19,751

Martha's Vineyard, MA Homes

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  • /36

    $1,399,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2 Baths
    • 1,436 Sq Ft

    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

    This coastal contemporary residence is located on a private 1.60-acre lot in West Tisbury, with convenient access to Long Point Wildlife Refuge and access to "Coveted" Lambert's Cove Beach. The home features four bedrooms and two full bathrooms. On the first floor, you'll find two bright bedrooms, a modernized bathroom, and sliders from the living area that lead to a new AZEK deck and enclosed

    Marilyn Moses Ocean Park Realty Inc

    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
  • /49

    $1,650,000

    Sold Apr 28, 2026

    39 Iron Hill Rd, Oak Bluffs, MA 02557

    • 5 Beds
    • 5.5 Baths
    • 4,334 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $381/SF
    • 2 Days On Market

    Current Estimated Value $2,066,005

    Last Listing Agent Wendy Harman Compass | Point B

    39 Iron Hill Rd, Oak Bluffs, MA 02557
    • /35

      Est $1,425,133

      Not Listed For Sale

      26 Heath Hen Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,076 Sq Ft
      • Built 1983
      26 Heath Hen Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 84 Days On Market

  • /31

    $2,395,000

    $55K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,918 Sq Ft

    25 Fulling Mill Rd, Chilmark, MA 02535

    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 house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

    Thomas Wallace Wallace & Co. Sotheby's

    25 Fulling Mill Rd, Chilmark, MA 02535
  • /44

    $37,000,000

    Sold Jul 10, 2025

    41 Cobbs Hill Rd, Chilmark, MA 02535

    • 8 Beds
    • 5.5 Baths
    • 7,846 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $4,716/SF
    • 39 Days On Market

    Last Listing Agent Brian Dougherty Corcoran Property Advisors

    41 Cobbs Hill Rd, Chilmark, MA 02535
    • /28

      Est $1,017,911

      Not Listed For Sale

      280 State Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,387 Sq Ft
      • Built 1920
      280 State Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3 Days On Market

  • /31

    $15,400,000

    • 6 Beds
    • 9 Baths
    • 6,967 Sq Ft

    8 Snail Rd, Chilmark, MA 02535

    Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has been thoughtfully reimagined for today's buyer, designed and built by a team of leading architects

    Maggie Gold Seelig MGS Group Real Estate LTD

    8 Snail Rd, Chilmark, MA 02535
  • /39

    $3,515,000

    Sold Aug 18, 2025

    7 Whistling Swan Cir, Edgartown, MA 02539

    • 5 Beds
    • 4.5 Baths
    • 4,218 Sq Ft
    • Built 2010

    Last Sold Summary

    • 4% Below List Price
    • $833/SF
    • 60 Days On Market

    Current Estimated Value $3,515,006

    Last Listing Agent Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539
    • /45

      Not Listed For Sale

      15 Canterbury Ln, Vineyard Haven, MA 02568

      • 6 Beds
      • 3 Baths
      • 3,394 Sq Ft
      • Built 1987
      15 Canterbury Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14 Days On Market

  • /16

    $710,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 542 Sq Ft

    66 Canonicus Ave, Oak Bluffs, MA 02557

    The Pinkletink Could be Yours!!! This unspoiled 1950's cottage is named for the Island's tiny frogs who "sing" the announcement of spring. The location is sublime, just 5 blocks from Inkwell Beach and only a few more to the top of Circuit Avenue, while feeling miles away in this quiet location near Farm Pond. Cherished by its owners for decades, the cottage has been lovingly maintained while

    Candy DaRosa Feiner Real Estate

    66 Canonicus Ave, Oak Bluffs, MA 02557
  • /3

    $5,750,000

    Sold Apr 10, 2026

    23 Chockers Ln, Chilmark, MA 02535

    • 2 Beds
    • 1.5 Baths
    • 1,446 Sq Ft
    • Built 1993

    Last Sold Summary

    • $3,976/SF
    • 0 Days On Market

    Current Estimated Value $5,280,715

    Last Listing Agent Julianna Flanders Flanders Real Estate

    23 Chockers Ln, Chilmark, MA 02535
    • /30

      Est $909,177

      Not Listed For Sale

      7 Elm St, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 962 Sq Ft
      • Built 1969
      7 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 213 Days On Market

