Real estate & homes for sale in Nantucket, MA

39 Orange Street, a masterclass in architectural ingenuity where stunning renovation seamlessly blends historic charm with modern luxury. This sun-drenched in-town lovingly cared for & maintained home showcases the elegance of a historic stately captain's home combined with the desired amenities of today's discerning buyers. With 7 bedrooms and 8.5 bathrooms in the Main House, along with a one-bedroom guest Cottage @ 2 Plumb Lane this significant property is prominently situated on an oversized lot at the corner of Orange St. and Plumb Lane. Offering approximately 6,000 square feet of living space in the Main House and 460 square feet in the Private Cottage/Party Barn. The craftsmanship and attention to detail throughout the home are remarkable, with high ceilings, exquisite moldings, antique king pine original floors, multiple fireplaces and a wine cellar among the features that add to its allure. The finished basement provides additional space for recreation or relaxation. Located in Nantucket's highly sought after Historic District, this property offers off-street parking and substantial room to grow with remaining ground cover. Its coveted location on upper Orange Street provides both privacy and proximity to downtown Nantucket - an opportunity for those looking for a Completely Restored Historic deliverable Luxury Island Asset with the Incredible Upside of 2 Plumb's Optionality

In the heart of Sconset, this classic east-side property is comprised of the main house, guest house, garage, and pool on two separate lots. Soak up the summer days on the wrap-around covered porch, by the sizeable pool, and on the manicured lawn. There is ample ground coverage available should one need more.

"Reunion" is a Truly Spectacular & Esteemed Baxter Road Estate with over a century of legacy, offering breathtaking views of the Atlantic Ocean. This 'Sconset Bluff Gem is a cherished summer getaway in the highly coveted area of Sconset, perched high above the Atlantic, exuding character and charm - Nestled on a sprawling lot, 63 Baxter features a stately main house with six bedrooms from the early 1900s, a delightful three-bedroom guest cottage added in 2004, and a separate garage. With its timeless architecture and meticulous craftsmanship, this home blends rich history with modern comforts, preserving its historic allure. Expansive balconies and porches provide the perfect vantage points to soak in the panoramic ocean vistas, making every moment spent here truly magical. Don’t miss the opportunity to own a piece of history in this prestigious location and create lasting memories in a place where the view lines never end.

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.

Stunning new construction by seasoned developer Christopher Fiumara and built by Falkon Builders. Six bedroom house with attached two bay-garage, one bedroom guest house, and pool/spa thoughtfully designed by Mark Cutone Architecture + to take advantage of the oversized lot that abuts Land Bank on highly sought after Pilgrim Road. The property features over 8,700 sf of living space spread over well balanced rooms that seamlessly blend the indoors with the outdoors, which features amenities like outdoor pizza oven and kitchen. Sold turnkey with furnishings and interior designs curated by Melanie Gowen Design. Lush and private landscape artistically designed and installed by Ferrantella Landscape.

Beautifully renovated from top to bottom, 34 Bosworth Road is a stunning property perched high atop a well-vegetated oceanfront bluff in Tom Nevers. This four-bedroom home with generous bonus spaces affords views over the Atlantic and captures the full path of the summer sun. Thoughtfully laid out and meticulously styled, the interior is fabulously illuminated, from sun-up to sun-down. Outside, the home is embraced by a spacious and verdant lawn and a wrap-around porch perfect for taking in the views. Take a dip in the jacuzzi, or take to the beach-access stairs just beyond and enjoy an ocean plunge. This property is a must-see island oasis, brimming with features and perks.

Vibrant and fresh, 1 Cliff Lane is impeccably styled and designed for your ultimate summer enjoyment. With a structure designed by Botticelli & Pohl and brought to fruition by Cross Rip Builders, high-end finishes and thoughtful touches abound. This home was completed in 2016 and offers five bedrooms and six-and-two-half bathrooms, high ceilings throughout the open-plan first floor, and a perfect location. Spend your days lounging by the pool or cooling off in the cabana, or make the short trek to local darling Steps Beach; either way, your summer is poised for perfection.

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 2023 - 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.

Brand new estate style compound in sought after Dionis. Luxurious offering where privacy and master craftsmanship blend together to create a comfortable oasis. All the amenities you want with nine bedrooms and corresponding baths, two powder rooms, double pantry, full outdoor kitchen and multiple decks. Main house, carriage house with cottage and two car garage. Outdoor is an inviting pool, spa, fire pit and pool house cabana. The Cabana features a large Island and outdoor stainless steel grill area covered by a handcrafted pergola. Grasscloth wall paper and custom tile work throughout. Less than a mile to Dionis beach.

