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view all 290 properties for sale on martha's vineyard
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LINK ID: 43121
Town: Edgartown
Type: Single Family Residence
$2,095,000.00
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ACTIVE UNDER CONTRACT |
Welcome to Dark Woods – A Quiet Retreat with Prime Convenience. Enjoy the ease and comfort of life in Dark Woods, a tranquil neighborhood ideally located just moments from the Village, scenic bike paths, pristine beaches, and 27 acres of Sheriff’s Meadow conservation land. This meticulously main...
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LINK ID: 43894
Town: Edgartown
Type: Unimproved Land
$2,000,000.00
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CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edga...
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LINK ID: 43817
Town: Oak Bluffs
Type: Multi Family
$2,000,000.00
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ACTIVE UNDER CONTRACT |
Welcome to 39 Iron Hill Rd, Oak Bluffs (Martha’s Vineyard)—a private multifamily colonial within Iron Hill Farm, near Island Alpaca, Island Grown Initiative, miles of trails, and access to Duarte’s Pond, with convenient proximity to Vineyard Haven and Oak Bluffs beaches and amenities. The 4,33...
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LINK ID: 43291
Town: Vineyard Haven
Type: Single Family Residence
$1,999,000.00
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Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and...
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LINK ID: 43078
Town: Oak Bluffs
Type: Condominium
$1,995,000.00
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East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and...
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LINK ID: 43096
Town: Oak Bluffs
Type: Condominium
$1,995,000.00
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East Chop Water Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine conditio...
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LINK ID: 42860
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00
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"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom...
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LINK ID: 42944
Town: Vineyard Haven
Type: Commercial
$1,990,000.00
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Rocco's Pizza Restaurant located in the vibrant Tisbury Marketplace. This is an Iconic Island Eatery open year-round! For Sale is this "Turnkey" business along with the 2 commercial retail condominiums totaling 1309 sf, which the business occupies. There is also a water view roof-top deck consisting...
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LINK ID: 43390
Town: Chilmark
Type: Unimproved Land
$1,985,000.00
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Premier Build-Ready Lot with Private Beach Access
Get to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimm...
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LINK ID: 43627
Town: Edgartown
Type: Multi Family
$1,985,000.00
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Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate tw...
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LINK ID: 43041
Town: Vineyard Haven
Type: Unimproved Land
$1,950,000.00
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This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, an...
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LINK ID: 41846
Town: Edgartown
Type: Single Family Residence
$1,950,000.00
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Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-f...
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LINK ID: 43719
Town: Edgartown
Type: Single Family Residence
$1,950,000.00
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Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home offers three bedrooms, one and half baths. Set on a landscaped ¾-acre lot with pastoral views and peeks of the Ocean from the upper-level deck, the property features a wraparound deck for barbecue...
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LINK ID: 43496
Town: Edgartown
Type: Single Family Residence
$1,900,000.00
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This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a th...
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LINK ID: 43316
Town: Aquinnah
Type: Single Family Residence
$1,900,000.00
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12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and gras...
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LINK ID: 41446
Town: Edgartown
Type: Single Family Residence
$1,895,000.00
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Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and M...
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LINK ID: 43364
Town: Chilmark
Type: Single Family Residence
$1,895,000.00
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Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, ...
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LINK ID: 43405
Town: Vineyard Haven
Type: Single Family Residence
$1,895,000.00
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Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Sellers have been actively making improvements to increase the commercial usage. Zoned both residential and commercial, rarely does...
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LINK ID: 43681
Town: West Tisbury
Type: Single Family Residence
$1,895,000.00
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Historic West Tisbury Farmhouse circa 1743/1850
4-Bedroom 2-Bathroom Main House & 1-Bedroom 1-Bathroom Cottage. Once owned by the renowned Sailor & Author, Joshua Slocum. Departing from Boston in 1895 he was the first person to single handedly sail around world.
Located on a lush 1.27 acres and jus...
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LINK ID: 42931
Town: Edgartown
Type: Single Family Residence
$1,870,000.00
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ACTIVE UNDER CONTRACT |
This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. ...
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LINK ID: 43379
Town: Edgartown
Type: Single Family Residence
$1,850,000.00
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Pristine and superbly maintained, this two bedroom home with a two bedroom guest house has tremendous upside potential and a substantial rental history. Live in one and rent the other OR rent both! This property was recently connected to town sewer and will allow for up to 7 bedrooms. Two additional...
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LINK ID: 43262
Town: Oak Bluffs
Type: Single Family Residence
$1,850,000.00
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Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you’ll find four well-sized bedrooms and ...
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LINK ID: 43290
Town: Oak Bluffs
Type: Single Family Residence
$1,830,000.00
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Two Historic Oak Bluffs Cottages - Prime Location – Deeded Separately
Perched atop a gentle hill, surrounded by lush, established gardens in one of the island’s most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history—just a sho...
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LINK ID: 43864
Town: Oak Bluffs
Type: Single Family Residence
$1,825,000.00
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ACTIVE UNDER CONTRACT |
Impressive four-bedroom home with a distinctive floor plan that combines privacy, comfort, and convenience in one of Oak Bluffs’ most desirable locations. The main living area, filled with natural light and soaring ceiling, offers an open layout that is warm and inviting. A third floor den and ex...
