath, along with a serene primary suite complete with an en suite bath and direct access to a wraparound deck overlooking the landscape. The lower level offers a spacious family room, dedicated office, and walkout access to a private patio—ideal for relaxed indoor-outdoor living. The second floor is designed for gathering and entertaining, with an open-concept living room and a well-appointed gourmet kitchen. Expansive wraparound decks on this level provide seamless outdoor living spaces, perfectly positioned to take in the panoramic views and coastal breezes. A charming breezeway connects the three-bedroom main house to a two-bay garage, above which a private fourth bedroom suite with full bath enjoys its own elevated vantage point and beautiful views. The grounds are equally impressive, featuring a thoughtfully designed garden with a sunken patio and fire pit seating area. The outdoor experience is anchored by a stunning 18’ x 36’ pool, an 8’ x 8’ spa, and a generously sized outdoor shower, all complemented by multiple seating and lounging areas—creating an exceptional setting for summer living and entertaining. Additional amenities include access to two association tennis courts, located just one mile from the property.

A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations. Minutes from Cisco Beach, Miacomet Golf Course, and the island’s top attractions, this property is ideal for both private use and income generation. The expansive main residence offers two first-floor king primary suites, multiple guest suites, and a lower level designed for recreation, complete with bar, media lounge, and game rooms. The layout is ideal for hosting large groups while still providing private retreats for all. The two-bedroom apartment with separate entrance further enhances flexibility, appealing to multi-generational living, guest accommodations, or staff housing. With resort-style amenities including a pool, firepit terrace, and multiple entertaining spaces, this estate combines lifestyle and investment seamlessly. Offered turnkey, it delivers immediate enjoyment and proven long-term value.

Located in one of the most desirable areas of Nantucket, this 3.78 acre estate has it all! Welcome to High Point where two impeccably designed homes seamlessly blend classic architectural details with the sophistication of new construction. Thoughtfully crafted to enhance both everyday comfort and effortless entertaining. Step into sun-drenched interiors anchored by designer chef’s kitchens outfitted with top-tier appliances, spa-like en-suite bathrooms clad in Carrera marble, and multiple living spaces for gathering or retreating in style. Curl up by a cozy fireplace, work out in the private home gym, or host movie nights in the media room. Second-floor and rooftop terraces frame ocean views, adding an unforgettable backdrop to your everyday moments. Outdoors, High Point delivers resort-style amenities including a spacious pool area with lounge seating, an elegant roof walk with panoramic island vistas, and a beautifully curated outdoor living area with a firepit, dining space, and alfresco showers. The meticulously landscaped grounds also feature a brand-new tennis court with NGI turf and a state-of-the-art private pickleball court surfaced with “Cushion X Acryltech,” the official choice of the PPA Tour. This is more than a home—it’s a lifestyle. Whether you’re enjoying cocktails at sunset from the upper deck or rallying with friends on the court, every inch of High Point is designed to impress and inspire. A rare opportunity to own a private coastal sanctuary abutting 600+ acres of conservation land where no detail has been overlooked.

A truly exceptional Nantucket offering, 6 Fargo Way is tucked along a quiet, private lane shared by just five homes, offering harbor views and beach access at the end of the lane. Set on three irreplaceable acres in coveted Wauwinet, the property combines privacy with sweeping Nantucket Harbor vistas. Significant capital improvements including an upgraded 8-bedroom septic system, generator, pool, elevator, and approved plans for a two-car garage with living space have elevated the estate. The five-bedroom residence captures expansive water views, while professionally designed landscaping and the newly installed pool create a refined compound setting. Available for summer occupancy, 6 Fargo Way presents a rare, move-in-ready Wauwinet retreat with enduring multigenerational appeal.

Completely reimagined, this modern oceanfront retreat blends state-of-the-art design with uncompromising quality. Positioned on the south shore, the three bedroom, three-and-a-half-bath main residence showcases walls of glass, seamless indoor-outdoor connections, and sweeping water vistas from nearly every room. Every detail reflects the highest level of quality and care, with finishes chosen for both sophistication and durability. A secondary dwelling offers a two-car garage with a full studio apartment above, complete with a kitchenette, sleeping area, bath, and private deck. Set on a private stretch of shoreline with stairs leading directly to the beach, the grounds are designed for effortless coastal living, featuring an in-ground pool, hot tub, and gas firepit, all framed by the dramatic backdrop of the ocean.