Real estate & homes for sale in Nantucket, MA

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rental property in 43 Appleton Road
Mid Island
Commercial Property for Sale

43 Appleton Road

Nantucket MA, 02554
Commercial property in a convenient mid-island location with privacy, the abutting property is owned by Nantucket Land Bank. The structure was moved to this lot in 2013 and offers 2238 square feet of space on three finished floors. First and second floor decks. The hoop tent offers an additional 540 square feet of storage space. Listing broker is related to seller.
1 bathrooms1 Baths

$1,995,000
rental property in 11 Woodland Drive
Surfside
Land for Sale

11 Woodland Drive

Nantucket MA, 02554
This half-acre vacant lot offers a prime building opportunity in the sought-after Surfside area. Recently cleared and landscaped with evergreen trees along the lot lines, the property provides both privacy and a ready canvas for development. Tucked away on a quiet cul-de-sac, the location offers easy access to Nantucket’s popular South Shore beaches, including Nobadeer, Fisherman’s, and Surfside. With 2,500 square feet of allowable ground cover, no wetlands, and no HOA or restrictive covenants, this parcel combines flexibility and convenience in one of the island’s most desirable neighborhoods.

$1,650,000
rental property in 59 South Shore Road & 14 Tripp Drive
Surfside
House for Sale

59 South Shore Road & 14 Tripp Drive

Nantucket MA, 02554
Nantucket Coastal Equestrian Estate includes 59 S Shore Rd, 14 Tripp Dr front and 14 Tripp Dr. Just minutes from Surfside Beach, this newly built 9-bedroom, 8.5-bath estate sleeps 23 and blends equestrian charm with coastal luxury. The private, manicured grounds feature paddocks, a resort-style pool, spa, and fire pits, blending the freedom and beauty of open pasture with the luxury of wellness retreat amenities. Inside, soaring barn-inspired ceilings, hand-hewn beams, and refined finishes create rustic elegance with modern sophistication. The chef’s kitchen, designed for large gatherings, boasts an 8-burner range, dual ovens, two dishwashers, and expansive prep space. A home office, gym, and southern-style game room with shuffleboard, billiards, bar, and band set-up add practicality and entertainment. Days begin with horseback rides or beach walks, afternoons by the pool, and evenings under Nantucket’s starry skies. Conveniently located near bike paths, bridle trails, cafés, and Town, this estate is more than a home—it’s a lifestyle.
8 beds8 Beds8 bathrooms8 Baths

$39,900,000
rental property in 52 Monomoy Road
Monomoy
House for Sale

52 Monomoy Road

Nantucket MA, 02554
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.
10 beds10 Beds8 bathrooms8 Baths

$34,500,000
rental property in 256 Polpis Road
Polpis
House for Sale

256 Polpis Road

Nantucket MA, 02554
256 Polpis Road is an exceptional 6.42-acre legacy estate that offers stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, and Hehir Group Custom Builders have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the best that Nantucket has to offer. 256 Polpis Road boasts over 15,000 square feet of living space with sweeping vistas and panoramic views of the water, surrounded by lush natural landscape guided by Ahearn Landscape Design. At the heart of the property stands a spectacular main house boasting 10 bedroom suites, 3 floors of finished living space, floor-to-ceiling windows throughout highlighting the exceptional scenery, an 18X48' infinity-edge swimming pool, cabana, two-car garage, gym, movie theatre, and a billiard room. Winding trails lead directly to the harbor, offering access to cherished Nantucket pastimes like kayaking, clamming, and waterfront exploration. At the heart of this exceptional estate is a historically significant, iconic boathouse—a rare and irreplaceable amenity that’s every skipper’s dream. The property also presents the potential to secure an estate-side mooring, further elevating its appeal. Meticulously designed and curated by SLC Interiors, the residence is offered fully furnished, with no detail overlooked. Additionally, buyers have the opportunity to bring their vision to life with a custom two-bedroom carriage house. This is more than a home—it’s a Nantucket experience not to be missed.
12 beds12 Beds13 bathrooms13 Baths

$33,000,000
rental property in 36 Easton Street
Brant Point
House for Sale

36 Easton Street

Nantucket MA, 02554
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.
9 beds9 Beds9 bathrooms9 Baths

$28,500,000
rental property in 37 Sankaty Head Road
Sconset
House for Sale

37 Sankaty Head Road

Nantucket MA, 02554
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.
8 beds8 Beds9 bathrooms9 Baths

