3D Windy Way
Mid Island
$860,000
Active Under Contract
Days on Market: 36
Bed: 2 Bath: 2
This sunny second-floor unit with two bedrooms and one bath is conveniently located in the building behind Brix and was thoroughly renovated in 2017. It offers 745 square feet of living space with an open floor plan, hardwood floors, central air conditioning, and a radiant heat bathroom floor. The updated kitchen, ample storage/closet spaces, and an exclusive two-story deck for Unit D are standout features. The condominium also includes one designated parking space. Its prime location offers easy access to the WAVE and the Surfside Road bike path, The Muse, 45 Surfside, schools, and South Shore beaches. It’s move-in ready!
Fisher Real Estate
6 Straight Wharf
Town
$3,159,000
Price Change
Days on Market: 183
Bed: 0 Bath: 0
Located in one of Nantucket’s most sought-after areas, this exceptional commercial unit offers unmatched visibility and foot traffic in the heart of the island’s vibrant downtown.
The unit boasts an open, versatile layout with large windows, allowing for abundant natural light and an inviting atmosphere. The wood paneling and charming architectural details give the space a warm, timeless feel that perfectly complements Nantucket’s unique aesthetic. Whether you’re looking to showcase high-end merchandise or create an inviting office environment, this space can be tailored to meet your business needs.
With its unmatched location, versatile layout, and timeless appeal, this property offers an incredible opportunity to be a part of Nantucket’s bustling commercial landscape. Make your business a part of this iconic island community today!
Note: Business not for sale, tenant open to extending current lease. Leased through Dec 31, 2025.
William Raveis Nantucket
9 Green Hollow Road
Tom Nevers
$3,950,000
Price Change
Days on Market: 502
Bed: 9 Bath: 9
Nantucket Compound for sale. Two homes, Two Inground Pools, 3 acres!
Owner financing to qualified buyers 70% LTV, 8% interest, 15 years fully amortized with 5-year ballon.
The FAMILY TIDES compound sits on 3 acres, at the end of a quiet cul-de-sac in Tom Nevers East. A split driveway leads to two separate family homes. The HIGH TIDE saltbox style cottage features 4 bedrooms, 2.5 bath with a recently added in-ground pool. The home is light and bright with an open floor plan kitchen, dining, living and large porch for relaxing. Master bedroom is ensuite with access to the deck. Three additional bedrooms on the second floor with bath. LOW TIDE is a new cape cod style home featuring 5 bedrooms, 4.5 baths. There is an open floor plan kitchen, living, dining extending out to a patio for summer relaxation. Kitchen is modern and sleek with new appliances. The bedrooms are separated into two wings all generously sized with lots of natural light. Newly installed in ground pool. Access to Tom Nevers East community tennis courts. Strong rental history. Each house has its own pool.
J Pepper Frazier Co.
33- Vesper Lane
South of Town
$5,995,000
Price Change
Days on Market: 48
Bed: 6 Bath: 6
Welcome to 33 1/2 Vesper – Your Coastal Retreat! NOW approved for a pool! Plans included.
Nestled in the heart of Nantucket Island, this charming property offers a perfect blend of modern luxury and traditional island charm. With its prime location, just moments away from pristine beaches and picturesque cobblestone streets, 33 1/2 Vesper promises an unforgettable getaway. With a total of six bedrooms spread out across a three level main house and cottage, this is a home designed to provide comfort, tranquility, and an inviting ambiance. Enjoy an open-concept layout with abundant natural light, perfect for entertaining or relaxing with family and friends. Fully equipped with stainless steel appliances, marble countertops, and custom cabinetry, inspiring culinary creativity. Six beautifully appointed bedrooms, designed for comfort, ensuring restful nights. A beautifully landscaped yard features 2 spacious outdoor dining areas, ideal for alfresco meals or sunbathing. Situated near shops, restaurants, and local attractions, this home offers the best of Nantucket living. This property is move-in ready, allowing you to enjoy the island lifestyle immediately. 33.5 Vesper Lane is your Nantucket story waiting to be written.
