11,368

Vineyard Haven, MA Homes

Section Image
  • /2

    $1,600,000

    Sold Feb 20, 2026

    13 Wayland Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Built 1870

    Last Sold Summary

    • $1,561/SF
    • 0 Days On Market

    Current Estimated Value $1,534,252

    Last Listing Agent LINK Email Cache LINK

    13 Wayland Ave, Oak Bluffs, MA 02557
    • /9

      Not Listed For Sale

      21 Kennebec Ave Unit 6, Oak Bluffs, MA 02557

      • 1 Bed
      • 1 Bath
      • 985 Sq Ft
      • Built 2006
      21 Kennebec Ave Unit 6, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

  • /3

    $525,000

    • Land
    • 10,240 Sq Ft
    • $2,233,092 per Acre

    Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568

    A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way. Only one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach, the setting provides the perfect balance of

    Katherine Donahue Sandpiper Realty

    Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568
  • /35

    $1,500,000

    Sold Sep 22, 2025

    8 Schoolhouse Village, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 2,336 Sq Ft
    • Built 1980

    Last Sold Summary

    • 11% Below List Price
    • $642/SF
    • 277 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    8 Schoolhouse Village, Oak Bluffs, MA 02557
    • /3

      Not Listed For Sale

      Baylis Woods Tashmoo Ave, Tisbury, MA 02568

      Baylis Woods Tashmoo Ave, Tisbury, MA 02568

      Last Sold Summary

      • 350 Days On Market

  • /20

    $1,390,000

    $60K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    5 Seth's Path, Oak Bluffs, MA 02557

    Desirable picturesque Deer Run location. Just steps from the bike path, this centrally located home is a perfect island retreat. You can enjoy the multi level deck and patio overlooking a wonderful in ground pool. The large lot provides for plenty of room for gardening or games and backs up to an idyllic open field. This house is perfectly set back off of the small cul de sac. Wonderful location

    Robin Perschel Feiner Real Estate

    5 Seth's Path, Oak Bluffs, MA 02557
  • /17

    $1,450,000

    Sold Aug 26, 2025

    61 Dodgers Hole Rd, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 2,311 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $627/SF
    • 78 Days On Market

    Current Estimated Value $1,449,071

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hole Rd, Edgartown, MA 02539
    • /12

      Not Listed For Sale

      3 Fifteenth St S, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 1,454 Sq Ft
      • Built 2001
      3 Fifteenth St S, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

  • /51

    $3,199,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, a handmade subway tile backsplash, Wolf stove

    Jennifer DaSilva Compass | Point B

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /27

    $1,875,000

    Sold May 13, 2026

    58 Munroe Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 2,215 Sq Ft
    • Built 1986

    Last Sold Summary

    • $847/SF
    • 0 Days On Market

    Current Estimated Value $1,700,952

    Last Listing Agent Kerry Quinlan-Potter Breakwater MV

    58 Munroe Ave, Oak Bluffs, MA 02557
    • /66

      Not Listed For Sale

      95 Beach Rd Unit Residential & Commer, Vineyard Haven, MA 02568

      • 2 Beds
      • 3.5 Baths
      • 1,951 Sq Ft
      • Built 1935
      95 Beach Rd Unit Residential & Commer, Vineyard Haven, MA 02568

      Last Sold Summary

      • 81 Days On Market

  • /46

    $1,755,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,406 Sq Ft

    17 John Wesley Ave, Vineyard Haven, MA 02568

    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 an open-plan first floor with a large kitchen, living room, and dining area. The first floor features

    kyle Neyer Tea Lane Associates

    17 John Wesley Ave, Vineyard Haven, MA 02568
  • /27

    $2,337,500

    Sold May 19, 2026

    27 7th St N, Edgartown, MA 02539

    • 3 Beds
    • 3.5 Baths
    • 1,884 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $1,241/SF
    • 105 Days On Market

    Last Listing Agent Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
    • /3

      Not Listed For Sale

      2 Union St Unit A, Tisbury, MA 02568

      • 0.5 Baths
      • 1,100 Sq Ft
      • Built 2021
      2 Union St Unit A, Tisbury, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /56

    $1,250,000

    $185K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    101 Tradewinds Rd, Oak Bluffs, MA 02557

    Motivated sellers - a great opportunity for a savvy buyer! Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-to-ceiling windows and soaring post-and-beam ceilings creating a warm and inviting space. The