$26,850,000
rental property in 1 Ocean Avenue
Sconset
House for Sale

1 Ocean Avenue

Nantucket MA, 02554
A legacy estate in the heart of ’Sconset, One Ocean Avenue is one of Nantucket’s most iconic offerings. Spanning three parcels and perched above the Atlantic, this storied coastal compound includes four dwellings — the grand main house, The Rec Cottage, The Stable, and The Chauffeur’s Cottage — each thoughtfully preserved to honor its early 20th-century origins. Steeped in history, each structure tells a story of summers past and generations gathered. The additional guest cottages provide the rare luxury of privacy and independence, with kitchens and living spaces where family and friends can gather, relax, and entertain — all while enjoying the serenity of their own separate quarters. A true legacy property, this is a once-in-a-lifetime opportunity to own one of Nantucket’s most iconic landmark coastal estates. Set on 1.15 acres with sweeping ocean views and lush gardens, One Ocean Avenue offers a rare chance to carry forward a piece of the island’s enduring story.
12 beds12 Beds10 bathrooms10 Baths

$22,750,000
rental property in 15 Hallowell Lane
Cliff
House for Sale

15 Hallowell Lane

Nantucket MA, 02554
Nestled at the end of a quiet lane, 15 Hallowell Lane, completely rebuilt in 2015, offers a waterfront setting with sweeping views of the harbor and beyond while providing updated and modern amenities. This special property features private stairs leading directly to the beach, providing effortless access to the sand and sea. Positioned for breathtaking sunsets, the home is a serene retreat just moments from town. Completing the home’s thoughtful design, an interior elevator provides seamless access between all levels. A rare chance to own a piece of Nantucket’s coveted coastline, this property combines privacy, views, and direct beach access.
4 beds4 Beds4 bathrooms4 Baths

$22,000,000
rental property in 36 Warrens Landing Road
Eel Point
House for Sale

36 Warrens Landing Road

Nantucket MA, 02554
Nestled on Nantucket's prestigious Eel Point area, 36 Warrens Landing Road is an extraordinary estate finished in 2017, offering unparalleled luxury and elegance. Situated on 3 acres of pristine land, this property features seven bedrooms, eight full baths, and three half baths, making it a perfect retreat for those seeking comfort and sophistication. The estate includes a detached two-car garage with a finished studio above, a 16' by 44' pool, an 8' spa, and double cabanas; one to snack or entertain and one to lounge. The second story boasts spectacular water views, providing a serene and picturesque backdrop to this magnificent home. One of the standout features of this property is the "barn" room, a stunning space crafted with reclaimed American Chestnut, oak flooring, and beams sourced from various historic New England properties. This room exudes warmth and charm, featuring a natural stone fireplace that adds a touch of rustic elegance. The beautifully landscaped grounds offer privacy and tranquility, with multiple outdoor entertaining areas for hosting and relaxation. The attention to detail and high-quality craftsmanship are evident throughout the home, combining modern luxury with historical charm.
7 beds7 Beds9 bathrooms9 Baths

$21,000,000
rental property in 4 Shawkemo Hills Lane & 2 Wingspread Lane
Shawkemo
House for Sale

4 Shawkemo Hills Lane & 2 Wingspread Lane

Nantucket MA, 02554
Nestled 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. In addition to the primary residence on 2.39 acres, the property includes a non-contiguous adjacent 2.84-acre lot, bringing the total acreage to an impressive 5.23 acres. With this additional space, the possibilities are endless. Whether you envision creating a grand estate with additional structures, enhancing privacy, or preserving the beauty of this rare location for future generations, creating your perfect retreat will come with ease.
8 beds8 Beds7 bathrooms7 Baths

