Real estate & homes for sale in Nantucket, MA

Showing 21-52 of 178 listings

filter icon
Filters
arrow-down icon
rental property in 4 Shawkemo Hills Lane
Shawkemo
House for Sale

4 Shawkemo Hills Lane

Nantucket MA, 02554
Nestled on 2.39 acres in a coveted location on Nantucket, this exceptional five-bedroom, four-full-bath, two-half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly unique. Boasting soaring ceilings, abundant natural light, and a seamless blend of indoor and outdoor living spaces, this estate offers a rare combination of luxurious living spaces, expansive views, and unbeatable Nantucket charm.
8 beds8 Beds7 bathrooms7 Baths

$12,950,000
rental property in 59 Baxter Road
Sconset
House for Sale

59 Baxter Road

Nantucket MA, 02554
Located just outside of the picturesque village of Siasconset, this quintessential Baxter Road home is enveloped by breathtaking views. Enjoy the rising sun from the oversized covered porches, or simply gaze out from the second-story windows for unobstructed ocean views. Throughout the home, updated amenities and appliances allow for the perfect balance between the nostalgia of ‘Sconset and the necessary comforts of modern living. This seven-bedroom home, which was fully renovated in 2012, is the perfect resting spot for an active lifestyle.
7 beds7 Beds6 bathrooms6 Baths

$12,500,000
rental property in 85 Vestal Street
West of Town
House for Sale

85 Vestal Street

Nantucket MA, 02554
Exceptional Estate-Ready Offering at 85 Vestal Street, Nantucket HDC-Approvals pending Compound with Pool, Studio, Cabana & More, June 2026 Occupancy. Ideally located just west of town, this spacious half-acre parcel - offering a seamless path to high-end Nantucket living. Development includes- A gracefully designed main residence with five bedrooms, five full and one half baths, open-concept living spaces, and timeless Nantucket detailing throughout. A detached garage with full second-floor studio, connected to the main house by a private underground tunnel—a standout feature that opens the door for exciting possibilities such as a private bowling alley. A heated in-ground saltwater pool with auto cover and integrated spa creating a true backyard sanctuary. A charming cabana for seamless indoor-outdoor living and entertainment. Ample room on the lot for a future sports court—ideal for basketball, pickleball, or tennis—enhancing the estate’s active lifestyle potential. Every detail of the design has been thoughtfully curated to elevate comfort, functionality, and enjoyment. What truly sets this offering apart: The seller offers the exclusive opportunity to deliver the finished compound for June 2026 occupancy, providing a rare turnkey solution. Your Nantucket estate will be ready to welcome you with elevated finishes and full customization. Set within a serene residential enclave just minutes from downtown Nantucket, 85 Vestal Street blends privacy, convenience, and long-term value. Inquire today for detailed architectural plans, build specifications, and delivery timeline. A rare opportunity to own a fully realized Nantucket compound—designed for both luxury and lifestyle—is here.
5 beds5 Beds6 bathrooms6 Baths

$12,450,000
rental property in 4 Cathcart Road
Monomoy
Land for Sale

4 Cathcart Road

Nantucket MA, 02554
Tucked away in one of the island’s most peaceful enclaves, this expansive parcel at 4 Cathcart Road presents a rare chance to craft a private compound unlike any other. With generous acreage (7+ acres), the land has potential to accommodate a main residence, guest cottage, and a full suite of lifestyle amenities — from a swimming pool to a tennis court — all set within a serene natural landscape. Just 700' away from shoreline access, the property enjoys the potential for elevated vistas of the harbor and striking evening skies from a future second floor. Its unique contours provide a dynamic canvas for visionary site planning, while the bordering Nantucket Conservation Foundation land ensures enduring privacy and a connection to untouched surroundings. An approved Notice of Intent (NOI) is already in place, and a viewing platform on-site offers a glimpse of the extraordinary setting.