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LINK ID: 43741
Town: West Tisbury
Type: Single Family Residence
$1,800,000.00
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Centrally located and surrounded by lush landscaping, this inviting cape offers three bedrooms and three full baths. Warm, mellow wood floors, tiled bathrooms and a spacious living area anchored by a cozy fireplace. The full basement provides ample storage or expansion potential, while a versatile b...
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LINK ID: 43459
Town: Oak Bluffs
Type: Single Family Residence
$1,795,000.00
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Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by a...
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LINK ID: 42294
Town: Oak Bluffs
Type: Unimproved Land
$1,795,000.00
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THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase ...
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LINK ID: 43197
Town: Oak Bluffs
Type: Single Family Residence
$1,790,000.00
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Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**
This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each...
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LINK ID: 43632
Town: Edgartown
Type: Single Family Residence
$1,750,000.00
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KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes ...
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LINK ID: 43206
Town: Aquinnah
Type: Single Family Residence
$1,725,000.00
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ACTIVE UNDER CONTRACT |
Waterview beach house in Aquinnah. Just a short deeded walking path to the calm and sandy shores of the North Shore. The traditional layout features the kitchen, living room, dining room, and a full bath on the first floor. The living room offers water views, a cozy fireplace, and multiple sliding d...
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LINK ID: 43136
Town: Vineyard Haven
Type: Condominium
$1,699,000.00
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The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain fur...
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LINK ID: 43134
Town: Vineyard Haven
Type: Single Family Residence
$1,699,000.00
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The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain fur...
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LINK ID: 43321
Town: Edgartown
Type: Single Family Residence
$1,695,000.00
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Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle.
The home features a welcoming front p...
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LINK ID: 43335
Town: Oak Bluffs
Type: Single Family Residence
$1,675,000.00
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Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning...
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LINK ID: 43756
Town: Oak Bluffs
Type: Single Family Residence
$1,650,000.00
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Tucked away in a private desirable Oak Bluffs neighborhood yet only minutes from the charm of downtown and the incredible OB beaches, this home is a wonderful island retreat. With four levels of finished living space, it offers room to gather, relax, entertain, and create memories in every season. ...
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LINK ID: 43874
Town: West Tisbury
Type: Single Family Residence
$1,650,000.00
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Welcome to 105 Stoney Hill Road, a serene retreat tucked in the heart of West Tisbury. This inviting Vineyard property combines comfort, thoughtful design, and practical amenities across 1,815 square feet of living space.
The main level welcomes you with soaring ceilings and a natural flow. The liv...
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LINK ID: 43869
Town: Chilmark
Type: Single Family Residence
$1,650,000.00
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Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peac...
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LINK ID: 41406
Town: Edgartown
Type: Unimproved Land
$1,650,000.00
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PRICE CHANGE |
LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new resid...
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LINK ID: 43800
Town: Vineyard Haven
Type: Single Family Residence
$1,650,000.00
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This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels ...
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LINK ID: 43064
Town: Vineyard Haven
Type: Condominium
$1,625,000.00
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Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a t...
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LINK ID: 43138
Town: Vineyard Haven
Type: Single Family Residence
$1,615,000.00
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CLASSIC STYLE MEETS TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this meticulously maintained home provides a modern and spacious environment for comfortable island living. Upon entry, the home welcomes you with an open a...
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LINK ID: 43838
Town: Edgartown
Type: Multi Family
$1,600,000.00
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Edgartown Village Opportunity – Main House & New Guest Cottage
Tucked just off Upper Main Street, this unique Edgartown property offers exceptional flexibility with two dwellings—perfect for personal use, rental income, or a combination of both. The main house has been thoughtfully updated with...
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LINK ID: 43516
Town: Oak Bluffs
Type: Single Family Residence
$1,600,000.00
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ACTIVE UNDER CONTRACT |
Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that...
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LINK ID: 43297
Town: Aquinnah
Type: Single Family Residence
$1,599,000.00
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Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Liv...
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LINK ID: 43434
Town: West Tisbury
Type: Single Family Residence
$1,599,000.00
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Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert’s Cove Beach.
Th...
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LINK ID: 43790
Town: West Tisbury
Type: Unimproved Land
$1,595,000.00
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Vacant land in West Tisbury’s Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive ...
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LINK ID: 43693
Town: West Tisbury
Type: Single Family Residence
$1,595,000.00
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Fabulous multi-building compound offered in West Tisbury. Well maintained main house dating to 1880 has many features common to classic older homes but has been updated to provide comfort and year-round livability. Bright and cozy there are lots of rooms and spaces to provide for a larger group of...
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LINK ID: 43281
Town: Edgartown
Type: Unimproved Land
$1,595,000.00
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ACTIVE UNDER CONTRACT |
Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expa...
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LINK ID: 43583
Town: Vineyard Haven
Type: Single Family Residence
$1,575,000.00
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PRICE CHANGE |
128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for ...
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LINK ID: 43525
Town: Edgartown
Type: Single Family Residence
$1,550,000.00
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Welcoming and Picturesque from outside to inside! Thru the door, into the entryway you immediately sense comfort and well-being in this beautifully cared for 4-bedroom home. Open floor plan stars a chef’s kitchen outfitted with premium luxury appliances, granite counters, and loads of cabinets alo...
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