Real estate & homes for sale in Nantucket, MA

Welcome to One Ocean Avenue, the most iconic estate in ‘Sconset! Steeped in history, fully restored, thoughtfully improved and meticulously maintained, it is being offered in combination with 5 Ocean Ave and 6 Grand Ave creating an incredibly rare opportunity to own three adjoining properties which exemplify luxurious living on Nantucket. Entertain in "The Rec Cottage" and host guests in both "The Stable" and "The Chauffeur's Cottage." Each of the four dwellings has its own distinct style, yet together they create a cohesive and timeless estate surrounded by mature landscaping. One Ocean Ave offers the ultimate setting perched above the Atlantic Ocean offering spectacular views and convenience to both sandy beaches and the village center. This quintessential generational compound is now ready for its next steward.

Welcome to One Ocean Avenue, the most iconic estate in ‘Sconset! Steeped in history, fully restored, thoughtfully improved and meticulously maintained, it is being offered in combination with 5 Ocean Ave and 6 Grand Ave creating an incredibly rare opportunity to own three adjoining properties which exemplify luxurious living on Nantucket. Entertain in "The Rec Cottage" and host guests in both "The Stable" and "The Chauffeur's Cottage." Each of the four dwellings has its own distinct style, yet together they create a cohesive and timeless estate surrounded by mature landscaping. One Ocean Ave offers the ultimate setting perched above the Atlantic Ocean offering spectacular views and convenience to both sandy beaches and the village center. This quintessential generational compound is now ready for its next steward.

Moors End, a stately three-story brick home, was constructed between 1829 and 1834 by Jared Coffin, a wealthy mariner and ship builder, during the heyday of Nantucket’s prosperous whaling era. This iconic property, situated on over an acre of land, includes an extensive heirloom rose garden framed with formal boxwood hedges, and is encircled with a brick wall for privacy on Pleasant Street. Two additional structures complete the estate including Nine and Eleven Candlehouse Lane featuring an 1850 carriage house and stable and Two Mill Street, a 1921 home, with three bedrooms and three baths.

Escape to this dream waterfront compound in the heart of coveted Cisco, Nantucket. Enjoy breathtaking 180-degree Atlantic Ocean views from this exquisite waterfront property, across your ocean-facing lawn to one of the island's most desirable beaches. Situated on one of the largest parcels in the area, this front-row estate offers over 6,500 square feet of modern and elegant living space, featuring six bedrooms, six full baths, and three half baths, as well as a two-story guest house and attached garage. Designed to maximize its prime location, the estate seamlessly blends indoor and outdoor living with multiple decks, an indoor/outdoor sound system, a wine cellar, a workout room, and a large outdoor shower with dual showerheads. The gourmet kitchen, equipped with top-of-the-line appliances, two dishwashers, and a walk-in pantry, is perfect for entertaining guests or enjoying family meals. The property also features multiple wet bars, hardwood flooring throughout, built-ins, and an enclosed gym area. With ample room for family and friends, this stunning estate offers the perfect setting to create lasting memories. Conveniently located near popular island spots such as Bartlett's Farm, Cisco Beach, Cisco Brewery, 167 Raw Market and Food Truck, Miacomet Golf Course, and plenty more local favorites, you'll never run out of things to do. Don't miss this rare opportunity in one of Nantucket's most sought-after locations.

"Never Say Never" - A rare opportunity to purchase a spectacular waterfront compound on Tom Nevers Bluff comprised of three separate lots. This combined property would be perfect as a multigenerational investment. 27 Bosworth Road is a timeless 5 bedroom Classic shingle style home, oversized 2 car garage with a 1 bedroom apartment situated on 2 acres; 15 Lyford Road is a 3 bedroom, 3 1/2 bath waterfront home perched on Tom Nevers Bluff; and 3 Wanoma Way is vacant land with private beach stairs. The upside down main house was designed by Mark P. Finlay Architects of Southport, CT, designed by Brian J. McCarthy of New York, NY and beautifully built by Nantucket Builder Scott O'Connor. The waterfront house at 15 Lyford was recently renovated and decorated by Brian J. McCarthy interior design, and is offered fully furnished. The fabulous upside down main house has incredible water views, numerous decks, an expansive covered porch that runs the entire width of the house facing the water, and an extensive lawn. The Main house will only be offered as a package, and will not be sold separately from 15 Lyford Road. 15 Lyford may be purchased on it's own for $7,485,000 with deeded beach stair access.