$12,450,000
rental property in 20 Main Street
Sconset
House for Sale

20 Main Street

Nantucket MA, 02554
Pool Permit Approval Secured 8/19 - Now Secure your enduring legacy within the chronicles of 'Sconset history with this unparalleled acquisition opportunity. Cement your place in time by stewarding an extraordinary property. Own the past and shape its future, preserving the heritage of this enclave. This is more than a purchase; it's embracing the fabric of 'Sconset. Become a custodian of stories, memories, and charm, forging ahead as a trusted guardian of tradition. Constructed in the 1800s as Captain Frederick Mitchell's summer home, "Green Chimneys" at 20 Main Street is an exceptional gem in historic 'Sconset. With 6 bedrooms & 9 bathrooms 9 fireplaces & 8 chimneys, exude timeless allure. Embrace transformation and nostalgia within these walls, where each corner holds captivating history. Capturing Two Centuries of Splendor: Summers in Sconset, 1800 to 2025 - Seize this rare opportunity to make your mark on history; your place in 'Sconset awaits. Enchanting Historic Elegance: A Simpler, Safer, and Elevated Lifestyle for generations to come in this coveted location in the Village of "Sconset on Main Street.
8 beds8 Beds8 bathrooms8 Baths

$12,000,000
rental property in 59 Polpis Road
Polpis
House for Sale

59 Polpis Road

Nantucket MA, 02554
Experience refined coastal living at 59 Polpis Road, the latest masterpiece by renowned builder Randy Sharp. Set on just under an acre in the prestigious Polpis area, this exceptional 7-bedroom home offers sweeping views over the pastoral fields of Moors End Farm. Thoughtfully designed for modern living, the floor plan features open-concept interiors and three distinct living areas—one on each level—along with an oversized, covered outdoor living and dining space just steps from the pool. Overlooking the beautifully landscaped grounds and serene pool area, this seamless indoor-outdoor flow creates an ideal setting for entertaining and relaxation. An oversized two-car garage offers added flexibility, with potential to finish the second level as an additional dwelling with an 8th bedroom with full bathroom. Elegant, functional, and perfectly situated, this is a rare opportunity in one of Nantucket’s most scenic and sought-after locations.
7 beds7 Beds7 bathrooms7 Baths

$11,950,000
rental property in 11 Eel Point Road
Dionis
House for Sale

11 Eel Point Road

Nantucket MA, 02554
As you pass through the allée created by the canopy of mature cherry trees over the winding shell driveway and through the electric gates, you will arrive at this private, estate-like home located in one of the most coveted areas on Nantucket. Completely and tastefully renovated from the ground up in 2025, this exceptional property includes the large main residence with an exceptional floor plan as well as a carriage house with a two-car garage. A newly added pool and spa elevate the outdoor experience, creating a private retreat perfect for relaxing and entertaining. With over 6,960 sq-ft of meticulously finished living space, this home offers multiple indoor and outdoor areas designed for family living and effortless entertaining. Enjoy summer days by the pool and spa or unwind on the screened porch. The upper level sitting room and bedrooms offer great views of the Nantucket Sound. Assessment prior to renovation.
6 beds6 Beds6 bathrooms6 Baths

$11,950,000
rental property in 17 Massachusetts Avenue
Madaket
House for Sale

17 Massachusetts Avenue

Nantucket MA, 02554
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.
3 beds3 Beds1 bathrooms1 Baths

$11,500,000
rental property in 15 North Water Street
Town
House for Sale

15 North Water Street

Nantucket MA, 02554
WELCOME HOME! No detail has been overlooked in the stunning renovation of this historic house, ideally located in the heart of Nantucket Town. With thoughtful design and the highest standards of construction, this property is poised to endure for the next century and beyond. Spanning over 5,000 square feet across three beautifully finished levels, it boasts multiple living areas, six ensuite bedrooms, exquisite custom cabinetry, paneling, and newly built fireplaces throughout. The top floor features a fully contained suite complete with a living room, a bedroom with a full bath, five ship’s bunks, and second full bath. Enjoy easy access to the roof walk, where you can take in panoramic views of Nantucket Harbor and Coatue. Interior design by Nantucket Looms, this remarkable residence is now ready for occupancy, offered fully furnished.
6 beds6 Beds7 bathrooms7 Baths

$10,995,000
rental property in 9 Pleasant Street
Town
House for Sale

9 Pleasant Street

Nantucket MA, 02554
Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street. This proper antique with alluring curb appeal has been fully restored from bottom to top, offering four finished floors of impeccable curation, warm and welcoming spaces for entertaining both inside and out, a state-of-the-art, multi-zoned geothermal heating and cooling system, and flawless attention to every detail. This one-of-a-kind stately and historic offering allows for plenty of expansion. This substantial in-Town property does not come to market often and is ready for the next mindful steward.
5 beds5 Beds4 bathrooms4 Baths