Situated down a winding shell driveway sits this beautifully designed and constructed family compound. Located very close to Surfside Beach it features 6 bedrooms and 6 full baths. The main house includes 5 bedroom suites, while an additional bedroom suite is in an apartment above the garage. The property boasts all the upscale features expected in a high-end project. 20X40 pool, high-end appliances, garage, cabana and lots of privacy. A short distance to the popular south shore beaches, 151 Surfside Rd. is scheduled for completion in the fall of 2024. Enter into a contract now to add your personal touches.

"Welcome to 'Heart of the Sea,' an exceptional custom-built compound epitomizing elegantly relaxed island living. Built by Residential Artisans O'Conner Custom Builders and designed by renowned architect Chip Webster. This meticulously crafted estate offers panoramic views, a private lifestyle, with superior quality throughout the main house, guest cottage, and exquisitely landscaped grounds. Nautical design elements, high ceilings, and multiple transom windows create an open and airy ambiance. The main house features a private first-floor guest suite, soaring ceilings, a gracious living room with a fieldstone fireplace, multiple sitting areas, a chef's kitchen, a carefully curated second level including an impressive office, master suite and bedrooms, all replete with exterior decking showcasing idyllic views and vistas. The lower level is it's own oasis of light filled living spaces, including a media room, another sitting area, gym, sauna & bar area. The guest cottage provides its own private retreat with two ensuite bedrooms, another chef's kitchen, and its own outdoor living spaces. The exterior boasts meticulous brickwork, herringbone-laid patios, and a circular drive, completing the perfection at 14 North Pasture. This timeless estate with dramatic views is impeccably maintained, offering a unique blend of classic and contemporary design elements, ideal for multigenerational living. Don't miss the opportunity to acquire this magical setting for the ultimate island lifestyle."

Craft your sanctuary in the heart of the prestigious Cliff neighborhood, seizing the opportunity presented by this rare oversized parcel on coveted Pilgrim Road. Zoning generously allows for over 8,500 square feet of ground cover providing ample room to create your dream private compound within walking distance of town, north shore beaches and the popular Westmoor Club; possibilities are limited only by your imagination. Shown are preliminary site plans which include a 6+ BR main house, 2 BR guest house, garage/office, pool and cabana. The town sewer provides the flexibility for an unlimited number of bedrooms to suit your preferences. Hanley Development, one of Nantucket’s premier builders, is available to build your dream house if desired. Alternatively, explore the potential to subdivide to tailor the property to your needs, subject to approvals. Listing is for land only.

This oceanfront four-bedroom home is privately set at the end of a quiet tree-lined drive. The immaculately maintained and tastefully appointed home has four ensuite bedrooms, multiple spacious living areas, a study, and a professionally equipped kitchen. From the sunroom is a pool accented by a bluestone patio. A private path winds through the dunes to the secluded Squam beach. Immediately begin enjoying the quiet comfort of this uniquely private waterfront home.

Surfside Estate set on 1.14 acres, recently renovated in 2022, consisting of 4 bedroom Main House, 2 bedroom Secondary Cottage, One and a half car garage with Studio Apartment above, Pool Cabana and 16' x 32' heated gunite pool with waterfall and multiple lighting. The property is beautifully landscaped, inclusive of irrigation and uplighting. Ideally located only 4/10ths of a mile to Fisherman's Beach down a dirt road.

Privacy and convenience highlight this unique location. Situated halfway between town and Cisco beach, this elevated property sits on 2.25 acres and is nestled close to large swaths of conservation land. Hanley Development has partnered with Emeritus to create an incredible estate on this special piece of the island. The home offers 4,000 square feet of ground cover with the potential of eight bedrooms between three buildings. Each structure opens to a large pool that overlooks a conservation easement. Expansive decks and multiple outdoor spaces highlight this unique space. Construction has not yet started, but there are approved plans. The plans take advantage of the higher elevation and southern exposure with the house overlooking a field of wildflowers. A portion of the property closest to Hummock Pond Road has a conservation easement, but can still be used for agricultural use or to pasture a horse.

This exquisite custom home has undergone a complete renovation down to the frame, resulting in a brand-new home with modern systems, windows, and a roof. The home is in the highly sought-after Cisco area near popular attractions like Bartlett Farm, Cisco Brewers, Miacomet Golf, and stunning south shore beaches. Boasting five elegant bedrooms and five-and-a-half bathrooms, this stylish property features impeccable landscaping, a luxurious pool, and an inviting patio with a fire pit. With multiple outdoor seating areas, this home provides the perfect space for entertaining, relaxing, and taking in the breathtaking views of Bartlett Farm. Included in this sale is an additional lot with septic capacity for five more bedrooms, providing even more opportunity to make this dream estate your own.

