luxury real estate for sale Nantucket, United States (page 2)

Peeks of the ocean from this up-side down coastal retreat featuring three bedrooms and three full baths. Designed to take full advantage of light, privacy and indoor-outdoor flow. The main living area features a living room with fireplace, a kitchen, full bath and a spacious dining area with direct access to an expansive deck, ideal for outdoor dining. The first floor primary suite with private bath opens to a deck that invites tranquil mornings. There is a large attached shed off of the deck that provides a perfect storage area for beach chairs, outdoor furniture storage and other misc. items. Two additional bedrooms share a hallway shower bath. The homes outdoor shower adds a quintessential touch-perfect after a day at the beach.

Set on a quiet lane in Nantucket’s Old Historic District, this light-filled home has been thoughtfully reimagined through a complete, down-to-the-studs renovation. All major systems are new, including plumbing, electrical, HVAC, insulation, flooring, doors, and windows offering the ease of new construction within a classic in-town setting. The interiors are finished to a high standard, featuring a beautifully appointed kitchen and sleek, modern baths. A fully integrated Wi-Fi system supports Google Nest functionality, allowing seamless control of thermostats, security, major appliances, and heated bathroom floors. The third floor has been engineered and approved for future expansion to accommodate one or two additional bedrooms and a full bath. The property also offers the rare advantage of an in-town garage, which could be retained or converted into additional living space or a guest suite. Outdoors, a private, south-facing bluestone patio is bathed in natural light and framed by new perimeter fencing. Ideally located moments from the “Pony Field,” Nantucket Land Bank properties, and Main Street, this home offers a turnkey opportunity with flexibility for future growth in one of the island’s most desirable historic settings. Offered mostly furnished and available for summer occupancy.

A rare opportunity to own 33 Main Street—an iconic mixed-use building commanding the premier corner of Main and Federal Streets in the heart of Nantucket’s most coveted retail corridor. This unparalleled location offers exceptional visibility, dual frontage, oversized display windows, and constant pedestrian traffic among the island’s most affluent clientele. Originally built in 1847, the property blends timeless historic character with thoughtful modern upgrades, including central HVAC, sprinkler and fire systems, CCTV, and elevator access. The interiors showcase classic hardwood floors and refined finishes, creating an inviting and highly functional environment for both retail and office use. The building offers a versatile multi-level layout, including highly visible ground-floor retail, a full-height lower-level commercial space with Federal Street access, second-floor office space, and a third-floor one-bedroom apartment with sweeping views over downtown Nantucket. This configuration provides exceptional flexibility for investors or owner-users alike. With strong in-place or potential income, long-term appreciation, and the ability to retain or restructure existing tenancies, 33 Main Street represents a premier investment opportunity in one of the most exclusive and tightly held markets in the country. Ideal for buyers seeking a trophy asset with both immediate cash flow and enduring value or end-users seeking a strategic location.

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.

30 Dukes Road presents a rare opportunity to own a one-acre parcel just outside of town, set in a highly sought-after and serene location. Tucked along a quiet lane, the property offers both privacy and strong potential for expansion, with neighboring homes reflecting recent, value-enhancing upgrades. The land gently rises along its approach, providing an ideal setting for a thoughtfully designed estate. There is ample opportunity to create a main residence complemented by a garage with a studio apartment, as well as a cabana and pool. With careful orientation, a future home could take full advantage of picturesque sunset views over the surrounding pastoral landscape. With approximately 5,000 square feet of remaining ground cover, this is an exceptional offering for developers or end users looking to build a custom forever home in a proven and flourishing area.

