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

Hollyhock, situated on one of the highest hills in Tom Nevers East is a five-bedroom residence accompanied by a three-bedroom guest cottage, all set on three rolling acres that offer exceptional privacy, high elevations, and sweeping views from both floors of the Atlantic Ocean, conservation land, and Tom Nevers Pond. Approaching the house, the significant investment in landscaping is apparent. A semi circular oyster shell driveway is flanked on either side by clustered river birch trees, hydrangeas, rhododendron, as well as boarders of lavender. The abundant landscaping is carried through with a plethora of variety of colors and textures. The stately shaker-like 1840's barn was moved from the Berkshire area of Massachusetts a few decades ago. The current owner has an acclaimed design background and has brought the property to a new level as evidenced by carefully selected furniture and accessories of antiques juxtaposed to modern touches. New additions include a bluestone patio leading towards a sunken garden with a commanding stone fireplace as the centerpiece. A constructed pavilion flanking the 60' x 20' heated saline pool with retractable cover, an outdoor kitchen, and a totally enclosed fenced in perimeter. Hollyhock provides nostalgic warmth and comfort while blending updated and enhanced indoor and outdoor spaces.

Monomoy's Newest Address. Exceptional new construction estate offering nearly 8,000 square feet of living space across a six-bedroom main residence and a detached three-bedroom guest house with an attached two-car garage. Thoughtfully designed for both grand entertaining and comfortable everyday living, the main house features expansive gathering spaces, a chef's kitchen, butler's pantry, bar and wine storage, multiple fireplaces, a luxurious primary suite, library, family room with access to a balcony, and a fully finished lower level with bunk room, fitness room with sauna, guest suite, and recreation room. The detached guest house includes three ensuite bedrooms, a full kitchen, living room, dining area, and private accommodations for extended family and guests. Resort-style outdoor amenities include a 24’ x 40’ pool with spa, pool house with masonry fireplace, outdoor kitchen and lounge, multiple patio and seating areas, outdoor shower, and beautifully landscaped grounds. A rare opportunity to own a newly constructed Nantucket compound designed for exceptional indoor-outdoor living. Offered furnished with a target completion date of year-end 2026.

Nestled in the heart of the cherished village of Sconset, 12 Cottage Avenue is an iconic home rich in history, charm, and character. Affectionately known as "Grand Central," this meticulously maintained residence is just moments from the village center and beach stairs, seamlessly blending timeless architectural character with renovated interiors, air conditioning, and the added convenience of a garage. Framed by mature gardens, a welcoming covered front porch and private side deck invite quiet mornings, summer gatherings, and the relaxed pace of life that has made Sconset one of Nantucket's most beloved destinations.

The Preserve at Fawn Lane is the ideal place to live. New construction home ready for occupancy 8/31/26, offering 5 bedrooms, 5 full baths, and 1 powder room with quality craftsmanship throughout. Classic Nantucket-style exterior with white cedar shingle siding, architectural asphalt roof, copper flashing, and Andersen windows and doors. Interior features include imperial plaster walls and ceilings, custom millwork, and 8” engineered prefinished white oak flooring in main living areas. Solid-core interior doors with Baldwin polished chrome hardware. Kitchen and baths offer custom cabinetry, premium countertops, Kohler fixtures, designer tile, and frameless glass shower enclosures. High-efficiency mechanicals include multi-zone HVAC with humidification and dehumidification, Wi-Fi thermostats, energy-efficiency testing, and 200 AMP electrical service. Finished lower level includes additional living space, bedroom, gym, storage, and built-ins. Professionally landscaped grounds.

Your Dream Beach House Awaits in Madequecham | Escape to the serenity of Madequecham at this private coastal retreat, where sweeping moorland vistas and distant ocean views create the perfect Nantucket backdrop. Set on over an acre of land, this exceptional property offers the ideal blend of privacy, flexibility, and beachside living just moments from the shoreline. The upside-down main house is thoughtfully designed to maximize the views, featuring an open-concept living, dining, and kitchen area with soaring cathedral ceilings and french doors that open to an expansive second-floor deck—perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor entertaining. A spacious loft provides additional sleeping or living space, while the first floor offers three comfortable bedrooms, two full baths, and access to a generous deck. Adding tremendous value and versatility is the detached two-bay garage with a fully permitted one-bedroom apartment above, ideal for hosting family and friends, accommodating extended stays, or generating rental income. Surrounded by Nantucket's unspoiled natural beauty, the property offers ample room for a future pool and cabana, creating the opportunity to design your perfect true beach oasis. Whether you're seeking a peaceful summer escape, an investment property, or a year-round residence, this Madequecham gem offers the rare combination of privacy, proximity to the beach, and endless potential.

Newly updated home with three finished levels of living space, a heated gunite swimming pool, spacious patio with pool cabana and outdoor shower surrounded by lush landscaping and outdoor entertaining areas located in a neighborhood just a short drive to Town.  A cottage with an oversized garage is situated to rear of lot. Located just a short distance to several south shore beaches, The Cisco Brewery, Bartlett's Farm, and Miacomet Golf Course as well as town.  Four bedroom main house is bright, modern, clean and fresh interior to be your ideal oasis in the heart of the island with everything you might want to enjoy the best of Nantucket just minutes away.

