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Island Wide Listings
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VIEW ALL 249 LINK MARTHA'S VINEYARD LISTINGS
100 - 150 of 249 Listings

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55 Old House Way, West Tisbury MA 02575

LINK ID: 38878
Town: West Tisbury
Type: Single Family Residence
$2,690,000.00

Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitch...

Property Details

11 By The Woods, Chilmark MA 02535

LINK ID: 44451
Town: Chilmark
Type: Single Family Residence
$2,650,000.00

Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plan...

Property Details

23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 44170
Town: Oak Bluffs
Type: Single Family Residence
$2,600,000.00

Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boa...

Property Details

23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 44169
Town: Oak Bluffs
Type: Commercial
$2,600,000.00

Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boa...

Property Details

34 Windemere Road, Oak Bluffs MA 02557

LINK ID: 44300
Town: Oak Bluffs
Type: Single Family Residence
$2,579,000.00

Set along the shimmering edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard loca...

Property Details

2 Other House Road, Chilmark MA 02535

LINK ID: 42602
Town: Chilmark
Type: Unimproved Land
$2,500,000.00

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with...

Property Details

18 Allen Farm Road, Chilmark MA 02535

LINK ID: 44362
Town: Chilmark
Type: Single Family Residence
$2,500,000.00

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...

Property Details

229 Oak Lane, West Tisbury MA 02575

LINK ID: 44380
Town: West Tisbury
Type: Single Family Residence
$2,500,000.00

A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open ki...

Property Details

NEW LISTING

268 Tashmoo Avenue, Vineyard Haven MA 02568

LINK ID: 43633
Town: Vineyard Haven
Type: Single Family Residence
$2,495,000.00

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...

Property Details

218 Upper Main Street, Edgartown MA 02539

LINK ID: 43527
Town: Edgartown
Type: Commercial
$2,495,000.00

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 ...

Property Details

16 Atlantic Avenue, Oak Bluffs MA 02557

LINK ID: 44455
Town: Oak Bluffs
Type: Single Family Residence
$2,495,000.00

Oak Bluffs | East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The stately five-bedroom main residence is rich in character and nostalgic charm, thought...

Property Details

9 North Neck Road, Edgartown MA 02539

LINK ID: 42665
Town: Edgartown
Type: Single Family Residence
$2,495,000.00

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue ...

Property Details

PRICE CHANGE

105 Whalers Walk, Edgartown MA 02539

LINK ID: 44346
Town: Edgartown
Type: Single Family Residence
$2,495,000.00

Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to...

Property Details

9 Maqua Way, Edgartown MA 02539

LINK ID: 43542
Town: Edgartown
Type: Unimproved Land
$2,450,000.00

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveni...

Property Details

21 Woodlawn Avenue, Vineyard Haven MA 02568

LINK ID: 43234
Town: Vineyard Haven
Type: Single Family Residence
$2,400,000.00

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 ...

Property Details

159 Lake Street, Vineyard Haven MA 02568

LINK ID: 44396
Town: Vineyard Haven
Type: Single Family Residence
$2,400,000.00

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...

Property Details

50 Hidden Cove Road, Oak Bluffs MA 02557

LINK ID: 44263
Town: Oak Bluffs
Type: Single Family Residence
$2,400,000.00

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...

Property Details

UNDER CONTRACT

76 Washque Avenue, Edgartown MA 02539

LINK ID: 43708
Town: Edgartown
Type: Single Family Residence
$2,399,000.00

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...

Property Details

PRICE CHANGE

25 Fulling Mill Road, Chilmark MA 02535

LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$2,395,000.00

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...

Property Details

16 South Road, Chilmark MA 02535

LINK ID: 44181
Town: Chilmark
Type: Single Family Residence
$2,395,000.00

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...

Property Details

PRICE CHANGE

81 Whalers Walk, Edgartown MA 02539

LINK ID: 44085
Town: Edgartown
Type: Single Family Residence
$2,325,000.00

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...

