luxury real estate for sale Nantucket, United States (page 2)

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay, or taking a scenic shortcut to South Beach, this waterfront setting offers the very best of Vineyard living. Completing the property is a generous 2-car garage

This landmark property in Edgartown’s Starbuck Neck enclave is just one tenth of a mile to Fuller Street Beach. 14 STARBUCK NECK ROAD features a 5-bedroom house with 4 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the bedroom and office located in the tower are stunning. An adjoining buildable lot over one-third of an acre in size is available for an additional $3M. For more on the history of this extraordinary home and neighborhood, refer to the feature article by Susan Catling in the "Documents" section.

Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the bedroom and office located in the tower are stunning. 23 THAYER STREET is an extremely rare vacant lot in the heart of the Starbuck Neck neighborhood. With well over a third of an acre of land, the lot will comfortably accommodate a 5-bedroom house with guesthouse and pool.

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the property spans two lots and offers an extraordinary compound featuring 10 bedrooms and 14 baths. Designed for both elegant entertaining and comfortable everyday living, the main residence showcases refined architectural details and modern technology. Beautiful oak floors run throughout the home, complemented by sophisticated hardware, premium appliances, and walls tastefully finished with nickel board. A gracious living room with fireplace opens to a patio with retractable screens, creating effortless indoor-outdoor flow. The chef’s kitchen is impeccably appointed with dual dishwashers, a plumbed miele coffee bar, refrigerator drawers, and a wine refrigerator. A custom brass and glass bar is equipped with an ice maker and refrigerated drawers and can easily be converted into a secondary kitchen. Two private bedrooms with en-suite tile baths anchor opposite wings of the main level, providing both privacy and balance. The main floor also includes an inviting secondary living room with a gas fireplace, an elegant dining room wrapped in seagrass wallpaper, a generous walk-in pantry, and a spacious mudroom thoughtfully designed for effortless island living. Upstairs a spectacular primary suite serves as a retreat, complete with private balcony and a bonus two full spa-inspired baths. Three additional en-suite guest rooms and a spacious laundry room complete the second floor. The third level features a charming nautical-themed bunk room with four built-in beds and full bath. The finished lower level includes two bedrooms with en-suite baths, a media room, wine cellar, and additional laundry. Beyond the main house is a beautifully finished two-car garage with brick floors and wood-paneled walls. The carriage house above the garage offers a private guest suite with a balcony overlooking the pool. The outdoor setting is unparalleled for in-town living. Lush hydrangeas surround a resort-style pool and spa, complemented by a built-in grill, firepit, and an exceptional cabana with kitchenette, half bath, laundry, heating and air conditioning. This Edgartown estate offers privacy, scale, and sophistication rarely found within steps of Main Street. An iconic Martha’s Vineyard property reimagined for modern coastal living.

A Rare Edgartown Opportunity — Privacy, Proximity & Possibility. Tucked away at the end of a private setting on Upper Main Street, this almost one acre parcel offers a rare opportunity to create your own Edgartown retreat within easy walking distance of downtown. Set well back from the road, the property provides a wonderful sense of privacy and seclusion while being remarkably close to the restaurants, shops, galleries, harbor and village life that make Edgartown so desirable. The property offers the potential to build a main residence and guest house, with the two structures together supporting up to seven bedrooms, along with the ability to add a pool and create the quintessential island compound. A small, older guest quarters and shed currently occupy the property and could be removed to make way for a thoughtfully designed new vision. For those seeking the best of both worlds, a private setting with the convenience of town just moments away this parcel of land presents an exceptional opportunity to create a custom Edgartown property tailored to your lifestyle. Bring your architect and imagine what could be created on this special piece of land.

Incredible opportunity just a mile from downtown Edgartown. There are multiple options. This 3-bedroom/3.5-bath home is a garden oasis but also offers owners the option of running a significant business from the property with existing professional offices (reception, two offices, conference room, half bath, kitchenette). The property currently operates as a home business for an established law firm with dual entrances and separate parking courts. It is tied into town sewer and at least 2 more bedrooms may be added. One option would be to convert the entire existing office area into bedrooms. Or if such a large office is not needed, part of the office area could be converted into residential space. Plans for a garage with additional upstairs living space have been drawn by renowned Island architect Chuck Sullivan. The outside space is a true sanctuary with beautiful gardens and landscaping, as well as a large bluestone patio with seating area. There is a separate mahogany deck with seating area and hot tub. The centerpiece of the grounds is the craftsman-built greenhouse. Review the images to appreciate this high-quality real estate asset, which offers great flexibility at a realistic price.