$10,995,000
rental property in 85 Orange Street
Town
House for Sale

85 Orange Street

Nantucket MA, 02554
An exceptional in-town compound with limitless possibilities. Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new construction, historic charm, and income-producing potential all just moments from downtown Nantucket and the Great Harbor Yacht Club. The main residence, a spacious 5-bedroom, 4.5-bath home by Oak Development, is currently under construction, offering the unique opportunity to work directly with the builder to fully customize every finish, fixture, and detail to your exact vision. On the adjoining lot, a delightful 3-bedroom, 2.5-bath cottage and a separate studio with full kitchen, bath, and loft provide versatile space for guests, extended family, or rental income. Thoughtfully sited and surrounded by inviting outdoor areas, the multiple dwellings create a private, multi-structure retreat. With its premier location just a short stroll to Nantucket’s vibrant shops, celebrated restaurants, and scenic waterfront, 85 Orange Street offers endless potential—whether envisioned as a private estate, multi-generational compound, or exceptional investment property.
9 beds9 Beds7 bathrooms7 Baths

$10,995,000
rental property in 7 Moors End Lane
Middle Moors
House for Sale

7 Moors End Lane

Nantucket MA, 02554
Tucked at the end of a quiet cul-de-sac in Polpis, just five minutes from two pristine beaches, this brand-new, three-level residence offers the ultimate in modern coastal luxury. Designed for gathering and entertaining, the home spans 7 bedrooms, 7.5 baths, three distinct living rooms, each balancing elegance with ease. At the heart of the home, a gourmet kitchen with a spacious island and top-tier appliances adjoins a soaring dining room with cathedral ceilings, creating an impressive yet inviting space for everyday living and memorable celebrations. The exterior is equally captivating—an outdoor haven complete with a heated pool featuring an automated cover, a raised stone-surround hot tub, and a shaded cabana for afternoons of relaxation. A fully equipped outdoor kitchen makes al fresco dining effortless, while the thoughtfully designed garage includes a convenient pool bath and outdoor shower. Inside and out, every detail has been designed with refinement and function in mind, from the seamless indoor–outdoor flow to the layered spaces for entertaining and retreat. Surrounded by quiet natural beauty and just minutes from island favorites, 7 Moors Lane delivers the best of Nantucket living—sophisticated, serene, and ready to enjoy.
7 beds7 Beds8 bathrooms8 Baths

$10,995,000
rental property in 20 North Pasture Lane
Polpis
House for Sale

20 North Pasture Lane

Nantucket MA, 02554
Welcome to 20 North Pasture Lane, a stunningly reimagined estate nestled in the serene Polpis area of Nantucket. Set on 2.75 acres bordering conservation land, this beautifully renovated home offers views of Polpis Harbor and the quiet privacy of one of the island’s most peaceful neighborhoods. In 2024, the property underwent a full, top-to-bottom renovation, enhancing every inch with thoughtful upgrades and luxurious modern touches. New Anderson thermopane windows flood the interior with natural light, while a new roof and new siding ensure long-lasting beauty and integrity. The home now features stylishly redesigned bathrooms, a new five-bedroom septic system, and updated outdoor amenities including a new in-ground pool, hot tub, expansive Ipe wood deck, and a stainless steel built-in grill, perfect for entertaining. This spectacular outdoor arrangement is complimented by stunning sunsets over the water. Interior updates include two custom-designed "his and her" bunk room with a shared lounge comfortably sleeping eight. This house has a seamless blend of indoor comfort and outdoor living. This property is a rare blend of classic Nantucket charm and contemporary design, ideal for both year-round living and seasonal retreats. Turn-key and move-in ready for May of 2025!
5 beds5 Beds4 bathrooms4 Baths

