Martha's Vineyard, MA Homes for Sale

• 

  

  

  /22

  $325,000

  $5K PRICE DROP

  • Land
  • 7,313 Sq Ft
  • $1,935,676 per Acre

  00 Moshup Trail Unit 6, Aquinnah, MA 02535

  Tucked along the south shore of Aquinnah on Martha’s Vineyard, this beach lot presents a chance to enjoy true oceanfront ownership. Accessed via Moshup Trail, this lot features a private gated entry with a pea stone parking area. A boardwalk, that winds through natural coastal vegetation, connects to a sandy trail that brings you over the bluff to the expansive shoreline. Secure your own stretch

  Diana Gilmore Island Real Estate

  00 Moshup Trail Unit 6, Aquinnah, MA 02535
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  /30

  $2,295,000

  • 5 Beds
  • 4 Baths
  • 3,119 Sq Ft

  2 Old Pocha Rd, Edgartown, MA 02539

  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 crafted with artistry and intention, this distinctive post-and-beam residence blends warmth,

  Jim Feiner Feiner Real Estate

  2 Old Pocha Rd, Edgartown, MA 02539
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  /7

  $549,000

  $50K PRICE DROP

  • Land
  • 3,049 Sq Ft
  • $7,842,857 per Acre

  112 Dukes County Ave, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park.This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's International Realty

  112 Dukes County Ave, Oak Bluffs, MA 02557
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  /4

  $429,000

  $66K PRICE DROP

  • Land
  • 9,997 Sq Ft
  • $1,869,281 per Acre

  0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

  Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for a one bedroom home of any size. Water and electric are nearby.

  Jim Joyce Carroll & Vincent R.E.

  0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
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  /36

  $2,195,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  312 E Chop Dr, Vineyard Haven, MA 02568

  ''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 meticulously maintained, blending timeless Vineyard character with modern comfort. Surrounded by lush hydrangea and perennial gardens, the property boasts nearly 150 feet of

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  312 E Chop Dr, Vineyard Haven, MA 02568
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  /33

  $1,225,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  37 Dodgers Hole Rd, Edgartown, MA 02539

  This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designed for comfortable island living. A hallway leads to the primary bedroom with private bath, along with

  Beth Welch Viewpoints

  37 Dodgers Hole Rd, Edgartown, MA 02539
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  /44

  $4,450,000

  $350K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 2,960 Sq Ft

  104 Pond View Farm Rd, Vineyard Haven, MA 02568

  Two homes on over three acres of waterfront on the beautiful and coveted Tisbury Great Pond. This remarkable waterfront property offers a rare opportunity to own a serene compound with two existing homes and a private permitted dock.Both the main house and guest house boast unobstructed water views, creating a tranquil and picturesque setting perfect for birdwatching, relaxation, and

  Alexis Holden Tea Lane Associates

  104 Pond View Farm Rd, Vineyard Haven, MA 02568
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  /41

  $4,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,715 Sq Ft

  9 Martha's Way, Edgartown, MA 02539

  Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one.

  Michele Casavant Vineyard Village Realty

  9 Martha's Way, Edgartown, MA 02539
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  /10

  $1,425,000

  • Land
  • 3.01 Acres
  • $473,422 per Acre

  38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568

  The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

  Elissa Lash Tea Lane Associates

  38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
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  /75

  $5,500,000

  • 6 Beds
  • 6 Baths
  • 5,706 Sq Ft

  53 Circuit Ave, Oak Bluffs, MA 02557

  This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's Vineyard's most sought-after high-foot-traffic downtown locations. The Union Chapel, across the

  Stephanie Roache Donnelly + Co

  53 Circuit Ave, Oak Bluffs, MA 02557
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  /45

  $1,625,000

  • 4 Beds
  • 3 Baths
  • 1,898 Sq Ft

  20 Hidden Cove Rd, Oak Bluffs, MA 02557

  Nestled in this desirable Hidden Cove community, this contemporary residence offers a quintessential retreat centered on outdoor recreation and coastal living. Residents enjoy premier neighborhood amenities, including direct water access to Sengekontacket Pond for seamless kayaking and paddleboarding, as well as community tennis courts just steps from your front door. Set on a private, wooded