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.

In the heart of beloved Sconset, where rose-covered cottages, quiet shell lanes, and the Atlantic Ocean define one of Nantucket's most cherished settings, 2 Lily Street offers a rare opportunity to create the island retreat you've always imagined. Just two blocks from Sconset Beach and oceanfront dining, and four blocks from the Sconset Market, cafés, a playground, and a tennis club, the location embodies the effortless charm and walkability that have made 'Sconset one of Nantucket's most sought-after areas. The property features two separate cottages, creating exceptional flexibility and opportunity. The primary cottage offers four bedrooms, two bathrooms, and soaring vaulted ceilings that fill the living spaces with natural light, while the second cottage includes two bedrooms and one bathroom, providing comfortable accommodations. Whether restored, renovated, or reimagined, 2 Lily Street presents an exceptional opportunity to create a one-of-a-kind 'Sconset retreat in an irreplaceable location. Opportunities to own two cottages just moments from the beach and the heart of Sconset are increasingly rare, making this a truly special offering in one of the island's most iconic settings.

Located in desirable Tom Nevers East, this three bedroom, three bath upside down house offers pretty ocean views and easy access to the Beach via nearby Land Bank Stairs. The home features the classic upside-down layout, with the main living spaces positioned to take advantage of the coastal setting and ocean views. While the property is a traditional beach house, it has the makings of a wonderful coastal retreat, whether enjoyed as-is, refreshed over time, or reimagined to suit today's lifestyle.

Perfectly positioned between Town and Cliff, this hidden gem offers the ideal blend of convenience, comfort, and Nantucket charm. Surrounded by beautiful mature gardens, this meticulously maintained three-bedroom, two bath home enjoys a coveted location just moments from Pilgrim Road, downtown Nantucket, and renowned Cliff area beaches. The inviting covered front porch and expansive rear deck create exceptional outdoor living spaces, perfect for relaxing with morning coffee or hosting family and friends. The private backyard offers ample room for recreation and presents the possibility of adding a pool, subject to HDC approval. Additional features include central air conditioning, recently connected town water service, irrigation supplied by a private well, a one-car garage with attached utility/storage room, private shell driveway parking for 2–3 vehicles, and a strong established rental history, making this property an exceptional investment opportunity as well as a wonderful year-round or seasonal residence.

Set across three private acres in Eel Point, 36 Warrens Landing Road is a rare Nantucket estate completed in 2017. This remarkable seven-bedroom compound pairs exceptional craftsmanship and sophisticated design with an extraordinary sense of scale, privacy, and connection to the landscape. Elevated views extend toward Madaket Harbor and the ocean, while expansive lawns, mature landscaping, and a resort-like pool and spa create an exceptional setting for island living. More than 3,900 square feet of meticulously designed outdoor entertaining space offers multiple settings for relaxation and gatherings. A gracious screened-in porch, covered porches, expansive decks, and a generous patio provide spaces for morning coffee, sunset cocktails, poolside gatherings, and elegant al fresco dining, all thoughtfully positioned to embrace Nantucket’s western views. The 6,488-square-foot main residence is complemented by a distinctive indoor/outdoor pool house with dual cabanas and an oversized two-car garage with a finished studio above. Thoughtfully orchestrated architecture and grounds create a private compound equally suited to intimate family gatherings and grand-scale entertaining. More than a residence, 36 Warrens Landing Road is an exceptional Nantucket retreat where architecture, landscape, and the island’s natural beauty converge.

Tucked into the storybook charm of Sconset village, this beautifully renovated two-bedroom cottage captures the essence of classic Nantucket living with a fresh, thoughtful touch. Inside, vaulted ceilings and reclaimed wood floors create a warm, airy atmosphere, while crisp white finishes and abundant natural light give the home a bright, welcoming feel. The newly designed kitchen serves as the heart of the home, featuring a generous island with a farmhouse sink, white quartz countertops, and seating for four. A charming sunroom just off the kitchen offers a cozy nook for morning coffee, quiet work, or a good book. The first floor includes one bedroom—alongside a fully renovated bathroom. Upstairs, the private primary bedroom provides a peaceful retreat. Outdoor living is just as delightful, with a backyard designed for relaxation, complete with an outdoor shower, and a dining area ideal for al fresco evenings. A grassy front yard and off-street parking add ease and comfort. Just moments from the best of Sconset; this enchanting cottage is within a 5-minute stroll of Sconset Beach, the Bluff Walk, Sconset Playground, and the village center with beloved Sconset Market, an ice cream counter, local book shop and more. This cottage beautifully pairs timeless coastal charm with a coveted location in one of Nantucket’s most picturesque and sought-after enclaves.