$10,995,000
rental property in 42 Main Street
Sconset
House for Sale

42 Main Street

Nantucket MA, 02554
Aptly named 'Time Out', this private Sconset Estate with an exquisite five bedroom main house, one bedroom guest house, heated pool and over sized garage is a summer oasis! The property is completely hedged in, abuts acres and acres of Nantucket Conservation Foundation open space and is set back from the street, with mature plantings and a lovely front and rear yard, affording much privacy. Designed by Botticelli and Pohl architects, this is an ideal home for multi generational use with five bedroom suites, three floors of finished living space, custom paneling throughout the home as wall as many built in details. There is a wonderful and bright 'Chef's Kitchen' with all top of the line appliances and ample storage. The south facing patio and deck flows easily to the back yard and pool for summer enjoyment and entertaining. This is a wonderful opportunity to own on Sconset Main Street with close proximity to the center of town, beaches, Nantucket Golf Club, Sankaty Golf Club and the Sconset Casino. This stunning home with its timeless architecture is perfectly maintained and is ready to be enjoyed for many more years to come!
6 beds6 Beds7 bathrooms7 Baths

$10,500,000
rental property in 12 Correia Lane
Surfside
House for Sale

12 Correia Lane

Nantucket MA, 02554
Luxurious 6-Bedroom Home in Newly Developed Surfside Area with Exceptional Amenities. The main house welcomes you with a first-floor en suite bedroom, a mudroom, powder room, and a convenient dog wash station. The entry way features a charming coffee bar with Gaggenau coffee and espresso machine, Nespresso Verto-Plus with milk frother, prep sink and mini beverage refrigerator, leading into the kitchen equipped are high end appliances and a striking waterfall island. Adjacent to the kitchen are the dining room and living room, where a cozy fireplace and floor to ceiling doors open to the inviting pool area. On the second floor, you'll find two en suite bedrooms and a primary en suite with a spacious walk-in closet and laundry facilities, balcony overlooking pool area. The expansive lower level is perfect for family entertaining, boasting a glass-walled office at the center, a bunk room, bathroom with steam shower, and a media room with an enhanced sound system and reclining seats. A tunnel from this level leads to a full-size gym, ensuring you have everything you need for fitness and relaxation. The property also a charming one-bedroom cottage adjacent to the main house. The cottage features a bedroom, large bath and a balcony overlooking the pool area, a family room with a kitchen, commercial appliances, a bar, a powder room, and laundry facilities. An outside shower adds a touch of convivence and luxury. The outdoor space is designed for both leisure and entertainment, with a 20 X 50 saltwater pool with a glass wall looking into the fire pit area, 10 x 10 hot tub and a marble sunken enclosed fire pit. Cabana that includes and charcoal egg grill, gas grill, pizza oven, multiple refrigerators, and a covered dining area. Sports enthusiasts will appreciate the half-sized basketball court that doubles as a pickle ball court. The estate also offers and oversized two-car garage with a separate boat storage area.
6 beds6 Beds7 bathrooms7 Baths

$9,995,000
rental property in 56R Madequecham Valley Road
Madequecham
House for Sale

56R Madequecham Valley Road

Nantucket MA, 02554
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.
4 beds4 Beds4 bathrooms4 Baths

$9,995,000
rental property in 1 Reeds Way
Tom Nevers
House for Sale

1 Reeds Way

Nantucket MA, 02554
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: a 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.
6 beds6 Beds4 bathrooms4 Baths

$9,995,000
rental property in 21 Quidnet Road
Quidnet
House for Sale

21 Quidnet Road

Nantucket MA, 02554
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.
9 beds9 Beds8 bathrooms8 Baths

$9,995,000
rental property in 6 Union Street
Town
Commercial Property for Sale

6 Union Street

Nantucket MA, 02554
Location, Location, Location. Rare opportunity to reimagine the historic, 16 bedroom Ayers Guest House. Transformed in 2000 to house Force 5 Watersports and The Hydrangea Inn, 6 Union Street has become an iconic Downtown landmark. The two attached buildings located a block from Main Street with 8,592 sqft of GLA offer a myriad of mixed-use options . The property has potential for 75% ground coverage. 3,344 sf on ground now. 2,236 sf remaining.
8 beds8 Beds10 bathrooms10 Baths