  Jennifer DaSilva Compass | Point B

  20 Hidden Cove Rd, Oak Bluffs, MA 02557
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  /43

  $12,250,000

  • 7 Beds
  • 4 Baths
  • 4,855 Sq Ft

  139 Chappaquiddick Rd, Edgartown, MA 02539

  You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of

  Katherine Donahue Sandpiper Realty

  139 Chappaquiddick Rd, Edgartown, MA 02539
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  /7

  $1,150,000

  • Land
  • 1.09 Acres
  • $1,055,046 per Acre

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557

  Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate enclave of just four estate parcels, the property is accessed by a welcoming paved approach. This

  Marilyn Moses Ocean Park Realty Inc

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557
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  /6

  $550,000

  $100K PRICE DROP

  • Land
  • 1.02 Acres
  • $539,216 per Acre

  23 Calebs Common Ln, Edgartown, MA 02539

  CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  23 Calebs Common Ln, Edgartown, MA 02539
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  /25

  $1,696,000

  $199K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft

  21 Schoolhouse Rd, Edgartown, MA 02539

  Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed space. The full basement could be finished off for additional living areas. Plenty of room to grow on

  Jim Joyce Carroll & Vincent R.E.

  21 Schoolhouse Rd, Edgartown, MA 02539
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  /13

  $1,575,000

  $70K PRICE DROP

  • Land
  • 3.32 Acres
  • $474,398 per Acre

  26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575

  Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two sides - a setting unlike

  Dawn Bellante-Holand Sandpiper Realty

  26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
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  /20

  $2,495,000

  • 1 Bed
  • 1.5 Baths
  • 1,236 Sq Ft

  218 Upper Main St, Edgartown, MA 02539

  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 business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find

  Madelyn Silvia Wallace & Co. Sotheby's International Realty

  218 Upper Main St, Edgartown, MA 02539
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  /48

  $4,695,000

  • 7 Beds
  • 4.5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
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  /4

  $1,875,000

  $175K PRICE DROP

  • Land
  • 24,393 Sq Ft
  • $3,348,214 per Acre

  11A Duarte Cir, Edgartown, MA 02539

  Nestled in the HEART OF KATAMA, ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND mins to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama w/ a country vibe. 6 BR COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE & has amble space for outdoor entertaining w/ an in-ground pool, pool

  David White OwnerEntry.com

  11A Duarte Cir, Edgartown, MA 02539
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  /49

  $9,750,000

  • 7 Beds
  • 5 Baths
  • 3,617 Sq Ft

  23 Flanders Ln, Chilmark, MA 02535

  A rare offering of land, history, and sweeping water views — this exceptional 8.7+/- acre estate commands panoramic views of Menemsha Pond and Vineyard Sound from its rolling lawns and open meadows. Property includes parking and access to Menemsha Pond.Whether you're drawn by the storied architecture, the expansive land, or the irreplaceable Vineyard Sound vistas, this is a compound that

  Julianna Flanders Flanders Real Estate

  23 Flanders Ln, Chilmark, MA 02535
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  /38

  $3,099,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,082 Sq Ft

  53 Stoney Hill Rd, Vineyard Haven, MA 02568

  This custom-built Martha’s Vineyard residence blends timeless elegance with contemporary luxury, offering exclusive access to Lambert’s Cove Beach.At its heart is a chef’s kitchen with bespoke cabinetry, honed Carrara marble, Wolf and Sub-Zero appliances, Miele dishwasher, and Hudson Valley lighting. An adjacent custom bar features Dolomite Italian granite, ideal for entertaining.The home boasts

  Jennifer B. DaSilva Compass

  53 Stoney Hill Rd, Vineyard Haven, MA 02568
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  /46

  $3,400,000

  • 4 Beds
  • 2.5 Baths
  • 2,383 Sq Ft

  100 Gosnolds Way, Chilmark, MA 02535

  Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you

  Julianna Flanders Flanders Real Estate

  100 Gosnolds Way, Chilmark, MA 02535
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  /40

  $3,100,000

  • 3 Beds
  • 1 Bath
  • 973 Sq Ft

  36 Hines Point Rd, Vineyard Haven, MA 02568

  HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sullivan +Associates

  Tina Miller Donnelly + Co.