$19,400,000
rental property in 1,3,&3A Reeds Way
Tom Nevers
House for Sale

1,3,&3A Reeds Way

Nantucket MA, 02554
1, 3 & 3A Reeds Way. Elevated Oceanfront Expanding Over Nearly 6 Acres. A once in a lifetime opportunity to own this rare Tom Nevers offering brings together three ocean-facing residences across nearly six acres of premier frontage. Each home enjoys sweeping Atlantic views, direct beach access, and an elevated vantage point reaching up to ~65 feet above sea level. The property has been thoughtfully updated in 2025 with all-new cedar roofs and shingles, trim, windows, sliding doors, efficient heating systems, electrical upgrades, and extended decking designed for seamless indoor–outdoor living. The grounds showcase a resort-inspired setting: expansive lawns, a 18' by 36' heated pool, with auto cover two hot tubs, poolside cabana, outdoor kitchen, and dual outdoor showers—perfect for hosting gatherings across every season. Ample parking serves all three homes, while broad porches and ocean-facing decks frame the island’s most captivating sunrises and sunsets. Situated on private Reeds Way—yours to rename and make your own—this compound offers the flexibility to create a unified estate, preserve multiple guest houses, or hold as a multi-generational retreat. With rare acreage, dramatic elevation, and unobstructed Atlantic vistas, the property is as much an investment in lifestyle as it is in land.
15 beds15 Beds10 bathrooms10 Baths

$18,990,000
rental property in 35 Shell Street
Sconset
House for Sale

35 Shell Street

Nantucket MA, 02554
For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—is being offered for sale. Originally acquired in 1929 as a family estate, this storied property has since served as both an inn and a beloved single-family home. Rich in character, steeped in history, and unrivaled in location, this is truly a once-in-a-lifetime opportunity. The listing includes the abutting lot at 37 Shell st. Perched high on the bluff with sweeping views of the Atlantic Ocean, the estate features a stately main house complemented by a classic three-bay garage. A gracious covered porch welcomes you, leading into a stunning living room adorned with a fireplace, multiple seating areas, and a wall of windows that frame breathtaking ocean views. The residence is as functional as it is elegant, with a grand living room at the heart of the home separating two thoughtfully designed wings. The house offers over 10+ bedrooms—nine of which are ocean-facing—and six bathrooms, including two en suite rooms, and two bedrooms with a shared bath. The north wing includes an office/mudroom, a kitchen, pantry, and a formal dining room. The south wing features a den with a fireplace and a two-room suite with a private bath and separate sitting room. The dining room, main living area, and den all have direct access to a wide ocean-view deck, ideal for al fresco dining or shaded relaxation. Dual staircases—one in each wing—enhance privacy and circulation for residents and guests alike. Upstairs, the second level offers nine bedrooms, including a spacious primary suite that spans the depth of the house, connects the north and south wings, and features a dressing area and private bath. The north wing contains three bedrooms that share a spacious full bathroom. The south wing includes five bedrooms: three share a hall bath, while two twin bedrooms share a Jack and Jill bath. The expansive lawn stretching to the bluff’s edge, a private hedged patio with water views, and a second hedged patio has areas for a firepit, seating area, and space for lawn games. Additional amenities include two outdoor showers and direct access to the ’Sconset Bluff Walk and the beach via a Land Bank staircase. More than a home, the Wade Cottages represent a legacy—an irreplaceable piece of Nantucket’s heritage. This is a rare chance to own one of ’Sconset’s most treasured bluff properties, where generations have gathered and enduring memories have been made.
10 beds10 Beds6 bathrooms6 Baths

$18,875,000
rental property in 174 Cliff Road
Cliff
House for Sale

174 Cliff Road

Nantucket MA, 02554
Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors. Nestled on an exceptionally private one-and-a-half acres, the estate comprises three thoughtfully designed structures, anchored by a pool and landscaped outdoor living spaces. The property blends classic architectural charm with modern sophistication to feel both enduring and effortless. The main residence balances intimacy and scale, with gracious gathering areas complemented by more private retreats. The guest house includes a cabana with a disappearing wall that opens directly to the pool, creating a seamless indoor–outdoor flow. The stunning, newly built recreation barn features a dramatic open-plan design, currently serving as a gym and entertainment space while inviting endless possibilities. Perfectly oriented with a south-facing backyard, the property is designed for long afternoons of sunshine—whether poolside or savoring the surrounding natural beauty from one of the outdoor rooms. Just moments from town, beloved beaches, and celebrated conservation trails, 174 Cliff Road is where privacy, proximity, and modern Nantucket elegance meet.
7 beds7 Beds8 bathrooms8 Baths

