Nantucket Real Estate Listings

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.

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.

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.

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, 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. 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 that won't last.

Located in coveted Monomoy, abutting conservation land with 2nd-floor Nantucket Harbor views, this stunning estate was thoughtfully conceived and designed to take full advantage of the unique and private setting. The 6 bedroom beach home is being developed by one of the island's premier design and build teams and will be delivered in the Fall of 2023. The contemporary home offers over 5,700 sq. ft. of interior living space with seamless transitions to an outdoor oasis, a 16 x 38 infinity edge gunite pool and spa, open-air cabana, expansive mahogany decking, gas fire pit, open yard and beautiful landscaping. The stunning estate, less than 200 yards to Monomoy Beach, offers convenient water access to enjoy all your favorite water activities. Tasteful beach charm converges with today's modern amenities and easy water access to make for the ideal private family vacation retreat. This is the perfect opportunity to work with the developer at the early stages to customize this home to your liking.

Introducing an iconic 'Sconset Bluff residence with a rich heritage. Poised on Baxter Road overlooking the vast Atlantic Ocean for over a century, this exceptional property embodies the essence of timeless elegance. Welcome to "Reunion," an extraordinary summer retreat where generations of family and friends have come together. Situated on an expansive lot, 63 Baxter showcases a grand main house with six bedrooms dating back to the early 1900s. Additionally, the charming three-bedroom Guest Cottage constructed in 2004 and a separate single-car garage complement the estate. Rich in character and charm the distinctive features of the house preserve the timeless quality with enduring allure. Just off the expansive porch you'll find stairs to the pristine beach.

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. This epic Emeritus design captures quintessential beach living and is just weeks away from completion.

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.

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.

"Welcome to 'Heart of the Sea,' an exceptional custom-built compound epitomizing elegantly relaxed island living. This meticulously crafted estate offers panoramic views, a private lifestyle, and 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 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, take advantage of the approved 2-lot and 3-lot subdivision plans to tailor the property to your needs. 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.

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.

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.

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.

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.

A rare seven acres are nested in a beautiful pocket between Monomoy and Shimmo with an approved Notice of Intent for a proposed site plan that can be modified to the vision of a new owner. 4 Cathcart Road has an elevation that affords 2nd floor harbor views and there is beach access 1/3 mile further down the road with parking. Monomoy sunset skies are glorious and the abutting four acres of Nantucket Conservation Foundation land host a chorus of birds and peepers that delight. The island terrain changes from Town to moors, from dunes to windswept bogs, old roads and new roads, cobblestones to sandy paths. This is an exceptional opportunity to cultivate an estate in beautiful setting and prime location. The proposed site plan was designed by renown architect Patrick Ahearn.

Located in downtown Nantucket, this historic treasure has been masterfully transformed into a contemporary masterpiece. Built in 1750, the home underwent a meticulous two-year renovation by Grey Lady Development, seamlessly merging historical charm with modern luxury. With 6 bedrooms and 6.5 bathrooms across three floors, this residence offers a perfect balance of elegance. The main level features a gourmet kitchen with an 11-foot marble island, a living room with a gas fireplace, and a guest bedroom with an en-suite bath. The second floor boasts 4 bedrooms,3 en-suites plus a home office. The primary bedroom includes a walk-in closet, a lavish bath, and a covered veranda. The third-floor surprises with an en-suite bedroom and a playful children's space. The lower level houses a gym with Peleton.Home complete with Sonos, central AC/heat, butler's pantry, and laundry room. Step outside to a deck, patio, and landscaped lot. Own a piece of reimagined Nantucket history at 11 Pleasant Street.

Situated just moments from Main Street in an area steeped in history, this exquisite property has been completely and beautifully transformed. Originally dating back to the 1750’s, the property now offers 6BR/6.5BA throughout three levels of thoughtfully designed spaces. The nearly 5,000 square foot home is situated on an oversized parcel of land and is ensconced by mature trees. The spacious lawn, expansive decks and covered porches offer a unique ability to enjoy outdoor living while being centrally located in Town. Offered with a turnkey furnishings package, this could be your home for Thanksgiving and Stroll while you make plans for summer 2024!