$9,995,000
rental property in 3 Nobadeer Avenue
Surfside
House for Sale

3 Nobadeer Avenue

Nantucket MA, 02554
Just .23 miles from Surfside Beach and conveniently located along the bike path, this brand new custom-built residence offers the perfect blend of luxury, comfort, and coastal lifestyle. Crafted by one of Nantucket’s most experienced high-end builders, the property showcases exceptional attention to detail and thoughtful design throughout. The four-bedroom, five-and-a-half bath home features an open floor plan ideal for modern living and entertaining. A sun-drenched living room with vaulted ceilings creates an airy, inviting atmosphere, seamlessly connecting to the gourmet kitchen and dining area. Outside, lush professional landscaping frames the heated 20' x 30' pool, creating a private oasis for summer gatherings. An attached two-bay garage provides ample storage and convenience, a rare amenity in this location. With its premier Surfside address, proximity to the beach, and top-tier craftsmanship, this property represents a unique opportunity to enjoy Nantucket living at its finest.
4 beds4 Beds5 bathrooms5 Baths

$9,650,000
rental property in 32 India Street
Town
House for Sale

32 India Street

Nantucket MA, 02554
Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture. The result is a seamless fusion of historic preservation and modern luxury. Located just moments from Main Street in the heart of Nantucket’s historic district, the home’s front façade maintains its timeless charm, while the rear opens to sophisticated contemporary living. A stunning three-story custom staircase, crafted from glass and wood by EeStairs, serves as the visual and architectural centerpiece of the main residence. Spanning four levels, the home features five bedrooms—including one currently utilized as a dressing room—and three elegant living areas, offering a perfect blend of comfort and functionality. Completed in 2018, the detached studio provides additional space for entertaining and relaxation, all overlooking the private, beautifully landscaped yard. High-end finishes are found throughout both structures, including custom wire-brushed white oak flooring, integrated LED lighting, remote-controlled window treatments, and bespoke cabinetry by Faneuil Cabinetry. The property also includes two off-street parking spaces and is being offered fully furnished, presenting a rare turnkey opportunity in one of Nantucket’s most coveted locations.
5 beds5 Beds7 bathrooms7 Baths

$9,500,000
rental property in 240 Polpis Road
Polpis
House for Sale

240 Polpis Road

Nantucket MA, 02554
It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty. A true boater’s paradise, this property is one of only 15 licensed, privately-owned docks on Nantucket. Imagine cruising from your dock to the Yacht Club, Angler’s Club, or Town Pier in under fifteen minutes. On your way back, cast a line for striped bass or tie up at The Wauwinet for lunch. The tastefully designed interior offers spacious, light-filled rooms that take full advantage of the sweeping harbor views. This extraordinary waterfront property is truly one-of-a-kind and must be experienced to be fully appreciated.
4 beds4 Beds4 bathrooms4 Baths

$9,000,000
rental property in 4 Millbrook Road
Hummock Pond
House for Sale

4 Millbrook Road

Nantucket MA, 02554
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.
8 beds8 Beds7 bathrooms7 Baths

$8,995,000
rental property in 3 & 3A Reeds Way
Tom Nevers
House for Sale

3 & 3A Reeds Way

Nantucket MA, 02554
Oceanfront Retreat | 3 & 3A Reeds Way Positioned along Nantucket’s striking south shore, offering privately owned deeded beach access, this rare oceanfront offering includes two residences with panoramic Atlantic vistas and private shoreline access. Beginning in spring of 2025, the property has been thoughtfully upgraded with new cedar roofing, shingles, trim, and exterior lighting; modern boilers for heat and hot water; expanded decks; a six-foot eastern lawn extension with retaining walls; refreshed landscaping; and updated interior electrical systems. Approved plans from the HDC feature a generous 14’ x 34’ pool and a private staircase for direct beach access. Ready for immediate enjoyment, the estate provides the ideal balance of move-in comfort today with the flexibility to design your long-term vision. Experience the tranquility of Tom Nevers with this exceptional chance to own a waterfront compound featuring both a 5 bedroom Main House and 4 bedroom Guest cottage.
9 beds9 Beds6 bathrooms6 Baths

$8,995,000
rental property in 34 Bosworth Road
Tom Nevers
House for Sale

34 Bosworth Road

Nantucket MA, 02554
Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you're savoring a morning coffee or watching the sunset. An inviting outdoor dining area allows for al fresco meals, making it ideal for entertaining guests or enjoying family dinners under the stars. An outdoor shower adds a touch of convenience for rinsing off after beach outings. The expansive yard offers ample space for various outdoor activities and gardening. A series of steps and a well-maintained walkway lead you directly down to Tom Nevers Beach, offering easy access to the shoreline, through a well-vegetated slope.
4 beds4 Beds6 bathrooms6 Baths