Set on over an acre of beautifully landscaped grounds, this estate offers a rare combination of privacy, refined living, and exceptional proximity to all that makes Martha’s Vineyard special. Bordering Land Bank conservation land and overlooking the picturesque fields of Morning Glory Farm, the property enjoys a peaceful pastoral setting with vibrant flower gardens and expansive outdoor living spaces. Just moments from the bike path, Downtown Edgartown, and South Beach, this exceptional compound offers the best of both worlds. With more than 4,000 square feet of living space across the main house, guest house, and detached garage with office above, there is ample room for both gathering and privacy. The recently renovated four-bedroom main residence is thoughtfully designed for comfortable living and entertaining. A dramatic living room with vaulted ceilings and a gas fireplace opens through sliding doors to an expansive deck overlooking the pool and outdoor kitchen. The dining room features soaring cathedral ceilings and direct deck access, while the beautifully renovated modern kitchen offers generous space for entertaining. A cozy den just off the kitchen provides a quiet retreat. The second floor is dedicated to the private primary suite with a renovated bath, while the lower level offers three additional bedrooms and two full bathrooms. The newly built two-bedroom guest house delivers an equally inviting experience, with cathedral ceilings accented by exposed beams, a modern kitchen, a spacious living room, a full bathroom, and laundry. Outdoor living is at the heart of this remarkable property. A heated infinity-edge pool and spa create a resort-like atmosphere, surrounded by beautifully manicured grounds and gardens with views across the working fields of Morning Glory Farm. A detached garage with an office and half bath above provides a versatile space for work or quiet retreat, complemented by an additional garage attached to the main house. Combining exceptional privacy, multiple living spaces and stunning farm views, 29 Llewellyn Way is a distinctive Vineyard compound designed for effortless year-round living and unforgettable summer gatherings.

3 Acre Katama Building Lot with Existing Guest house. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, which boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom septic system already in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential!

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A.M. Stern-designed main residencean architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking the pond, and beautifully appointed interiors that rival the finest boutique hotels. A 1,700-square-foot Amish barn includes additional living quarters, and private driveways serving both parcels provide exceptional flexibility while maintaining complete privacy throughout the property. Resort-caliber amenities elevate the experience, including a heated 20' x 60' swimming pool, an exceptional pool house with a fully equipped gym, sauna, massage room, and a screened porch with fireplace for effortless indoor-outdoor entertaining. Conveying with the property is coveted membership in the exclusive Boldwater Association, granting access to a private Atlantic Ocean beach, boat landing, tennis courts, and pickleballoffering the best of Vineyard coastal living without sacrificing the remarkable privacy of this inland sanctuary. This is far more than a luxury home. It is a private estate where architecture, landscape, and thoughtful design become the defining amenities. For the discerning buyer who values land, beauty, and architectural pedigree above a traditional waterfront address, this is an irreplaceable Vineyard legacy property unlike anything else available today. Off Edgartown West Tisbury Road via Pohoganot Road.

A peaceful retreat close to Edgartown's amenities, thoughtfully updated and refreshed with a new kitchen and light-filled living spaces, this four bedroom three bath home offers an easy, relaxed setting for family and guests. The main body of the home features one downstairs bedroom with two additional bedrooms upstairs plus a flex space with balcony, and a fourth bedroom with full bath and kitchenette located above the attached garage for a separate guest retreat. The walkout basement provides storage, laundry and future potential. A versatile property thoughtfully designed for comfortable year-round living and quintessential Vineyard summers. Bold Meadow community tennis & pickleball courts nearby and abutting State forest bike path and hiking trails right from your back door.