Stunning waterfront compound where luxury living meets coastal charm brought to you by Emeritus Design and Planning, Kristy Kay Design, B Harris and Company Builders, Miroslava Ahern Landscape Design. The property features a custom 6 bedroom home, 2 bedroom guest house with 2-bay garage, pool, pickleball/sports court and private stairs to the beach with commanding views over Nantucket Harbor all the way to Town, Nantucket Sound, Wauwinet and Great Point. Step inside this elegant residence and be captivated by the seamless blend of high-end finishes and natural stone accents. Every room of this home has been meticulously designed with exquisite details, ensuring a sophisticated experience. Enjoy all that Pocomo has to offer from the boating to the fishing/shellfishing to the privacy to the breathtaking sunsets from this rare offering. Summer '24 completion date.

72 Main Street is a meticulously preserved piece of Nantucket's history that exudes a sense of place, where one instantly knows they are both in the heart of historic downtown and can appreciate that they are on an island. For more than two centuries, this home has stood prominently steeped in heritage and offers an exquisite glimpse into a time when craftsmanship and opulence defined Nantucket's landscape. This architectural masterpiece has been thoughtfully preserved, while modernization has been discreetly integrated into the interior to enhance functionality while preserving its historical details.

Located in Nantucket's prestigious Cliff neighborhood, 14 Lincoln Circle is one of the most thoughtfully and meticulously restored homes on the island - not simply renovated, but returned to its original grandeur. Some special highlights are its inlaid wood floors, ten-foot coffered ceilings, built-in cabinetry, rich wood paneling, elaborate trim, and a thoroughly modern kitchen. There are many areas for entertaining, relaxing, or private contemplation. The sunny breakfast room and large formal dining room can accommodate a quiet meal, or a grand dinner party. The basement is a world of its own. Nine-foot ceilings, wood flooring, and an array of amenities take the property over the top. There is a large great room with pool table, and cozy sitting area next to the fire place and beautiful built-in bar. The full bath, steam shower, sauna and exercise studio provide relaxation and rejuvenation. Your wine collection can be kept perfectly in the climate-controlled wine room. The additional storage this basement provides will allow you to keep the rest of the house clutter free. The upper floor of the home provides for the most extensive views available from inside. Of course, you can step out onto the 200 sqft deck to enjoy the views as well. Two en-suite bedrooms and an additional living area round out the space. Not to be overlooked, is the 900+ square foot roof top deck. It is believed to be the largest of any residential property on the island, and is easily accessed from a standard sized staircase leading up from the second floor. As you might expect, the views are spectacular. ~The property is made complete by the new construction of a second dwelling at the rear of the lot. It has open concept floorplan on the main level with living, dining, and kitchen. There is a half-bath and laundry. A large two-bay garage is accessible from this floor. Upstairs are two large bedrooms (one has an en-suite bath), a shared full bath, and a den/bunk room. The den can be closed off and would make an ideal office. ~HDC approval for swimming pool.

Nothing Compares. Welcome to “The Dips” - an island sanctuary. An uncompromising combination of design and quality, The Dips is the first of its kind and the ultimate luxury estate on Nantucket. This custom-built, exclusive retreat offers the best of island living: privacy, big sky views, and water views, all set on a sprawling 3.7 acres that abuts forever protected Conservation Land. Comprising 13,000 square feet of finished living space, The Dips has 13 bedrooms, 19 bathrooms, an oversized garage with a studio, and two of every outdoor feature. This compound is high-tech, high touch, and can sleep 30+. An extraordinary opportunity awaits to own your Nantucket compound.