Shepherd Real Estate
3 & 3B Wyers Way
West of Town
$4,400,000
Withdrawn
Days on Market: 65
Bed: 3 Bath: 3
Two adjacent lots with building permits in hand. The site has an existing cottage and separate garage and is located down a private lane, with proximity to Town and the Cliff area. The site has versatility and can be developed as a single home site with ample space, or as two home sites. The two-lot scenario benefits from Botticelli & Pohl-approved house plans, including pools. This offering provides a rare opportunity for a multitude of options and is ideal for buyers looking for an in-town compound.
Great Point Properties
13 Orange Street
Town
$8,250,000
Sale Pending
Days on Market: 7
Bed: 5 Bath: 5
13 Orange Street is a rare in-town opportunity that blends historic character with modern comfort. Meticulously maintained with historic details preserved, the home offers three finished levels plus a versatile basement, a rare oversized yard, expansion potential, and 2-off-street parking spaces, creating an ideal layout. The heart of the home is a sunlit kitchen that opens through French doors to a large patio and one of the deepest, most private yards you’ll find in town. Multiple living areas, both formal and casual, provide space for every occasion. A roofwalk crowns the residence, capturing sweeping views of the harbor and town. With two-car off-street parking and additional ground coverage available for a garage, this property offers a level of potential rarely seen in this location. Rich in history, beautifully updated, and offering unmatched outdoor space in the heart of town, 13 Orange Street is a timeless Nantucket home—and an extraordinary opportunity for today’s market.
Maury People Sotheby’s International Realty
12 Longwood Drive
Tom Nevers
$3,950,000
Active Under Contract
Days on Market: 97
Bed: 6 Bath: 6
Minutes away from NGC, and including 2 complete homes. 12 Longwood Dr. is a magical property surrounded by manicured lawns and mature natural vegetation. The long winding driveway passes the 2 bedroom Guest Cottage before continuing down a slight grade to the expansive 4 bedroom Main House site. The Main House has an open floor plan with a cathedral ceiling living room, connected to a long hallway, creating privacy for the bedrooms. At the end of the hallway is the TV room. Two outdoor decks, a fire pit, and an apple orchard that produces different varieties, as well as a fruit-bearing pear tree, add to the special ambience of this property. A private path leads to the milestone bicycle path and easy access to Sconset Village. Across Milestone road are hundreds of acres of conservation land, cranberry bogs and miles of trails to walk or bike. Multiple locations available for a pool and a pool cabana or Tennis court.
William Raveis Nantucket
158 Madaket Road
Madaket
$2,475,000
Price Change
Days on Market: 108
Bed: Bath:
A rare and exceptional opportunity to own a prime 2-acre building lot on Nantucket Island. This expansive parcel is high, dry, and free of wetlands—an ideal blank canvas for your dream compound. Surrounded by acres of pristine conservation land, the setting offers unmatched privacy, tranquility, and natural beauty. Viewing stand in place and you cannot even see your abutting neighbors.
With approximately 3,470 square feet of available ground cover, the lot provides ample space for a main residence, guest house, garage, pool, and even a tennis court if desired. Town water is accessible at the street, and an approved 8-bedroom septic design will convey with the sale.
Create a legacy property tailored to your vision in one of the island’s most serene and protected environments. A unique opportunity to build your Nantucket dream estate.
Berkshire Hathaway HomeServices Island Properties Nantucket
17 New Street
Sconset
$3,395,000
Sale Pending
Days on Market: 19
Bed: 4 Bath: 4
Nestled in the heart of ’Sconset, this charming and spacious property features two fully renovated cottages and an additional fun shed offering a great opportunity to enjoy the perfect Nantucket retreat. Set on an oversized lot, this serene summer compound blends modern comfort with timeless character.
The main house offers 2 bedrooms and 2 full bathrooms, highlighted by vaulted ceilings and classic shiplap detailing, creating a light and airy ambiance. The adjacent cottage adds flexibility with 2 additional bedrooms, 2 full bathrooms, a full secondary kitchen, and an open-concept living area ideal for guests or entertaining.
Tucked at the rear of the property, the fun shed provides a versatile space; Perfect as a home office, bunk room, potting shed, rod room, love shACK or creative studio.