A once in a life time opportunity to own this extraordinary six-bedroom, five-bathroom residence on nearly three acres of premier oceanfront, rising 45 feet above sea level with expansive decks soaring to approximately 65 feet. The result: uninterrupted, panoramic views of the Atlantic—capturing the island’s most breathtaking sunrises and sunsets from dawn to dusk. In 2025, the property underwent a comprehensive transformation, blending timeless Nantucket character with modern luxury. Upgrades include a new cedar roof and shingles, refreshed trim and exterior lighting, extended decking, high-efficiency heating and hot water systems, updated interior electrical, and beautifully reimagined landscaping with retaining walls and expanded lawns. The resort-caliber outdoor amenities are designed for both relaxation and entertaining: 18' x 36' heated pool, hot tub, outdoor kitchen, twin outdoor showers, and a brand-new poolside cabana with full basement. Custom-designed easy sloping stairs provide direct access to the beach, creating seamless transitions from ocean swims to gatherings on elevated terraces. Move-in ready today yet offering abundant potential for personalization, this is a rare opportunity to own one of Nantucket’s most elevated and inspiring oceanfront settings.

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.

Located just steps from the Westmoor Club and the Cliff Road bike path, this newly constructed five-bedroom home offers an excellent floor plan, covered porches, and a generous yard with southern exposure. Set on a quiet lane with frontage on both Priscilla Lane and West Chester Street, the property features an oversized white stone driveway with parking for 6+ cars and is within easy walking distance to town and the beach. The home is offered furnished, excluding artwork, and the sale includes HDC-approved plans for an in-ground pool.

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.

An exceptional in-town opportunity, this home combines space, style, and convenience in a way rarely found downtown. The three-level main house is complemented by a separate studio, shed, and two-car parking. Outdoor living is designed for both relaxation and entertaining, with a covered porch, outdoor kitchen, gas fireplace, and multiple seating areas. Inside, thoughtful craftsmanship blends seamlessly with modern luxury, showcasing custom built-ins and refined finishes throughout. A rare chance to experience privacy, sophistication, and turnkey living in the heart of Nantucket.

Step back in time to one of Nantucket’s last remaining 1940s waterfront beach houses. Set on an oversized parcel in 3-acre zoning, 44 Madequecham Valley Road offers an exceptionally unique opportunity to own waterfront of this vintage on a parcel of this scale. With a sweeping shoreline and direct water access, this property invites the creation of a private coastal retreat - whether fully reimagined, or cherished as a timeless Nantucket summer escape.

Welcome to your stunning waterfront retreat on the picturesque New England Island of Nantucket. This exquisite single-family home features 9 BR and 9 1/2 BA, newly renovated and expanded to offer incomparable luxury and comfort. Step inside the 1st floor and be captivated by the elegant beachy style, professionally decorated to create a serene and welcoming atmosphere. The 1st floor offers an open floor plan with a breathtaking panoramic water view. Enjoy the spacious layout with a large luxury fully equipped kitchen, complete with a generous walk-in pantry with an ice-maker, an extra fridge, and freezer. Walk out of the kitchen and enjoy your morning tea on the covered porch on rainy days or cozy up by the indoor fireplace on chilly evenings. The 1st floor is also home to 1 primary BR, media room and a 2nd BR, while the second floor offers another primary BR with its own private outdoor shower and terrace, perfect for enjoying the unique harbor views and activities. Stay in the stunning BR next to the primary BR with its own spacious terrace and enjoy the tranquil views of the harbor waking up and evening cocktails as the sun sets over the water. Additionally, 2 more BRs on the 2nd floor provide relaxing space for guests and family. Ascend to the private 3rd floor, featuring a BR with gorgeous water views, also ideal for a home office or personal sanctuary. Outside, you'll find another outdoor shower and an oversized 2-car garage with 2 spacious BRs above, 1 with water views and the other with views of the salt marsh. One of these BRs has been transformed into a beautiful fully equipped gym with a kitchenette, full bath, and an additional washer & dryer. Store your kayaks, paddle boards and bikes in the garage or underneath the house and launch straight from your own beach. Conveniently located moments to town, you'll have easy access to several fun restaurants and shops. Enjoy morning activities to the nearby beaches, just minutes away. With 8 parking spaces, including the garage, hosting gatherings and dinner parties is a breeze in the furnished backyard directly on the water. This turnkey property is being sold fully furnished, excluding the art, offering a seamless transition to your dream island lifestyle in Nantucket. Don't miss this opportunity to own the one-of-a-kind beach house in one of New England's most desirable destinations.

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.