  • /64

    $2,579,000

    • 4 Beds
    • 2 Baths
    • 1,399 Sq Ft

    34 Windemere Rd, Oak Bluffs, MA 02557

    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 location with all the modern comforts one would want. The house is perfectly sited to take full

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    34 Windemere Rd, Oak Bluffs, MA 02557
  • /37

    $3,600,000

    Sold Feb 12, 2026

    8 High St, Edgartown, MA 02539

    • 5 Beds
    • 4 Baths
    • 3,840 Sq Ft
    • Built 1910

    Last Sold Summary

    • 16% Below List Price
    • $938/SF
    • 62 Days On Market

    Current Estimated Value $3,937,405

    Last Listing Agent Valene Pires The Agency

    8 High St, Edgartown, MA 02539
    • /22

      Not Listed For Sale

      189 Winyah Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 576 Sq Ft
      • Built 1974
      189 Winyah Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 50 Days On Market

  • /22

    $1,000,000

    $100K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,118 Sq Ft

    4 5th St N, Edgartown, MA 02539

    An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement

    Doug Burke Signal House Group at Compass

    4 5th St N, Edgartown, MA 02539
  • /30

    $2,240,000

    Sold Nov 06, 2025

    29 Pradas Way, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1998

    Last Sold Summary

    • 6% Below List Price
    • $1,270/SF
    • 27 Days On Market

    Current Estimated Value $2,240,073

    Last Listing Agent Wendy Harman Compass | Point B

    29 Pradas Way, Edgartown, MA 02539
    • /20

      Est $1,021,364

      Not Listed For Sale

      33 Renear St, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1950
      33 Renear St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7 Days On Market

  • /21

    $1,195,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    34 10th St S, Edgartown, MA 02539

    Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional

    Chrissie Teague

    34 10th St S, Edgartown, MA 02539
  • /2

    $17,250,000

    Sold Oct 30, 2025

    81 S Water St, Edgartown, MA 02539

    • 7 Beds
    • 6 Baths
    • 4,388 Sq Ft
    • Built 1875

    Last Sold Summary

    • $3,931/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    81 S Water St, Edgartown, MA 02539
    • /5

      Est $971,396

      Not Listed For Sale

      146 Edgartown Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1.5 Baths
      • 864 Sq Ft
      • Built 1958
      146 Edgartown Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 138 Days On Market

  • /15

    $3,095,000

    $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,927 Sq Ft

    44 Tiffany Dr, Oak Bluffs, MA 02557

    This handsome, newly renovated classic Cape, is nestled on a private 1.38-acre lot in the sought after Lagoon Estates community, Oak Bluffs. The property has been thoughtfully renovated with two new kitchens, 5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with

    Perry Patterson MV Luxury Homes LLC

    44 Tiffany Dr, Oak Bluffs, MA 02557
  • /20

    $975,000

    Sold Sep 30, 2025

    32 Beach Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $1,166/SF
    • 29 Days On Market

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

    32 Beach Rd, Oak Bluffs, MA 02557
    • /19

      Est $1,251,263

      Not Listed For Sale

      31 Davis St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,945 Sq Ft
      • Built 1966
      31 Davis St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 5 Days On Market

  • /28

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,927 Sq Ft

    2 Bold Meadow Rd, Edgartown, MA 02539

    Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a

    Stacy Ickes Donnelly + Co.