$8,945,000
rental property in 2A Morgan Square
Surfside
House for Sale

2A Morgan Square

Nantucket MA, 02554
Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy. Built in 2019 by Bessey Construction, this property spans just under an acre and includes a main house featuring 5 bedrooms and 5.5 baths with over 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a studio and half bath, as well a heated gunite pool. Elegantly decorated, the interiors blend sophistication with a cozy beach vibe, seamlessly connecting to the outdoor paradise. The outdoor area boasts a 20 x 40 gunite pool, surrounded by bluestone, multiple mahogany decks, an outdoor kitchen with custom counter and Kalamazoo gas grill, firepit and newly landscaped grounds, all set on an expansive yard abutting Weweeder Pond. Inside, you'll discover spacious living areas with high ceilings and oak flooring, accented by charming shiplap details. The layout offers ample room for family gatherings while also providing private retreats. The gourmet chef's kitchen is equipped with high-end appliances, and the stylish bathrooms feature modern tiles, fixtures, and glass-enclosed showers. Additionally, a large basement with high ceilings houses a spacious living/ entertainment room, a bar area, private gym, ensuite bedroom and a wine cellar. This meticulously designed beach compound is the perfect Nantucket retreat for summer enjoyment.
5 beds5 Beds6 bathrooms6 Baths

$8,800,000
rental property in 15 Gingy Lane
Town
House for Sale

15 Gingy Lane

Nantucket MA, 02554
Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub. Elevated new construction completed in 2018 on one of the larger parcels in the Gingy Lane subdivision, this unique property features two newly built, custom-designed homes, each offering three finished levels of living with 5 bedrooms apiece. High level features include custom millwork, gas fireplaces, and gourmet kitchens with top of the line appliances. Perfectly suited for multi-generational living, investment, or a combination of personal use and rental income, the homes can be enjoyed together or separately. Remaining ground cover would allow for nextt owner to build garage and/or cabana. Tucked away at the end of a quiet cul-de-sac, the setting offers peace, privacy, and elevated views of the western skies—a rare blend of tranquility and convenience to Nantucket town, Cliff, and beyond.
10 beds10 Beds11 bathrooms11 Baths

$8,650,000
rental property in 27 Cato Lane
South of Town
House for Sale

27 Cato Lane

Nantucket MA, 02554
It’s official - the wait is over. This unparalleled expansive Nantucket property offers everything you’ve been dreaming of: three newly constructed dwellings, six private ensuite bedrooms, two bunk rooms, a separate studio, and sun-drenched interiors throughout, all centered around a sparkling southern-facing 16'x40' pool on a beautifully landscaped half-acre in coveted South of Town. With effortless access to downtown, Cisco, and Miacomet’s beaches and amenities, this property delivers the perfect blend of luxury, convenience, and room to roam. Whether entertaining family and friends or planning future additions like a sports court, the possibilities are endless. Designed by acclaimed local architect Chip Webster and built with impeccable craftsmanship by a respected builder in Wellesley, MA, every detail reflects quality and sophistication. Move in immediately - don’t miss this opportunity to claim a truly exceptional, newly constructed Nantucket residence.
9 beds9 Beds9 bathrooms9 Baths

$8,495,000
rental property in 42 Chuck Hollow Road
Tom Nevers
House for Sale

42 Chuck Hollow Road

Nantucket MA, 02554
Situated in Tom Nevers East, just minutes from the Nantucket Golf Club and the village of Sconset, Hollyhock 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. Originally constructed in Hanover, Massachusetts in 1840, the distinctive barn-style main house was relocated to Nantucket in 1979. Both the main house and cottage were thoughtfully reimagined. The current owner has an acclaimed design background and has brought the property to a new level with enhanced indoor and outdoor spaces. New bluestone patios, outdoor fireplace and dramatic gardens all within a totally fenced in perimeter. A large 60' x 20' heated saline pool with retractable cover creates a backdrop for an expansive lawn.
8 beds8 Beds5 bathrooms5 Baths