Welcome to 12 Willard Street, a stunning coastal retreat located in the heart of Brant Point, one of Nantucket’s most desirable neighborhoods. This beautifully renovated upside-down home offers a unique blend of contemporary elegance and classic island charm. With four spacious bedrooms and four and a half bathrooms, this home is perfect for families or groups. If you are seeking a luxurious and convenient home just moments from Nantucket’s famed beaches and vibrant downtown, this is the house for you. The thoughtful layout maximizes natural light and ocean breezes, featuring an open-concept second floor with a gourmet kitchen, dining area, and living room that flows seamlessly onto a private deck—ideal for entertaining or unwinding after a day at the beach. Premium finishes and high-end appliances throughout the home ensure both style and functionality, while the three king suites and custom bunk room provide comfort and privacy for all guests. Outside, a charming patio and outdoor shower complete the quintessential island experience. From its prime location just steps from the beach to its tasteful design and modern amenities, 12 Willard Street delivers the perfect balance of relaxation and sophistication. Whether you're enjoying your morning coffee on the deck, hosting a sunset dinner, or strolling to town for shopping and dining, this home offers the best of Nantucket living.

Commanding a presence high on the Sconset Bluff, this private family compound is inarguably one of the most stunning properties on Nantucket. Sited so as to enjoy sweeping, unobstructed views of the Atlantic Ocean, Sesachacha Pond, and Sankaty Light, the 6-acre estate includes a 12,000 square foot main residence, a 2 bedroom guest house, and a water feature. This water feature is unmatched with a fire pit and seating area, surrounded by a wrap around pool. While using these outdoor amenities, enjoy spectacular sunsets and sunrises over the Atlantic Ocean. Originally constructed in 2006 and extensively and thoughtfully renovated in 2024, this legacy property has extraordinary architectural details and exquisite museum-quality finishes. Drawing inspiration from the island’s serene natural color palette, the interior is washed in soothing sandy beiges, coastal grays, and nautical blues, seamlessly blending with the breathtaking seascape to create a tranquil and calming respite. 37 Sankaty Head Road marks an opportunity for a new owner to create their own tradition of exceptional living. Quiet elegance is the hallmark of this residence. Generously-sized, light-filled rooms feature intricate box trim and coved ceilings, solid panel doors, and exquisitely crafted bespoke details that add dimension and depth. Every element—from the light fixtures to the carefully chosen pops of color—has been selected with reflection and intention.

A truly rare and prestigious opportunity to acquire direct waterfront property on Madaket Harbor. This exceptional offering includes a detached garage/party barn, and exclusive beach frontage—where the sand is yours to claim and the sunsets over Tuckernuck Island are nothing short of breathtaking. Set on the water’s edge, the custom three-bedroom, one and one half bath home presents endless possibilities to craft a bespoke Nantucket cottage in an iconic and tranquil location. This is more than a home—it’s a legacy property waiting for the next steward to enjoy.

Commanding one of the most coveted harborfront locations on Nantucket, this extraordinary 1.25-acre estate offers truly unparalleled harborfront views and an unmatched coastal living experience. With sweeping, panoramic vistas stretching from Town across the harbor to Brant Point and Coatue, the property delivers a front-row seat to the island’s most iconic scenery. Enjoy sunsets over the water, sailboats gliding through the harbor, and fireworks lighting up the sky throughout the season. At the heart of the estate is a seven bedroom, six and a half bath main residence. It is slightly elevated allowing for breathtaking views from every floor. The main house is complemented by a spacious two-car garage with guest accommodations above. Additionally, a charming boat house sits on the water’s edge. Offering approximately 175 feet of direct waterfront and a gently sloping drive leading to a private sandy beach, this rare offering blends luxury, comfort, and natural beauty in a way few properties can. This estate could never be duplicated. There is a boathouse bordering the water that is a pre-existing, nonconforming use. It is essentially built right on the coastal bank, which today would require a 75-foot setback. The existing house is approximately 35 feet high, allowing for a full third floor—seven feet higher than what the HDC currently permits. These nonconformities have been grandfathered in and will never be permitted again. This is truly an incredibly rare opportunity and arguably the best location on Nantucket.