Property Details

PRICE CHANGE

60 Crocker Drive, Edgartown MA 02539

LINK ID: 44200
Town: Edgartown
Type: Single Family Residence
$2,300,000.00

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 structures or start from scratch to make it your own. T...

Property Details

70 Spring Street, Vineyard Haven MA 02568

LINK ID: 42020
Town: Vineyard Haven
Type: Single Family Residence
$2,300,000.00

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...

Property Details

35 Nats Farm Lane, West Tisbury MA 02575

LINK ID: 44332
Town: West Tisbury
Type: Single Family Residence
$2,300,000.00

Nestled within the prestigious Nats Farm Association this beautifully crafted West Tisbury home offers a quintessential Martha’s Vineyard retreat. Designed for comfortable island living, the first floor features a bright, open floor plan with a well-appointed kitchen, dining area, and inviting liv...

Property Details

3 Hidden Cove Road, Oak Bluffs MA 02577

LINK ID: 44214
Town: Oak Bluffs
Type: Single Family Residence
$2,295,000.00

NOW SHOWING! HIDDEN COVE GEM WITH SERENE POND VIEWS AND COVETED WATER ACCESS. Located in the desirable Hidden Cove enclave, a 65+ acre water-access community with direct access to Sengekontacket Pond and Nantucket Sound, this inviting contemporary home offers privacy, comfort, and high-end finishes ...

Property Details

9 Moshup Trail, Aquinnah MA 02535

LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$2,275,000.00

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...

Property Details

4 High Meadow Lane, Oak Bluffs MA 02557

LINK ID: 42967
Town: Oak Bluffs
Type: Single Family Residence
$2,260,000.00

Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax ove...

Property Details

35 Double OX Road, Oak Bluffs MA 02557

LINK ID: 43866
Town: Oak Bluffs
Type: Single Family Residence
$2,250,000.00

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...

Property Details

237 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 44301
Town: Vineyard Haven
Type: Single Family Residence
$2,250,000.00

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...

Property Details

29 Old Nursery Lane, Chilmark MA 02535

LINK ID: 43568
Town: Chilmark
Type: Single Family Residence
$2,250,000.00

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...

Property Details

11 Oak Lane, West Tisbury MA 02575

LINK ID: 44446
Town: West Tisbury
Type: Single Family Residence
$2,250,000.00

Welcome to 11 Oak Lane, a rare West Tisbury offering that lives as a true Martha's Vineyard family compound, an income-producing investment, or both. Set on 2.7 private acres, the property has been meticulously maintained and recently updated from the systems up, giving you the flexibility to gather...

Property Details

NEW LISTING

25 Pennacook Avenue, Oak Bluffs MA 02557

LINK ID: 44285
Town: Oak Bluffs
Type: Single Family Residence
$2,180,000.00

A unique offering in the heart of the historic Copeland District of downtown Oak Bluffs. This cherished main residence and guest house, embody the timeless charm that defines this beloved community. Just minutes from Circuit Ave, the ferries and harbor, and a block from Inkwell Beach. This home invi...

Property Details

0 State Road, Vineyard Haven MA 02568

LINK ID: 44340
Town: Vineyard Haven
Type: Unimproved Land
$2,000,000.00

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....

Property Details

63 Vineyard Meadow Farms Road, West Tisbury MA 02575

LINK ID: 44385
Town: West Tisbury
Type: Single Family Residence
$2,000,000.00

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 beaut...

Property Details

5 Pine Tree Lane, Vineyard Haven MA 02568

LINK ID: 43291
Town: Vineyard Haven
Type: Single Family Residence
$1,999,000.00

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...

Property Details

33 Vineyard Avenue, Oak Bluffs MA 02557

LINK ID: 44349
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00

Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha’s Vineyard. This fully gut renovated property features a 2BR/2BA primary home plus a separate 1BR/1BA ADU suite —offering flexible, move-in ready living or investment potential in a prime in-town location. The main residence showcases a light-f...

Property Details

81 Leland Avenue, Vineyard Haven MA 02568

LINK ID: 44184
Town: Vineyard Haven
Type: Single Family Residence
$1,975,000.00

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...