Cape Cod living doesn't get much better than this. Completely renovated from top to bottom, this exceptional coastal retreat captures beautiful views of Crowell Pond from nearly every room. At the heart of the home, a spectacular open living space invites everyone to gather around the oversized kitchen island, relax by the fireplace, or enjoy dinner framed by water views. Large windows in every room fill the home with natural light, highlighting the just-refinished hardwood floors. Step outside to the expansive deck, where a built-in grill and island set the stage for unforgettable summer evenings. The first-floor primary suite adds comfort and convenience. Start the morning with coffee overlooking the water, play a few sets of tennis, then grab your beach chairs and stroll across the street to Smugglers Beach—or enjoy the soft white sands of South Middle Beach, less than 0.3 miles away. Beautifully renovated and wonderfully situated, this is Cape Cod living at its best. Central AC throughout. Designed and approved plans are attached for an enlarged 2-car garage and primary bedroom suite.

A strategic coastal acquisition opportunity for developers, hospitality groups and commercial investors in Dennis Port's established resort district. Situated across the street from the beach, this nearly one-acre property combines significant site area, approximately 50 existing parking spaces, a substantial commercial building previously operated as a 180-seat restaurant with a transferable liquor license and multiple residential structures. Located within the Chase Avenue Hotel Resort Area, the property benefits from a zoning framework designed to accommodate significant hospitality investment. Qualifying hotel development may reach up to 4½ stories or 50 feet. Chase Avenue is an active hospitality corridor surrounded by oceanfront resorts, vacation properties, beaches and established dining destinations. This concentration provides a built-in visitor base and places the property within one of Cape Cod's most recognizable resort settings. Whether envisioned as a boutique resort, hotel-condominium development, signature hospitality concept, restaurant revival, or adaptive-reuse project, this site offers substantial potential in a proven coastal destination.

A truly special opportunity to own a piece of classic Cape Cod, just a short stroll from West Dennis Beach. Known as Crosswind Cottages by the Sea, this unique three-family property offers 7 bedrooms and 3 baths across three separate living spaces, lovingly owned and cared for by the same family for over 40 years. Rich in character and possibilities, the property offers the flexibility to create a family compound, enjoy a multigenerational retreat, or continue its current use, with the owners occupying the main house (#11) and cottages #10 and #9 providing excellent rental income and future potential. While currently used seasonally, the property could be updated for year-round living, opening the door to even more possibilities. Whether you envision preserving its classic Cape Cod charm, making updates to suit your own style, or simply continuing a well-established tradition, this is a rare chance to make something special your own. Breathe in the salt air, enjoy the beauty of Nantucket Sound and views of Weir Creek, and embrace the relaxed coastal lifestyle that makes this location so desirable. Just steps from the West Dennis Yacht Club, Lighthouse Inn, The Meridian Restaurant, and The Sand Bar, this is more than a property—it's an opportunity to create lasting memories for generations to come.

This West Dennis property offers so much! Set behind privet find this updated 1900's Greek Revival home on an expansive lawn that leads to a private dock on Kelleys Pond. Wonderful pond views from the home and separate in-law apt, the access to the pond simplified with a dock for launching a kayak, SUP, or canoe, perhaps a dip or just to float. The main house has been well maintained by the current owners; exterior siding, trim and roof were replaced 2 years ago, most of the windows replaced as well. Inside you will find spacious rooms, 3 Bedrooms one is on the main floor, 2 full bathroom, and eat in kitchen and space for all. The legal apt above the barn offers flexibility and extra space, there are lovely views from the apt as well. The newer Azek deck off the kitchen is in great shape and has plenty of room for alfresco dining under the stars. The location can not be beat, roll or stroll to West Dennis Beach, Light house Inn, O'shea's for year round music and more!!! This is the perfect location for a golf cart.

***SUNDAY OPEN HOUSE CANCELLED***Quintessential Cape Cod LIFESTYLE: A classic Cape summer home (year-round too!), on sought-after Fisk Street, a few minutes drive to iconic West Dennis Beach. This home has been loved and cared for as a family vacation spot for decades, and you can feel that vibe as you explore. The home features hardwood floors, 3 bedrooms (2 on first floor, 1 upstairs) plus multiple overflow spaces including a spacious attic over the garage for storage. In addition to the detached, one-car garage, there's also a sizable shed. And, of course, don't forget the outdoor shower! The home sits on .66 acres, a larger lot in the area; the rolling green backyard makes the property all the more special. You'll definitely enjoy making memories here!

Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a detached garage, and exclusive access to Hidden Cove's sought-after amenities, including a private boat launch. Just minutes from Oak Bluffs, Farm Neck Golf Club, beaches, and the bike path, this is a place where generations return to create the kind of Martha's Vineyard summers that never go out of style.