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view all 342 properties for sale on martha's vineyard
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LINK ID: 43527
Town: Edgartown
Type: Commercial
$2,495,000.00
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Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving ...
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LINK ID: 44093
Town: West Tisbury
Type: Single Family Residence
$2,495,000.00
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This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The exi...
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LINK ID: 44822
Town: Aquinnah
Type: Single Family Residence
$2,490,000.00
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Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mile ...
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LINK ID: 44577
Town: Edgartown
Type: Single Family Residence
$2,475,000.00
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Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddleboarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury.
The bright, open-concept ma...
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LINK ID: 44303
Town: West Tisbury
Type: Single Family Residence
$2,475,000.00
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Abutting Cedar Tree Neck Sanctuary, this residence is one of only a few in this rural pocket of the North shore area and benefits from its privacy, miles of walking trails and natural beauty of over 400 acres of its forest, bluffs, beaches and bogs. The main 3-br home is sited at the higher elevati...
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LINK ID: 44630
Town: Edgartown
Type: Condominium
$2,425,000.00
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LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN ROWLEY COTTAGE, Unit 62 at 131 N Water Street in Edgartown, a 895-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harbo...
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LINK ID: 44396
Town: Vineyard Haven
Type: Single Family Residence
$2,400,000.00
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Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home...
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LINK ID: 44263
Town: Oak Bluffs
Type: Single Family Residence
$2,400,000.00
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Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovi...
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LINK ID: 44814
Town: Chilmark
Type: Single Family Residence
$2,400,000.00
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NEW LISTING |
A wonderfully private, peaceful aerie in Chilmark on 3 acres (with a Guest House), featuring a
spacious, high, secluded, wrap-around Deck off of the Living Room and Dining Room. The house is built into the side of a hill which allows more light and 2 areas to be considered "ground level." There is a...
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LINK ID: 44663
Town: Chilmark
Type: Single Family Residence
$2,400,000.00
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NEW LISTING |
Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Lin...
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LINK ID: 43708
Town: Edgartown
Type: Single Family Residence
$2,399,000.00
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This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s...
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LINK ID: 44181
Town: Chilmark
Type: Single Family Residence
$2,395,000.00
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Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, includin...
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LINK ID: 44171
Town: Chilmark
Type: Single Family Residence
$2,395,000.00
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This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 and included a 22 x 43 addition. The completely new second floor added over 1,500 square feet and the work included entirely new heati...
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LINK ID: 44464
Town: Vineyard Haven
Type: Single Family Residence
$2,325,000.00
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ACTIVE UNDER CONTRACT |
COASTAL CHIC RETREAT IN VINEYARD HAVEN. Located less than five blocks from Main Street in Vineyard Haven, this classically styled home is perfectly positioned for easy access to restaurants, shops, the harbor, and the ferry, offering the ideal blend of in-town convenience, relaxed island living, an...
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LINK ID: 44200
Town: Edgartown
Type: Single Family Residence
$2,300,000.00
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Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing struc...
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LINK ID: 42020
Town: Vineyard Haven
Type: Single Family Residence
$2,300,000.00
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Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galler...
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LINK ID: 43898
Town: Oak Bluffs
Type: Single Family Residence
$2,295,000.00
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“The Doll House” is a landmark East Chop waterfront retreat overlooking Crystal Lake with sweeping views of Vineyard Sound. Originally a charming fishing cottage, this iconic property has been thoughtfully renovated and impeccably maintained, blending timeless Vineyard character with modern comf...
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LINK ID: 44634
Town: Edgartown
Type: Single Family Residence
$2,295,000.00
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Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm.
Built in an era when homes were...
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LINK ID: 43633
Town: Vineyard Haven
Type: Single Family Residence
$2,290,000.00
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Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doo...
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LINK ID: 42967
Town: Oak Bluffs
Type: Single Family Residence
$2,260,000.00
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Set within the coveted Meadow View Farms community, this exceptional post-and-beam residence offers timeless craftsmanship, generous living spaces, and nearly an acre of private beautifully landscaped grounds with significant potential for expansion.
A full-length farmer’s porch creates a graciou...
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LINK ID: 44362
Town: Chilmark
Type: Single Family Residence
$2,250,000.00
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Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1+ bedroom cottage with screened porch. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, espec...
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LINK ID: 43866
Town: Oak Bluffs
Type: Single Family Residence
$2,250,000.00
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Would you love to live or vacation in a brand-new home on Martha’s Vineyard?
We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD!
Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood.
Easy to show – Call now! To be built with lot purchas...
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LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$2,250,000.00
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Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main...
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LINK ID: 44085
Town: Edgartown
Type: Single Family Residence
$2,225,000.00
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Imagine owning your own beach house on Martha’s Vineyard, ready for summer fun. Perched atop a rise that captures sweeping views over the property, floods interiors with natural light, and opens to a spectacular night sky, this furnished move-in-ready home delivers the Vineyard lifestyle you've be...
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LINK ID: 43234
Town: Vineyard Haven
Type: Single Family Residence
$2,200,000.00
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Thoughtfully designed with custom features throughout, this in-town Vineyard Haven home is the perfect blend of coastal charm and modern sophistication. The 4 bedroom 3 bath property offers a comfortable, easy flowing layout with gleaming hardwood floors and open sun-filled spaces.