With air conditioning, updated amenities, and the rare advantage of additional ground cover for potential expansion, this turn-key property is ready to enjoy now and offers exciting opportunities for the future.
J Pepper Frazier Co.
4 Millbrook Road
Hummock Pond
$8,995,000
Price Change
Days on Market: 25
Bed: 8 Bath: 8
A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations. Minutes from Cisco Beach, Miacomet Golf Course, and the island’s top attractions, this property is ideal for both private use and income generation. The expansive main residence offers two first-floor king primary suites, multiple guest suites, and a lower level designed for recreation, complete with bar, media lounge, and game rooms. The layout is ideal for hosting large groups while still providing private retreats for all. The two-bedroom apartment with separate entrance further enhances flexibility, appealing to multi-generational living, guest accommodations, or staff housing. With resort-style amenities including a pool, firepit terrace, and multiple entertaining spaces, this estate combines lifestyle and investment seamlessly. Offered turnkey, it delivers immediate enjoyment and proven long-term value.
Maury People Sotheby’s International Realty
15 Skyline Drive
Surfside
$4,790,000
Price Change
Days on Market: 164
Bed: 5 Bath: 5
Enjoy tremendous privacy and close proximity to south shore beaches in this 5 bedroom, Surfside Estate. At 3.23 acres it is one of the largest residential properties currently available. A serpentine driveway winds through the pines to this handsome professionally landscaped home. You enter into a spacious living room with fire place, soaring ceilings open to the dining area and new kitchen. A movie theater, cocktail bar, exercise and play-room fill out the basement. There are plenty of spaces created to enjoy the outdoors too including a deck with built-in grill, a lovely screened in porch, oval swimming pool with hot tub, 12’ fountain, a terrific vegetable & herb garden with raised beds and a 2 car garage. Available for occupancy this summer! Everything your family needs and then some!
William Raveis Nantucket
13 Eat Fire Spring Road
Wauwinet
$4,599,000
Withdrawn
Days on Market: 171
Bed: 4 Bath: 4
Perfectly situated just moments from The Wauwinet Hotel, Great Point, and Sankaty Head Lighthouse, this charming four-bedroom home offers just over 2,000 sq. ft. of living space on a sprawling 3.5-acre lot in the highly sought-after Wauwinet area. With more than 3,000 sq. ft. of remaining ground cover, the property invites you to bring your vision to life—whether that’s a serene family retreat or a grand estate.
Enjoy sweeping water views from the second floor and a tranquil, picturesque setting with easy access to Polpis Harbor for kayaking and boating. Don’t miss this rare opportunity to own a piece of Nantucket paradise and create a legacy for generations to come.
William Raveis Nantucket
32 Monomoy Road
Monomoy
$4,495,000
Sale Pending
Days on Market: 626
Bed: 6 Bath: 6
Saturday and Sunday September 13th and 14th PUBLIC Open House 2-4:30pm
Walk to Monomoy Beach from this spacious, bright and airy, 6 bedroom home with multiple living spaces inside and out. All 3 floors feature bedrooms, bathrooms, large living rooms with fireplaces with ample seating, large TVs, and access to a furnished deck, porch or patio. The lower level has 2 large bedrooms with ensuite bathrooms, walk in closets and a living room with fireplace. Entry level has three bedrooms, 2 baths, laundry, and living room with fireplace. Two of the bedrooms are joined by a Jack and Jill style bathroom and the third is ensuite. Upstairs you will find the luxurious primary bedroom and bath, open dining, living and kitchen and a 1/2 bath complete this floor. Incredible harbor and town views from widows walk. Fully stocked kitchen, high-end furnishings, fine linens and towels convey with the property. All bedrooms contain a queen or king size bed and a flat screen TV. All common living spaces have a flat screen TV and fireplace. 0.20 miles to Monomoy Beach.
Maury People Sotheby’s International Realty
15 Fawn Lane
Mid Island
$3,795,000
Sale Pending
Days on Market: 176
Bed: 5 Bath: 5
Discover 15 Fawn Lane — a stunning, newly built home offering space, style, and comfort in one of Nantucket’s most desirable new neighborhoods. This sun-filled residence features over five spacious bedrooms plus bunk room, five full bathrooms, and two half baths, making it ideal for both entertaining and relaxed island living.