Waterfront living at its best, fronting directly onto Sesachacha Pond in a very private part of Quidnet, with views of the ocean and Sankaty Lighthouse. If you are looking for a "one of a kind" Nantucket estate, this is it! Tucked behind a gate down a long hedge lined drive you will find this gem of a property. Designed by Workshop APD and built by Reid Builders of Nantucket, this property affords the highest quality and detail. Two very private homes, two garages, a boardwalk to the water, an infinity edge swimming pool, flower and vegetable gardens, and access to tennis. There is also an 8-bedroom septic system and well over 5,000 square feet of ground cover remaining.

6+ acres of the most spectacular waterfront on Pocomo Point with abounding views across the harbor to Coatue and Town. The setting is unmatched on Nantucket with over 400' of coastal beach where your boat could await you just off the shore. A winding shell drive descends from a higher elevation looking over the Medouie Creek estuary, weaving past the tennis courts and cutting garden to a Carriage House. The Carriage Guest House and Studio frame the pool with a terraced patio that leads to the Main House. There is a fantastic barn building with room for 3+ cars and a charming gazebo in the cutting garden. A path at the edge of the lawn leads to the beach stairs. Changing tides and light with coastal breezes make the experience of this property truly exceptional.

PARADISE FOUND: the ultimate Nantucket compound awaits you at 30 Devon! Affectionately known as "The Dips" this island sanctuary is a magnificent place of peace where you can rest, reflect and recharge in the lap of luxury. A private hideaway, situated on 3.7-acres, The Dips comes with unobstructed ocean views and abuts Conservation Land. The first of its kind and masterfully crafted, The Dips is a state of the art retreat. The compound boasts a seven-bedroom Main House (The Big Dip) and five-bedroom Guest House (The Little Dip) All twelve bedrooms are ensuite and there is an additional studio above the garage. The interiors of The Dips have been stylishly curated with a focus around modern sophistication and minimalism. The Main House has a separate office, media room, full gym and six person sauna. The full estate can easily sleep 30 and offers many spaces to gather and entertain. With lavish Ipe decking, the Main House and Guest House each have their own separate outdoor sanctuary. These areas offer guests numerous experiences: from lounging poolside to conversing at the fire-pit to al fresco dining under the pergola. The Main House also has a full service cabana with a drop-down movie screen, living area, half bath, outdoor shower, full kitchen and bar. This is the place for you, your family and your friends... Nantucket is the location and The Dips is the destination.

Set on nearly two acres in the Cliff area, this newly constructed estate property offers the ideal blend of open and private spaces with panoramic views of the ocean from both the first and second floors. Designed by Workshop / APD and flawlessly executed by CMC Construction, the six-bedroom main house, one bedroom guest cottage and 50-foot pool and spa were superbly designed and constructed. Its setting affords a great vantage point to the activity of Nantucket Harbor, proximity to 200+ acres of conservation land to the south, and quick access to north shore beaches. Offered fully furnished, 218 Cliff Road is the ideal luxury and turnkey property.

Once upon a time, the historic Sea Cliff Inn graced this spectacular Cliff location offering the finest accommodations to wealthy Summer visitors. Wonderful distant views of the Harbor and Sound combined with easy access to Town and Beaches make this one of the most sought-after locations. Since 1982, white gates now beckon the entry into a circular drive offering award-winning architecture in the 7-bedroom main house, the 3-bedroom guest cottage and 2-car garage. Being offered fully furnished and turn-key, the property has ample parking for generations of family members and a very large yard which could easily accommodate a pool and spa. The property features a total of 10 bedrooms, 10.5 bathrooms, 3 kitchens, two wood-burning fireplaces and distant water views. HDC-approved plans by Chip Webster include an 18 X 32 pool allowing this property to be re-imagined and expanded. Ample room for a Sports Court.

Quintessential Nantucket! The way it was... and the way it always will be. Escape to this perfect Nantucket paradise. Site surrounded by nearly a thousand acres of open space and ocean beyond. Cisco promises even more. Beautifully designed home offers cathedral ceilings, open space plan, privacy abounds, views from every room.