Defined by panoramic views of the Atlantic Ocean, White Goose Cove, and a backdrop of protected conservation land, 8 Sheep Pond is an extraordinary coastal compound set on more than two acres. Featuring a five-bedroom main house, three-bedroom guest house, pool house studio, and an 18' x 36' swimming pool, the property is positioned to capture sweeping southwest-facing ocean views and unforgettable sunsets. Offered fully furnished, the compound underwent a comprehensive renovation in 2021 and was beautifully reimagined with warm earth tones, natural textures, and timeless materials, creating an atmosphere that is both refined and welcoming. Walls of windows frame the surrounding scenery from nearly every room, creating a seamless connection between indoor and outdoor living while showcasing the ever-changing beauty of the ocean, cove, and conservation land beyond. Whether entertaining on the decks, gathering around the pool, enjoying lawn games across the sprawling lawn, or simply taking in the water views, every aspect of the property has been designed to embrace its remarkable surroundings. Complementing its exceptional lifestyle appeal is a proven and substantial rental history, with seasonal rental income exceeding $400,000 in peak years. An opportunity to own one of Nantucket's most compelling coastal compounds, where natural beauty, timeless design, and an extraordinary connection to the surrounding landscape are seamlessly woven together in one unforgettable setting.

Teach Cois Fhairrge — meaning close to the sea or seaside in Irish — is a fitting name for these two charming ’Sconset cottages, ideally located just moments from both the ocean and the village. The main house features cathedral ceilings and the ease of single-floor living, creating a bright and comfortable retreat. Tucked perfectly to the rear of the property, the cottage offers an additional private space for family and friends, complete with a full galley kitchen. A sunny deck off the main cottage overlooks the private lawn, providing the perfect setting for outdoor dining, entertaining, or simply relaxing after a day at the beach. Living on King Street in ’Sconset offers the best of this beloved village — from the nearby beaches and bluff walks to the charm, character, and timeless coastal lifestyle that make ’Sconset so special.

Move in ready, being offered fully furnished! Custom new construction offering an ideal blend of refined design and coastal convenience, moments from Surfside’s pristine beaches, Nantucket Town, and the island’s scenic bike paths. Encompassing approximately 4,245 square feet, this thoughtfully designed single-family residence is perfectly suited for its next stewards. Situated within The Preserve at Fawn Lane, an exclusive enclave of just ten homes less than two miles from Town, the property provides effortless access to Nantucket’s beaches and amenities. The open-concept main level is anchored by a well-appointed kitchen, seamlessly flowing into the living and dining areas, and complemented by a first-floor primary suite with en suite bath and large closet. The second floor offers three spacious en suite bedrooms, each designed with comfort and privacy in mind. The finished lower level enhances the home’s livability with a generous family room, en suite bunk room that sleep 6, and one half bath—ideal for hosting and extended stays.

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.

This exquisite hidden gem, surrounded by breathtaking landscaping, offers a serene retreat for your Nantucket dream home. Ideally situated just 1.5 miles from the ferry docks and a half-mile from Nantucket Town's Historic District in the charming Hussey Farm neighborhood, this location provides effortless access to the island’s renowned restaurants, boutiques, and beaches—while ensuring complete privacy. A gated entrance welcomes you into this captivating compound, unveiling a stunning panoramic view of the property. To the left, a picturesque quarter-acre pond, eight feet deep, features an on-shore dory for easy enjoyment. A gracefully winding stone path leads first to the inviting cottage on the right and then to the elegant main house nestled at the rear of the estate. The lush, manicured lawn is adorned with mature trees and thoughtfully designed sitting areas, creating a tranquil setting perfect for relaxation.

Nestled in the heart of Brant Point, one of Nantucket’s most coveted seaside neighborhoods, this beautifully appointed four-bedroom home offers an effortless blend of classic island charm and modern comfort. A gracious wrap-around porch welcomes you into a light-filled interior designed for both relaxation and entertaining. Thoughtful details, indoor and outdoor living spaces, and close proximity to both town and the beach make this an ideal Nantucket retreat. Outside, enjoy a private patio with dining and lounge areas, a gas grill, and an outdoor shower. A rooftop widow’s walk crowns the home, offering picturesque harbor views and unforgettable sunsets.

“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.

Tucked away on a quiet lane serving just a handful of private residences, this three-bedroom home in the desirable Hummock Pond/Cisco area offers exceptional privacy amid a beautiful, sun-drenched lawn and gardens. Newly connected to town water and town sewer, and with up to approximately 500 square feet of additional allowable ground cover, the property presents a rare opportunity for meaningful expansion and customization. Enjoy the perfect blend of serene seclusion and convenient access to all your favorite Nantucket activities! Experience the finest South Shore beaches, from Miacomet to Cisco, along with easy access to Audubon and Land Bank Trails, and the scenic Cisco bike path. This delightful home is also just moments away from Miacomet Golf Course, Bartlett’s Farm, 167 Raw, Cisco Brewery, the Sustainable Nantucket Farm Stand, and Harvest Garden Nantucket.

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.

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 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.