Stunning six bedroom house with attached two bay-garage, one bedroom guest house, and pool/spa in highly sought after Pilgrim Road/Cliff neighborhood. Meticulously designed layout to seamlessly blend the interiors and exteriors and take advantage of the oversized lot that abuts Land Bank with stunning pastoral views. The property features over 9,300 sf of living space spread over well balanced rooms, including the living room with 25' ceiling. Abundant amenities including custom outdoor pizza oven and kitchen, oversized steam room, six sets of washers and dryers, electric car chargers and detailed mill work throughout. Sold turnkey with exceptionally curated furnishings and interior designs. Artistically designed lush and private landscape with gorgeous uplit driveway approach. Very rare offering.

Private Cliff compound surrounded by nature. Filled with natural light, the open concept floor plan and mature landscaping blend the outside with the inside seamlessly integrating multiple living areas and the well appointed kitchen. The thoughtfully designed outdoor space with pool, fire pit, outdoor kitchen and dining area make this the perfect spot for entertaining. The fully equipped two bedroom cottage rewards the property by acting as an additional entertaining space and pool cabana. There is a second shelled driveway off Pilgrim road with access to the over-sized garage.

Brand new, oceanfront luxury home with powerful views atop one of Nantucket's most cherished south shore beaches. This Slacktide built masterpiece features six en suite bedrooms, a pool with spa and baja shelf, sunken bluestone firepit, an outdoor kitchen, Lutron lighting system, Sonos throughout, and 200 feet of beachfront escape with a private staircase down to the ocean. Enjoy views throughout this property as the open concept on the main level has the ability to open out to the infrared heated and covered deck through two large accordion doors. Whale watching, sunset viewing, fishing and surfing are a few of the activities in which memories can be made at 14 Madequecham Valley Road. With over 6,000 square feet of livable area this structure includes a two story primary suite with heated floors in the bathroom, two walk in closets and sliding doors open out to a private deck and outdoorshower. Two second floor en suite guest bedrooms also have private decks with sprawling views of the coast. The large lower level with 10' ceilings contains a wine room, media room, sauna, two en suite bedrooms and a gym.

Discover the charm of Sconset at 14 & 16 Coffin Street, a classic east-side property featuring a main house, guest house, garage, and pool. This exquisite estate spans two separate lots and offers ample space with over 4,300 sq ft of additional ground coverage available. Enjoy summer days on the wrap-around covered porch, by the expansive pool, or on the beautifully manicured lawn. Experience the perfect blend of luxury and tranquility in this desirable Sconset location.

Private Cliff compound surrounded by nature. Filled with natural light, the open concept floor plan and mature landscaping blend the outside with the inside seamlessly integrating multiple living areas and the well appointed kitchen. The thoughtfully designed outdoor space with pool, fire pit, outdoor kitchen and dining area make this the perfect spot for entertaining. The fully equipped two bedroom cottage rewards the property by acting as an additional entertaining space and pool cabana. There is a second shelled driveway off Pilgrim road with access to the over-sized garage.

A winding shell drive leads to "Island Time" & "Behind Time". 8 Jefferson is a four bedroom, four and one half bath main house with additional two car garage and one bedroom studio. This custom-built masterpiece by Josh Brown has been meticulously maintained with many thoughtful details. A large, private lot in the coveted Brant Point/Cliff neighborhood provides easy access to harbor beaches, the Galley and town. The dramatic open floor plan captures the panoramic views of the harbor and conservation green space surrounding in all directions.

Discover the perfect setting at 2 Hedgebury Lane, an exceptional family compound within minutes of downtown. This exquisite property features a stunning main residence, a brand-new guest house, and a recently constructed pool and cabana. Outdoors, you'll enjoy covered decks, a gas fire pit, outdoor flat-screen TVs, and a serene patio ideal for barbecuing at the built-in grill. The heated pool, surrounded by elegant bluestone, serves as the heart of this communal space, seamlessly connecting the two homes. This property promises an unparalleled living experience with roughly 430 square feet of ground cover available for expansion and presents a compelling investment opportunity.

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 .It could also be a great private home.The property has potential for 75% ground coverage. 3,344 sf on ground now. 2,236 sf remaining.