$8,495,000
rental property in 1 Chester Street
Town
House for Sale

1 Chester Street

Nantucket MA, 02554
One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket's historic district where the Cliff area meets Brant Point, this home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details, including five working fireplaces, while integrating contemporary amenities for today's lifestyle. Sold fully furnished with interior design by The Nantucket Looms, the home boasts four levels of living space, with six bedrooms and five and a half baths, it comfortably accommodates large groups, offering ample room for relaxation and privacy. The spacious open kitchen features the original 6' walk-in fireplace, breakfast area, adjoining a bright family/TV room that opens directly onto the rear deck, patio, and garden. The formal dining room features a beautiful lacquered finish. The outdoor space is equally impressive, with a unique artist-built gazebo and fire pit—a perfect spot for evening gatherings. The home’s renovations are top of the line, including all new plumbing, electrical, and HVAC systems, with high-end finishes throughout. The lower level is dedicated to entertainment, with a fully equipped game room including a combination ping pong/pool table, three TVs, a separate seating area, and a kitchenette. For quieter moments, the third-floor guest suite provides access to the roof walk with panoramic views of Nantucket Sound and Harbor, making it a wonderful spot to unwind. One Chester Street is the perfect combination of historic elegance and modern comfort.
6 beds6 Beds5 bathrooms5 Baths

$8,250,000
rental property in 20 Liberty Street
Town
House for Sale

20 Liberty Street

Nantucket MA, 02554
Experience the perfect harmony of timeless elegance and modern luxury in this distinguished historic Nantucket residence. Located on an oversized property on a quiet street, the home has been thoughtfully reimagined with exquisite fixtures, sophisticated furnishings by Nina Liddle Design, and a seamless floor plan designed for refined living and effortless entertaining. A broad covered porch spans the front of this historic home, offering an inviting spot to relax with a coffee or cocktail and watch the quiet rhythm of life along its quaint street. Step inside to soaring 10-foot ceilings and multiple gathering spaces, including dual living rooms, a private formal dining room, and a light-filled eat-in kitchen that flows gracefully to an expansive patio. The patio is perfect for alfresco dining and enchanting summer soirées; the well thought out floorplan creates an atmosphere where every detail invites relaxation and connection. Three ensuite bedrooms offer serene retreats, highlighted by a master sanctuary with a king bed, dual vanities, and a calming, spa-like design that epitomizes luxury and comfort. Centrally located, the property provides easy access to world-class shopping, dining, entertainment, and Nantucket’s stunning beaches, all while offering the rare convenience of off-street parking for 4+ vehicles. Adding to its appeal, the oversized lot presents compelling opportunities: potential subdivision based on 81L regulations, allowing for the possibility of a second dwelling or subdivision. This exceptional property transcends expectations, combining historic beauty with modern sophistication and rare development potential, making it a true Nantucket treasure.
5 beds5 Beds4 bathrooms4 Baths

$8,250,000
rental property in 45 Starbuck Road
Madaket
House for Sale

45 Starbuck Road

Nantucket MA, 02554
Coastal Elegance with Panoramic Views – 45 Starbuck Road, Nantucket (Madaket) Discover the best of Nantucket living in this beautifully designed 4-bedroom, 4.5-bathroom home located in the serene enclave of Madaket. Just a short stroll to the beach, this exceptional property offers breathtaking ocean and sunset views, setting the stage for unforgettable island experiences. Custom pool with waterfall feature and beautiful plantings on the Pond. Thoughtfully laid out across multiple levels, the home features spacious living areas filled with natural light, a gourmet kitchen with high-end appliances, and seamless indoor-outdoor flow to expansive decks—perfect for entertaining or relaxing to the sound of the surf. Each bedroom has a private bath, offering privacy and comfort for family and guests alike. With proximity to Madaket’s iconic beaches, Millie’s Restaurant, and scenic bike paths, this home offers the perfect blend of tranquility, luxury, and location. Highlights:4 bedrooms, 4.5 baths, Stunning water views and nightly sunsets, Walk to the beach Open-concept living with high ceilings and hardwood floors, Custom Pool with waterfall feature, Multiple outdoor living spaces ,Prime location in coveted Madaket. Whether you’re looking for a summer retreat or a year-round residence, 45 Starbuck Road is a rare opportunity to own a slice of Nantucket paradise.
4 beds4 Beds4 bathrooms4 Baths

$7,995,000
Nantucket Real Estate | Congdon & Coleman since 1931