Welcome to this stunning pond front home with breathtaking ocean views located in a private and exclusive Cliff Road neighborhood. Located on a two acre lot, this home offers the ultimate serene setting to unwind and enjoy the beautiful surroundings. This custom built home boasts high ceilings, stately millwork, and coffered ceilings, all masterfully designed by Botticelli & Pohl Architects. Featuring a five bedroom and six bathroom main house encompassing three finished levels of living including hardwood floors, cozy fireplaces, and a fully finished walkout lower level. Step outside to enjoy the swimming pool, hot tub, fire pit, and outdoor space with panoramic sunset vistas. The detached two car garage includes two guest suites, two full bathrooms with two galley kitchenettes. Situated near the Cliff Road Bike Path with access to a shared tennis court, this home is perfect for those who enjoy the beauty of the outdoors with close proximity to Nantucket town. Don't miss out on your chance to own this slice of Nantucket paradise.

Welcome to your dream beachfront home! This stunning property features an expansive open-concept living space that seamlessly integrates the kitchen, dining, and living areas, perfect for both entertaining and relaxing. Elegant French doors open to a generous patio with direct access to a private walkway leading to the beach, offering unparalleled views and immediate access to the oceanfront. The first floor boasts a luxurious primary suite with a spacious ensuite bathroom, a beautifully designed walk-in closet, and a built-in vanity. Additionally, a charming twin room with its own ensuite bathroom is located off the mud/laundry room, complete with a private exterior exit and an outdoor shower. An adjacent office with a half bathroom provides a versatile space for work or leisure. The second floor includes a serene queen bedroom with a private ensuite bathroom, a cozy living space with a balcony overlooking the beach and ocean, and another balcony at the front of the house with scenic views of the lush yard and conservation land across the street. A full bedroom and a charming twin room share a well-appointed hall bathroom. The partially finished basement offers ample storage space and potential for future expansion, while the finished gym room is ready for your workouts, ensuring you stay fit and healthy without leaving home. Experience the perfect blend of luxury and functionality in this exceptional coastal property, where every detail is designed for your comfort and enjoyment.

"Belvedere", where privacy, panoramic views, and the backdrop of the Atlantic Ocean are forever preserved. This sophisticated five-bedroom home offers unmatched seclusion in the Smooth Hummocks area, just 2 miles west of Downtown Nantucket. The south-facing lot is uniquely positioned abutting over 100 acres of conservation land, yet just a stone's throw to some of Nantucket's most beloved institutions such as Bartlett Farm, Cisco Brewery, and 167 Seafood. Designed for luxury living with exceptional kitchen and fixtures, all seamlessly blending with the natural, surrounding beauty. An in-ground pool and garage complete this ultimate retreat. For the discerning buyer seeking star-lit skies, ocean breezes and a front row view of spectacular sunsets, don't delay - seize this rare opportunity to make this exclusive sanctuary your own.

Enjoy sunsets and water views from this stunning 6-bedroom Surfside compound. This spectacular property contains numerous buildings: a 3 bedroom, 3.5 bath custom crafted main house, a 3 bedroom, 3.5 bath guest house, pool, pool cabana with ½ bath and a 2- car garage with studio just a stone’s throw to Surfside beaches. 14 Nonantum Avenue is a private oasis that offers the perfect setting for family and guests to enjoy the ultimate Nantucket lifestyle!