$16,500,000
rental property in 51 Weweeder Avenue
Surfside
House for Sale

51 Weweeder Avenue

Nantucket MA, 02554
Your Beach and Entertaining Lifestyle Estate awaits! With breath-taking views of the ocean, unsurpassed access to the popular surfing beach of Nobadeer, and over 8,000 sf of high end, new construction, executed with a smart contemporary aesthetic, 51 Weweeder ticks every box. Imagine being able to grab a towel and walk out your backyard to the beach located less than 200 yards away. With six en suite bedrooms in the main house, including an entire nanny apartment located on the lower level, plus a separate studio apartment above the two car garage, there is plenty of room to accommodate large groups of family and friends. The exterior entertainment spaces abound. The generous pool (38' x 20') and spa (10' x 8) are a focal point, framed on one side by the first and second floor decks of the house and on the other side by the cabana. Choose between an intimate propane-fired fire pit located on the bluestone patio conveniently sited between the spa and cabana, or put your feet in the sand, while sitting around the 6' wood-fired fire pit built into a sand dune. The manicured lawn is an ideal location to set up a volleyball or badminton net, toss a football, or kick the soccer ball. Inside the main house, the entertaining spaces continue, with living rooms on three levels, accessed by a glass elevator or by a beautiful gently winding white oak and glass staircase. Additional bonus spaces include a game room with a bar, a home gym, and a 500 bottle-wine cellar, all located on the lower level.
7 beds7 Beds9 bathrooms9 Baths

$15,650,000
rental property in 105 Low Beach Road
Sconset
House for Sale

105 Low Beach Road

Nantucket MA, 02554
Private. Peaceful. Pristine. Set on over 6 acres at the end of Low Beach, sits this ultimate retreat. This property enjoys breathtaking views over sand dunes to the ocean beyond, Tom Nevers pond and backs up to 300+ acres of conservation land. Sit on the front porch and take in the sea breeze and calming sounds of the pond and ocean, or relax out back in the private outdoor pool and outdoor kitchen/dining gazebo. Stroll down a private path to the pond to launch your kayak. Kick off your shoes, breathe, relax and enjoy the serenity that this special property has to offer.
5 beds5 Beds5 bathrooms5 Baths

$13,995,000
rental property in 14 Correia Lane
Surfside
House for Sale

14 Correia Lane

Nantucket MA, 02554
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. This top-of-the-line estate will be completed by mid July, so don't miss the chance to make your dream home your own. Live luxuriously in Surfside!
6 beds6 Beds7 bathrooms7 Baths

$13,995,000
rental property in 15 North Water Street & 10 Sea Street
Town
House for Sale

15 North Water Street & 10 Sea Street

Nantucket MA, 02554
TWO FOR ONE. Existing 6 bedroom, 6+ bathroom home at 15 North Water Street and the vacant lot at 10 Sea Street with the potential for a 5 bedroom, 5+ bathroom home are now offered together as a package. The vacant lot has HDC approved plans ready to go. bUild the new home at 10 Sea Street or keep the property as is with creating over 1/4 acre ideally located in the heart of Town. No detail has been overlooked in the equisite renovation of 15 North Water Street. 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 ready for occupancy, offered fully furnished by Nantucket Looms. Flexible possibilities abound with this compound.
6 beds6 Beds7 bathrooms7 Baths

$13,500,000
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 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 Beds9 bathrooms9 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 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.

$11,750,000
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 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 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 8 Austin Farm Drive
Hummock Pond
House for Sale

8 Austin Farm Drive

Nantucket MA, 02554
Experience modern Nantucket living at its finest in this newly renovated 5-bedroom, 5.5-bath home located in the desirable Austin Farm neighborhood near Hummock Pond. Thoughtfully redesigned in 2024, this home combines coastal charm with contemporary luxury and offers the perfect balance of privacy and convenience. The first floor features a bright, open layout with a custom kitchen, dining area, and spacious living room. High-end finishes, designer lighting, and hardwood flooring create an elegant yet comfortable atmosphere throughout. All flows seamlessly to the outdoor entertaining spaces. The home offers two primary suites, one on the first floor and one upstairs, each with beautifully appointed ensuite baths. Three additional guest bedrooms on the second floor provide ample space for family and visitors. A cozy den compliments the upstairs spaces, a perfect spot to unwind. Step outside to a beautifully landscaped yard with a heated pool with hot tub, pool house, and multiple lounge and dining areas. Mature plantings offer privacy while maintaining a relaxed island feel. Located just minutes from town, the beaches, Bartlett’s Farm, and Miacomet Golf, this home provides convenient access to some of Nantucket’s most beloved destinations.
5 beds5 Beds5 bathrooms5 Baths

$10,195,000
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 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 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
Nantucket Real Estate | Congdon & Coleman since 1931