The open-concept layout seamlessly connects the living, dining, and chef’s kitchen areas, highlighted by Carrera marble countertops, high-end appliances, a 6-burner range, and wide-plank oak flooring throughout. Sliding glass doors lead to a beautifully landscaped, private backyard complete with a 14′ x 30′ in-ground pool — perfect for summer gatherings.
The finished lower level includes a comfortable living area and a custom-designed bunk room, offering additional space for family and guests. Built with high-efficiency systems and top-quality finishes, this home provides modern convenience in a timeless coastal setting.
Enjoy easy access to Nantucket Town, nearby beaches, local amenities, and direct entry to the Discovery Playground via a private neighborhood path.
This is a rare opportunity to own a brand-new home with a private pool at this price point.
Maury People Sotheby’s International Realty
2 Shore Road
Town
$5,995,000
Price Change
Days on Market: 83
Bed: 5 Bath: 5
A truly rare opportunity to own a harbor-view property with unmatched development potential — 2 Shore Rd lot is 11,484 ft, 50% ground cover by right for 5 years from purchase (grandfathered from CN conversion). That equates to 5,742 sq ft of buildable ground cover — a scope nearly impossible to find this close to Town, with direct harbor views.
The property currently includes:
Main Home 1894 sq ft on the ground and
Garage Structure 384 sq ft on the ground.
Total existing ground cover of just 2,278 sq ft, leaving 3,464 sq ft available — ideal for a substantial new residence or addition
Enjoy panoramic views over Nantucket Harbor, the Town Pier, Francis Street Beach, and kayak launch. Just a quarter mile from Main Street on a private street, this site offers walk-to-town convenience with a rare combination of scale, zoning flexibility, and scenery.
With Great Harbor Yacht Club to the east and the soon-to-be removed Senior Center adjacent, this parcel sits in a rapidly enhancing view corridor. Surrounded by 14 properties now owned by the Town or Land Bank, the future of this location is primed for open space and long-term view protection.
Highlights:
50% ground cover grandfathered for 5 years (5,742 sq ft total allowable) –
Direct harbor views and premier location –
Potential for a new 5,000+ sq ft custom residence –
Walkable to Town, ferries, beaches, and dining –
Flexible Commercial Neighborhood zoning allows for residential or mixed-use possibilities –
Whether you’re envisioning a stunning new harbor-view home or strategic development in a high-demand area, 2 Shore Road delivers rare scale, flexibility, and investment potential in the heart of Nantucket.
William Raveis Nantucket
6 Dovekie Court
Naushop
$2,250,000
Active Under Contract
Days on Market: 162
Bed: 5 Bath: 5
Spacious and sun-filled 5-bedroom, 3.5-bathroom home is privately tucked away in the corner of a cul-de-sac in the charming Naushop neighborhood. With a flowing open floor plan and thoughtfully designed spaces, this property offers the perfect blend of comfort, functionality, and classic Nantucket charm.
This home gives you access to beautifully maintained amenities, including tennis courts, pickleball courts, a swimming pool and a playground. Centrally located and just a short distance from Town and south shore beaches.
Great Point Properties
18 & 20 Somerset Lane
Hummock Pond
$3,350,000
Sale Pending
Days on Market: 92
Bed: 3 Bath: 3
Welcome to 18 & 20 Somerset Lane, an exceptional gambrel post and beam house nestled on a generous .92 acres, offering unparalleled privacy in the serene Hummock Pond location. The custom built shed is perfect for outdoor storage. This property provides expansive space for your future aspirations. Imagine the possibilities of building your dream main house, complete with a luxurious pool and charming cottage, all set against a backdrop of natural beauty. Enjoy the tranquility of this idyllic setting while being just moments away from Cisco Beach, 167 Raw, and Bartlett’s Farms. Close proximity to town easily accessible on the Cisco scenic bike path as well as being just under a mile to The Miacomet Golf Club make this an ideal spot for both leisure and convenience. This is an extraordinary opportunity for those seeking a peaceful retreat with endless potential. Don’t miss your chance to make this unique property your own!
Maury People Sotheby’s International Realty
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