At the heart of ...
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LINK ID: 44818
Town: West Tisbury
Type: Single Family Residence
$2,200,000.00
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NEW LISTING |
This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spaci...
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LINK ID: 44218
Town: Edgartown
Type: Single Family Residence
$2,195,000.00
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A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everyth...
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LINK ID: 44301
Town: Vineyard Haven
Type: Single Family Residence
$2,150,000.00
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Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area.
Set on a gentle ris...
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LINK ID: 43568
Town: Chilmark
Type: Single Family Residence
$2,150,000.00
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Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and proj...
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LINK ID: 44548
Town: Chilmark
Type: Single Family Residence
$2,095,000.00
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PRICE CHANGE |
Tucked away on a quiet country road in a serene Chilmark setting, this beautifully crafted home, built in 2023, offers modern comfort surrounded by natural beauty. The thoughtfully designed main level features an open, light-filled floor plan where the living, dining, kitchen, and family areas flow ...
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LINK ID: 44340
Town: Vineyard Haven
Type: Unimproved Land
$2,000,000.00
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1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business.
Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000....
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LINK ID: 44460
Town: Vineyard Haven
Type: Single Family Residence
$2,000,000.00
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Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living.
Set on a quarter-acre lot, the property features a private and inviting backyard—i...
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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: 44758
Town: Vineyard Haven
Type: Multi Family
$1,995,000.00
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Ideally situated just minutes from the ferry, downtown Vineyard Haven, and West Tisbury, this charming, meticulously maintained property offers exceptional flexibility for year-round living, seasonal escape, or income potential.
The main residence features three bedrooms and an inviting open-concep...
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LINK ID: 44184
Town: Vineyard Haven
Type: Single Family Residence
$1,975,000.00
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Close to town with exceptional indoor / outdoor flow & privacy.
Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al f...
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LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$1,975,000.00
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Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.
Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported fro...
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LINK ID: 43812
Town: Vineyard Haven
Type: Single Family Residence
$1,975,000.00
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Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coas...
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LINK ID: 44631
Town: Edgartown
Type: Condominium
$1,975,000.00
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LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN HUXFORD COTTAGE, Unit 94 at 131 N Water Street in Edgartown, a 730-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harb...
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LINK ID: 44652
Town: Oak Bluffs
Type: Single Family Residence
$1,925,000.00
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Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time.
Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends.
The...
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LINK ID: 44445
Town: Chilmark
Type: Unimproved Land
$1,900,000.00
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A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on ...
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LINK ID: 44752
Town: Edgartown
Type: Single Family Residence
$1,900,000.00
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ACTIVE UNDER CONTRACT |
This house and guesthouse combination are situated in a very special location, equidistant between town and South Beach. A short bike ride to both. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has ...
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LINK ID: 44385
Town: West Tisbury
Type: Single Family Residence
$1,899,000.00
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Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island's most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beauty ...
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LINK ID: 44705
Town: Oak Bluffs
Type: Single Family Residence
$1,895,000.00
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Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property.
Located just 0.8 miles from dow...
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LINK ID: 44785
Town: Oak Bluffs
Type: Unimproved Land
$1,895,000.00
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An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless be...
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LINK ID: 44668
Town: Vineyard Haven
Type: Single Family Residence
$1,895,000.00
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Rarely does such a unique, waterfront location become available. 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. Wake up to glorious sunrises. Be entertained by a variety of waterfowl throughout the season...
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LINK ID: 44349
Town: Oak Bluffs
Type: Multi Family
$1,875,000.00
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PRICE CHANGE |
Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha's Vineyard. This fully gut renovated property encompassing 3B/2Ba in total featuring a 2BR/2BA primary home plus a distinctly separate attached 1BR/1BA ADU suite - offering flexible, move-in ready living or investment potential in a prime in-town l...
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LINK ID: 44556
Town: Edgartown
Type: Single Family Residence
$1,850,000.00
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Enjoying a private setting at the end of a quiet Edgartown cul-de-sac, this post-and-beam home is set on .71 acres with easy access to more than 25 acres of Land Bank conservation land. Conveniently located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, the property off...
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LINK ID: 44113
Town: Oak Bluffs
Type: Single Family Residence
$1,850,000.00
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Quintessential Waterview Farm! Built as a year round house with all the charm of the original cottages, this well-loved family home awaits a new generation. The sunny, open floor plan has two bedrooms and a full bath on each level and plenty of room to spread out. The skylit kitchen is cleverly tuck...
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LINK ID: 44718
Town: Oak Bluffs
Type: Single Family Residence
$1,850,000.00
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ACTIVE UNDER CONTRACT |
33 Tia Anna Lane has so much to offer; a charming, bright, renovated main and guest house on a half-acre in Oak Bluffs with proximity to town and walking distance to Lagoon Pond for swimming, fishing, boating and sunset enjoyment. The property is ready to enjoy, offering a turn-key home on a quiet s...
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LINK ID: 44733
Town: Vineyard Haven
Type: Unimproved Land
$1,800,000.00
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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 heavily 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 ne...
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