One of the largest parcels of land in Nantucket’s Old Historic District spanning from India Street to Rose Lane. Sitting high above India Street, this elegant Georgian-style home was built for noted whaling Captain David J. Baxter in the early 1830s. The home exudes charm and character that evokes thoughts of Nantucket’s prosperity during the glory days of the whaling era. The interior boasts high ceilings, many original details and spacious rooms. A three lot subdivision has been approved by the Nantucket Planning Board, which would allow a buyer to place multiple dwellings on the property.

This exquisite custom home has undergone a complete renovation down to the frame, resulting in a brand-new home with modern systems, windows, and a roof. The home is in the highly sought-after Cisco area near popular attractions like Bartlett Farm, Cisco Brewers, Miacomet Golf, and stunning south shore beaches. Boasting five elegant bedrooms and five-and-a-half bathrooms, this stylish property features impeccable landscaping, a luxurious pool, and an inviting patio with a fire pit. With multiple outdoor seating areas, this home provides the perfect space for entertaining, relaxing, and taking in the breathtaking views of Bartlett Farm. An additional lot is available for $2,975,000, providing even more opportunity to make this dream home your own.

6.2 acres in one the most picturesque locations on the island.  Looking across the estuary into the upper harbor, the main house and guest cottage are poised to take advantage of sweeping water views and the horizon of Town.  Changing light, windblown grasses and turning colors enhance the vista from season to season. Sunsets are spectacular. The abutting Nantucket Conservation Foundation land further compliments the quietude and tranquility of this spot. Extensive stone work and vegetation blend seamlessly into the landscape. Medouie Creek Association property owners share deeded mooring rights with private access to Polpis Harbor right off Medouie Creek Road. There is a floating dock and storage for kayaks, dingy and stand-up paddle boards.

Welcome to this beautiful waterfront home! 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.

This brand-new build set on Cliff Road will be completed by summer 2024. Nestled in a prime location, 84 Cliff is the ideal home for summer fun on Nantucket with easy access to Steps Beach, Cliff Road bike path, Something Natural, The Westmoor Club and all that town has to offer. This exquisite property boasts a five bedroom main house complete with an attached garage and a one bedroom, one bathroom poolside cottage. The design marries traditional Nantucket charm with modern amenities, and the backyard/pool area is surrounded by trees, flowers and privet hedges providing ample privacy.

Monomoy Creeks home sited on over 3 acres of waterfront property, facing west toward town with amazing sunset views. This restored property offers the best of Nantucket summer (or all year) living. The house offers views from almost every room. In addition, there is a pool cabana, a garage/storage shed, and a new in-ground heated pool. Broker owner.

This purposefully designed custom home was conceived to reflect its prime location on two pastoral acres in beautiful Cisco, Nantucket’s tranquil corner of the Island where real life is really beautiful. Positioned between wide, sandy surf beaches and acres of conservation and farmland, 196 Hummock Pond Road was designed for casual ease and to absorb all things meaningful for authentic living. Multi-generational family gatherings, sandy feet, and buckets of sunscreen were all top-of-mind when developing this heirloom property. This newly constructed five-bedroom and five and half bathroom main house, garage, and heated Gunite pool were designed and built with meticulous care by Shelter 7 with thoughtful custom architectural details throughout. Being offered furnished for enjoyment this season. A favorite feature of this property is the private nature path at the rear of the property that leads to the beach. Nantucket’s best beaches, Landbank’s Gardner Farm property, Sustainable Nantucket’s farmstead, 167 Fish Market and Food Truck, Cisco Brewery’s live entertainment, and Bartlett’s Farm are all moments from this home and easily accessible by bike path or foot making summer traffic easily avoidable.

A rare seven acres nested in a beautiful pocket between Monomoy and Shimmo with an approved Notice of Intent. ConCom filings can be modified to the vision of new owners. The elevation of 4 Cathcart affords second floor harbor views and rolling topography to enhance the future landscape. The Land Bank beach 1/3 mile down the road offers easy access to the harbor for walking and boating. With glorious Monomoy sunsets and a weave of dirt roads connecting Monomoy to Shimmo and the Polpis Road beach access, this location has so many advantages. 4 Cathcart also abuts four acres of Nantucket Conservation Foundation creating a wonderful nature sanctuary that sings with the chorus of birds and peepers. As one of the last larger offerings of land on the island, this opportunity to build your home in the scale you choose is not to be missed. The property affords generous space for primary and secondary dwellings as well as outbuildings, pool and tennis. You can evolve over time with generations in mind and cultivate a landscape of exquisite privacy. The proposed draft site plan was designed by renown architect Patrick Ahearn.