    2 Bold Meadow Rd, Edgartown, MA 02539
  • /48

    $1,775,000

    Sold Nov 07, 2025

    3 Fulling Mill Rd, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $1,027/SF
    • 170 Days On Market

    Current Estimated Value $1,884,275

    Last Listing Agent Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
    • /25

      Est $4,671,366

      Not Listed For Sale

      36 Burts Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 7 Baths
      • 4,000 Sq Ft
      • Built 2004
      36 Burts Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19 Days On Market

  • /11

    $650,000

    • 1 Bed
    • 1 Bath
    • 478 Sq Ft

    20 Peases Point Way N Unit 4, Edgartown, MA 02539

    Perfectly situated in the heart of downtown Edgartown, this recently renovated first-floor 1-bedroom, 1-bathroom retreat offers effortless access to the village’s acclaimed shops, galleries, restaurants, Fuller Street Beach, and Edgartown Harbor. The bright, open-concept living space seamlessly connects the kitchen, dining, and living areas, creating an inviting setting for relaxing or

    Jarrett Hurwitz Keller Williams Realty

    20 Peases Point Way N Unit 4, Edgartown, MA 02539
  • /36

    $1,950,000

    Sold Jul 02, 2025

    51 Black Brook Crossing Rd, West Tisbury, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,691 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $725/SF
    • 30 Days On Market

    Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

    51 Black Brook Crossing Rd, West Tisbury, MA 02568
    • /2

      Est $1,839,785

      Not Listed For Sale

      39 Burts Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 3 Baths
      • 2,068 Sq Ft
      • Built 1965
      39 Burts Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /16

    $1,175,000

    $74K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 998 Sq Ft

    299 Daggett Ave Unit A, Vineyard Haven, MA 02568

    This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

    Karen Overtoom Karen M. Overtoom R.E.

    299 Daggett Ave Unit A, Vineyard Haven, MA 02568
  • /26

    $3,250,000

    Sold May 15, 2026

    99 Cooke St, Edgartown, MA 02539

    • 4 Beds
    • 4 Baths
    • 1,590 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $2,044/SF
    • 42 Days On Market

    Current Estimated Value $3,633,506

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

    99 Cooke St, Edgartown, MA 02539
    • /2

      Est $1,859,334

      Not Listed For Sale

      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,676 Sq Ft
      • Built 1870
      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

  • /6

    $650,000

    • Land
    • 1.02 Acres
    • $636,444 per Acre

    23 Calebs Common Ln Unit 101, 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

    Katherine Donahue Sandpiper Realty

    23 Calebs Common Ln Unit 101, Edgartown, MA 02539
  • /22

    $1,164,000

    Sold Aug 12, 2025

    110 Daggett Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1921

    Last Sold Summary

    • 22% Below List Price
    • $705/SF
    • 106 Days On Market

    Current Estimated Value $1,168,815

    Last Listing Agent Kate Burnside Portfolio Properties

    110 Daggett Ave, Vineyard Haven, MA 02568
    • /25

      Est $1,138,635

      Not Listed For Sale

      160 Causeway Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1948
      160 Causeway Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 115 Days On Market

  • /28

    $2,290,000

    $205K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    268 Tashmoo Ave, Vineyard Haven, MA 02568

    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 doors that lead to the large outdoor entertaining area which features a lounge area and two eating

    Michele Casavant Vineyard Village Realty

    268 Tashmoo Ave, Vineyard Haven, MA 02568
  • /12

    $1,987,500

    Sold Feb 19, 2026

    131 N Water St Unit 51, Edgartown, MA 02539

    • 1 Bed
    • 1 Bath
    • 862 Sq Ft
    • Built 2011

    Last Sold Summary

    • 3% Below List Price
    • $2,306/SF
    • 0 Days On Market

    Current Estimated Value $2,107,188

    Last Listing Agent Kim Naylor Donnelly + Co

    131 N Water St Unit 51, Edgartown, MA 02539
    • /19

      Est $980,688

      Not Listed For Sale

      238 State Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1920
      238 State Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 83 Days On Market

  • /65

    $2,690,000

    $509K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,618 Sq Ft

    55 Old House Way, West Tisbury, MA 02575

    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-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless

    Leslie Graham Anchor Realty of Martha's Vineyard

    55 Old House Way, West Tisbury, MA 02575

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