The Best of The Best with double water views. Ocean and Harbor front. Sunrise on the Atlantic to Sunset over Nantucket Harbor. Boating and beach bound with the best views on the Island and all the modern day creatures of comfort. Classic wood paneled walls and ceilings balance the endless water views and exude a feeling of summer timelessness. Numerous decks and porches lead eyes to water in every direction. There are five working fireplaces strategically located to offer soothing comfort and warmth. The six full bathrooms and two half baths have custom tile work and luxury water works fixtures. There is a spacious kitchen fully equipped with double Wolf ovens, six burner Wolf range, Wolf steamer, Dacor warmer oven, two Miele dishwashers and a 48" Sub Zero with two freezers and two refrigerators. The Master wing has two bathrooms each with sweeping views of the Harbor. There are French Doors to a covered deck looking over the Harbor towards town, French Doors to a deck overlooking the dunes to the Atlantic, a built in king bed and fireplace complete this remarkable bedroom. The sweetest spot with a memorable luxurious beach house to cherish and enjoy for years to come.

The beach is your backyard. This Brant Point waterfront property has private beach access and outstanding water views. A calm water beach is yours to enjoy swimming, boating or just gazing at the mesmerizing views. An inviting and comfortable home with classic style. Gracious entry into large foyer with beautiful formal staircase. To the left is a lovely office and den with comfortable seating area and fireplace. The living room at the rear of the home has a fireplace surrounded by built-ins and access to a furnished sun porch and the private deck beyond. Adjacent is the beautiful dining room with French doors to the deck facing the harbor. The kitchen has a breakfast nook with built in seating, granite countertops and high-end appliances. There is access from the kitchen to a private covered porch with shaded seating al fresco. The first floor also has a side entrance that leads to a single bedroom that doubles as the laundry room and has a full bath. The second floor has a large stairway landing providing access to four bedrooms. In the front is a single bedroom en-suite. In the center of the second floor is a wing with a king bedroom and a twin bedroom that share a private bath. To the rear is the primary suite with oversized private bath and access to balcony. The third floor is a twin bedroom, private balcony, and private bath. One step off the back deck, and your toes are in the sand.

Welcome to oceanfront luxury living! Ocean breezes and the soothing sound of the surf abound from this spectacular Madequecham property situated on over 3 acres of prime beachfront. Take in the breathtaking south shore views over the lush lawn and natural vegetation. This coastal retreat features five spacious bedrooms, six and one half baths and enjoys over 5500 sq ft on three floors of open living with all the modern conveniences. Enjoy a dip in the private outdoor pool, relax in the hot tub or take a stroll on the boardwalk down to the beautiful pristine sands of Madequecham beach and the refreshing Atlantic ocean. A perfect spot for relaxing, entertaining under the sun or stars and creating lasting memories.

This is a rare opportunity to acquire an 11+ acre property with spectacular harbor views. This Monomoy location is one of the most exclusive on island and is still located close to Town, shopping, and conveniences. Enter the private and serene setting from a highly elevated vantage point with rolling landscape spilling down towards the harbor front. Picture an impressive compound with main house, cottage, pool, and tennis court all taking advantage of a view that is a moving picture of Nantucket Harbor by day and dramatic sunsets by night. This offering can be subdivided into 3 significant but separate parcels. Optimize the current structures which include the main house & multi-car garage/cottage on the properties or start fresh with a brand new vision.

Set on over 6 acres at the end of Low Beach, sits this ultimate private 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. Kick off your shoes, breathe, relax and enjoy the serenity that this special property has to offer.

24 Flintlock is an extraordinary family compound on 2.45 acres and abutting Nantucket Land Bank conservation land, offering unparalleled privacy. The sprawling estate includes a six-bedroom main house, a three-bedroom guest cottage, a pool house, a garage with a studio apartment and beautifully manicured landscaping. The exceptional outdoor oasis is ideal for entertaining and features a 20' x 36' heated Gunite Pool surrounded by bluestone, a spacious pool cabana with interior and exterior living space, a masonry brick outdoor fireplace, an outdoor kitchen and bar area with seating for 8. The spacious parcel provides ample room to add a tennis court. The property commands a significant weekly rental price of close to 6 figures in the rare instances it is rented for one or two weeks per year. Esteemed designer Trisha Wynn Designs decorated the property and is offered fully furnished, turnkey and ready for a family to start creating their Nantucket memories.