  36 Hines Point Rd, Vineyard Haven, MA 02568
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  /46

  $2,695,000

  $255K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,374 Sq Ft

  124 Main St, Vineyard Haven, MA 02568

  Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  124 Main St, Vineyard Haven, MA 02568
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  /19

  $1,095,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  170 Barnes Rd, Oak Bluffs, MA 02557

  Solid Cape-style home located one block from Sailing Camp Park and Medeiros Cove offering water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

  Christine Rose Martha's Vineyard Island-Wide Realty

  170 Barnes Rd, Oak Bluffs, MA 02557
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  /6

  $2,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  60 Crocker Dr, Edgartown, MA 02539

  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 structures or start from scratch to make it your own. The main house is a reverse-style home with a

  Sheila Morse Island Real Estate

  60 Crocker Dr, Edgartown, MA 02539
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  /11

  $2,495,000

  $455K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,506 Sq Ft

  24 Cournoyer Rd, Vineyard Haven, MA 02568

  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 existing spaces are very versatile and would be ideal for any service oriented business given the

  Jill Napior Tea Lane Associates

  24 Cournoyer Rd, Vineyard Haven, MA 02568
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  /46

  $3,900,000

  • 3 Beds
  • 4 Baths
  • 2,960 Sq Ft

  3 Bens Way, Chilmark, MA 02535

  Sited on 3.94 acres in the North Tabor Farm subdivision, this 3 bedroom, 4 bath farmhouse offers privacy in a quiet, wooded, agricultural setting abutting working pastures. Built in 1995, this home features elegant living room and dining rooms with 12 foot ceilings and large paned windows which flood the rooms with an abundance of natural light. Views are seen to the yard spaces and the heated,

  Russell Maloney Russell Maloney Real Estate

  3 Bens Way, Chilmark, MA 02535
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  /37

  $1,750,000

  • 3 Beds
  • 4 Baths
  • 1,932 Sq Ft

  14 High Meadow Ln, Oak Bluffs, MA 02557

  Welcome to this sun-drenched, reverse contemporary-style home located in the lovely Meadow View Farms community! This multi-level home has boundless potential. The second level features a bright, open floor plan with cathedral ceilings, living, dining, and kitchen areas, and 3 sliding doors that take you outside to the upper deck. Open the sliders to the expansive deck and you will almost double

  Jennifer DaSilva Compass | Point B

  14 High Meadow Ln, Oak Bluffs, MA 02557
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  /38

  $6,150,000

  • 6 Beds
  • 7 Baths
  • 5,034 Sq Ft

  59 Hagerty Dr, Vineyard Haven, MA 02568

  Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and

  Carol Shore Donnelly + Co

  59 Hagerty Dr, Vineyard Haven, MA 02568
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  /26

  $1,295,000

  $54K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,863 Sq Ft

  3 Troy St, Oak Bluffs, MA 02557

  Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ideal for guests or rental possibilities. The main living space features hardwood floors throughout, a

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  3 Troy St, Oak Bluffs, MA 02557
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  /39

  $1,488,000

  • 5 Beds
  • 4 Baths
  • 2,884 Sq Ft

  39 Ferro Way, Vineyard Haven, MA 02568

  Tucked away on a quiet cul-de-sac, this beautifully maintained multi-family property offers the perfect blend of privacy, flexibility, and convenience. Built in 2020, the home encompasses 2,884 square feet of thoughtfully designed living space, featuring a total of 5 bedrooms and 4 full bathrooms. The walkout lower level is a fully permitted Accessory Dwelling Unit (ADU), creating an ideal

  Emily Flake Viewpoints

  39 Ferro Way, Vineyard Haven, MA 02568
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  /35

  $3,850,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  10 Pease Point Rd, Edgartown, MA 02539

  PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Possible fourth-bedroom opportunity with proper permiting and approvals.

  Emma Bryant Studio Realty

  10 Pease Point Rd, Edgartown, MA 02539

Showing Results 321 - 353, Page 9 of 9