Property Details

33 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43812
Town: Vineyard Haven
Type: Single Family Residence
$1,975,000.00

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...

Property Details

378 State Road, Vineyard Haven MA 02568

LINK ID: 44091
Town: Vineyard Haven
Type: Commercial
$1,950,000.00

MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT – Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with income-producing potent...

Property Details

0 High Mark, Chilmark MA 02535

LINK ID: 44445
Town: Chilmark
Type: Unimproved Land
$1,900,000.00

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 ...

Property Details

NEW LISTING

32 Norton Orchard Road, Edgartown MA 02539

LINK ID: 44049
Town: Edgartown
Type: Single Family Residence
$1,900,000.00

Being Sold Turnkey. Prime Edgartown Location close to Downtown dining, shopping, Edgartown Golf Club and popular beaches. This renovated updated home features four bedrooms all with private en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor. Bright sunny kitche...

Property Details

UNDER CONTRACT

174 Middle Road, Chilmark MA 02539

LINK ID: 43364
Town: Chilmark
Type: Single Family Residence
$1,895,000.00

Nestled in Chilmark, this four-bedroom home blends classic Vineyard charm with modern comfort. The sunlit eat-in kitchen features dual ovens, granite countertops, and custom cherry built-ins, flowing seamlessly to a living room with a Vermont Castings wood stove and access to a covered porch and spa...

Property Details

35 Mariners Way, Edgartown MA 02539

LINK ID: 43957
Town: Edgartown
Type: Single Family Residence
$1,895,000.00

35 Mariner’s Way is sited on nearly a half acre lot and lies within walking distance to Edgartown Village shops, restaurants, galleries, and inns and Sheriff’s Meadow conservation land. This 4 bedroom, 2 ½ bath home features a large living room and formal dining room, chef’s kitchen with two ...

Property Details

UNDER CONTRACT

12 Lobsterville Road, Aquinnah MA 02535

LINK ID: 44289
Town: Aquinnah
Type: Single Family Residence
$1,850,000.00

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...

Property Details

22 Old Harbor Lane, Oak Bluffs MA 02557

LINK ID: 44113
Town: Oak Bluffs
Type: Single Family Residence
$1,850,000.00

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...

Property Details

4 Hye Lane, Edgartown MA 02539

LINK ID: 44414
Town: Edgartown
Type: Single Family Residence
$1,850,000.00

Pristine and superbly maintained, this three-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. One addition...

Property Details

UNDER CONTRACT

10 Danls Way, West Tisbury MA 02575

LINK ID: 44350
Town: West Tisbury
Type: Single Family Residence
$1,845,000.00

Historic West Tisbury Farmhouse with Guest Cottage Set on 1.27 acres in the heart of West Tisbury, this historic four-bedroom farmhouse and separate one-bedroom guest cottage offer a rare opportunity to create a quintessential Martha’s Vineyard family compound. Ideally located near Alley’s Gene...

Property Details

NEW LISTING

10 Trotters Lane, West Tisbury MA 02575

LINK ID: 44204
Town: West Tisbury
Type: Single Family Residence
$1,800,000.00

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...

Property Details

18 Wood Duck Way, Oak Bluffs MA 02557

LINK ID: 44018
Town: Oak Bluffs
Type: Single Family Residence
$1,800,000.00

Amazing opportunity in Sengi! Being sold turnkey this modern home has four bedrooms and three full baths. Large windows and high ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry...

Property Details

188 Vineyard Meadow Farms Road, West Tisbury MA 02575

LINK ID: 43626
Town: West Tisbury
Type: Single Family Residence
$1,800,000.00

Two for One Near Long Point Beach! The crashing surf of the south shore, the tranquil waters of Long Cove Pond, the walking trails of the Wildlife Refuge - all minutes from this charming West Tisbury property, appropriately referred to as "Pinch Me" by the current owners. Here, the connection to nat...

Property Details

 

100 - 150 of 249 Listings

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PO Box 2670, Edgartown, MA 02539
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