This is a rare opportunity to acquire nearly two acres of land directly across the street from Tuppancy Links and in close proximity to the calm North Shore beaches. Truly one of the most exclusive areas on the Island and conveniently located within easy access to The Westmoor Club, town and bike paths. Picture a gracious home with decks, porches, patios, and covered outdoor living and dining areas. A full lower level with home theater, gym, and wine cellar is a possibility here. A gleaming pool surrounded by beautiful stone, or lush lawn can be the focus of outdoor life. The zoning generously allows for 12.5% ground cover. A buyer will have the opportunity to retain the entire parcel, including the existing home and garage or can utilize the opportunity of the ANR subdivision, resulting in two lots. The front lot is 40,000 square feet and the rear lot is 48,000 square feet. The seller will deliver the property on July 1, 2025 with an approved ANR sub-division plan and septic designs for 10 bedrooms on each lot. The property is occupied. Please do not drive down the driveway.

With its prime location and luxurious amenities, 14 Nonantum offers a truly unparalleled Nantucket experience. Whether you're lounging by the pool, enjoying a meal on the deck, or taking in the stunning views from the roof walk, every moment spent at this exquisite compound is sure to be unforgettable. Escape to this coastal retreat and immerse yourself in the beauty of Nantucket living. From the tranquil surroundings to the stylish interior design, 14 Nonantum is a place where luxury meets relaxation. Don't miss your chance to experience the pinnacle of island life at this remarkable property. This compound features a custom 3-bedroom, 4.5-bathroom Main House, a 3-bedroom, 3.5-bathroom Guest House, a swimming pool with integrated hot tub, a pool cabana with a half bathroom, and a two-car garage with a studio apartment.

The Isaac Macy Home is a stunning example of a Greek Revival home built in 1822 and owned by a Nantucket merchant family. Over the past four decades, the current owners have enjoyed the property as a summer retreat. The property is located on a prominent block of Pleasant Street on an oversized and beautifully landscaped site. The main house enjoys considerable space and balances the combination of modern open living off the rear of the house that overlooks the gardens as well as retaining the many elegant original details. There are beautiful terraces, lawns, gardens, and a water feature that leads to a spa. The guest house is a fully equipped two-bedroom home built in the late 1990s and is a wonderful retreat for friends and family. In addition to off-street parking for multiple cars, an oversized two-car garage is attached to the guest house.

Generational Compound opportunity to own 3 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street ¼ mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with 8600 sq ft of ground cover allowed on 18,723 sq ft of land. Current parcels include a beautiful 4/3.5 main house, a garage with 1 bedroom apartment above it, and two structures to be moved or taken down on independent buildable lots on Union Street side to either merge into a family compound, or develop into a water view hotel by right. Property viewshed already has 14 properties that have been acquired by the town or the Land Bank, with well publicized plans for enhancements.

Generational Compound opportunity to own 3 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street ¼ mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with 8600 sq ft of ground cover allowed on 18,723 sq ft of land. Current parcels include a beautiful 4/3.5 main house, a garage with 1 bedroom apartment above it, and two structures to be moved or taken down on independent buildable lots on Union Street side to either merge into a family compound, or develop into a water view hotel by right. Property viewshed already has 14 properties that have been acquired by the town or the Land Bank, with well publicized plans for enhancements.

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 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. One of the most exciting aspects of this property is the unique opportunity for the buyer to collaborate with the builder to select all finishes, allowing you to personalize every detail to your taste. This top-of-the-line estate will be completed by late spring, so don't miss the chance to make your dream home your own. Live luxuriously in Surfside!

Recently renovated and in immaculate condition this unique offering is located at the beginning of the happening Straight Wharf. Currently set up as a profitable restaurant on the first floor, two bedroom two and half bath with great views of the harbor, one bedroom one bath on the second floor and a three bedroom three and half bath penthouse with spectacular views from the deck or the easily accessible roof walk. A great single family home with commercial income. The restaurant is approved for 80 person capacity. There are three fully stocked residential kitchens with high end appliances and a commercial kitchen. Per zoning there is the potential to create four condominiums.