    Nya Clarke Martha's Vineyard Island-Wide Realty

    101 Tradewinds Rd, Oak Bluffs, MA 02557
  • /45

    $1,700,000

    Sold Oct 08, 2025

    51 Skiffs Ln, Vineyard Haven, MA 02568

    • 7 Beds
    • 4.5 Baths
    • 3,213 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $529/SF
    • 52 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    51 Skiffs Ln, Vineyard Haven, MA 02568
    • /49

      Est $888,829

      Not Listed For Sale

      4 Quail Run Unit 17, Oak Bluffs, MA 02557

      • 2 Beds
      • 2 Baths
      • 1,208 Sq Ft
      • Built 1972
      4 Quail Run Unit 17, Oak Bluffs, MA 02557

      Last Sold Summary

      • 70 Days On Market

  • /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
  • /42

    $1,530,000

    Sold Jan 13, 2026

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $759/SF
    • 164 Days On Market

    Last Listing Agent Susie Wallo Compass LLC

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    • /56

      Not Listed For Sale

      9 Goode St, Oak Bluffs, MA 02557

      • 4 Beds
      • 4.5 Baths
      • 2,954 Sq Ft
      • Built 1900
      9 Goode St, Oak Bluffs, MA 02557

      Last Sold Summary

      • 314 Days On Market

  • /33

    $1,249,900

    • 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
  • /2

    $750,000

    Sold Oct 03, 2025

    35 Breakdown Ln, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • Built 1983

    Last Sold Summary

    • $382/SF
    • 0 Days On Market

    Current Estimated Value $1,111,484

    Last Listing Agent LINK Email Cache LINK

    35 Breakdown Ln, Oak Bluffs, MA 02557
    • /23

      Est $1,466,645

      Not Listed For Sale

      12 Wing Rd, Oak Bluffs, MA 02557

      • 2 Beds
      • 2.5 Baths
      • 1,872 Sq Ft
      • Built 2014
      12 Wing Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 9 Days On Market

  • /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
  • /32

    $1,475,000

    Sold Oct 10, 2025

    11 John Wesley Ave, Oak Bluffs, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1905

    Last Sold Summary

    • 5% Below List Price
    • $1,131/SF
    • 50 Days On Market

    Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

    11 John Wesley Ave, Oak Bluffs, MA 02568
    • /33

      Est $1,543,309

      Not Listed For Sale

      3 Gorham Ave, Oak Bluffs, MA 02557

      • 4 Beds
      • 2 Baths
      • 1,394 Sq Ft
      • Built 1900
      3 Gorham Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 7 Days On Market

  • /13

    $1,645,000

    • Land
    • 3.32 Acres
    • $495,482 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
  • /46

    $1,600,000

    Sold Jan 20, 2026

    5 Bayes Hill Cir, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,127 Sq Ft
    • Built 1997

    Last Sold Summary

    • 26% Below List Price
    • $752/SF
    • 182 Days On Market

    Current Estimated Value $1,664,628

    Last Listing Agent Rene Jackson Island Real Estate

    5 Bayes Hill Cir, Vineyard Haven, MA 02568
    • /18

      Est $1,030,497

      Not Listed For Sale

      41 Waterview Rd, Oak Bluffs, MA 02557

      • 3 Beds
      • 1.5 Baths
      • 869 Sq Ft
      • Built 1970
      41 Waterview Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 22 Days On Market

  • /36

    $1,275,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,033 Sq Ft

    9 Brunswick Ave, Oak Bluffs, MA 02557

    PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully & extensively UPDATED INSIDE AND OUT. Enjoy peace of mind w/ NEW septic system, siding, windows, water line from the street, & upgraded electrical & plumbing. Interior boasts new flooring, insulation, fresh paint, a stylishly

    Alice Pierce Coldwell Banker Realty - Hingham

    9 Brunswick Ave, Oak Bluffs, MA 02557
  • /35

    $2,250,000

    Sold Dec 10, 2025

    10 Wood Duck Way, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $747/SF
    • 119 Days On Market

    Current Estimated Value $2,341,634

    Last Listing Agent Marcia Sullivan Garvey Donnelly + Co.

    10 Wood Duck Way, Oak Bluffs, MA 02557
    • /20

      Est $1,155,026

      Not Listed For Sale

      16 Hudson Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,701 Sq Ft
      • Built 1989
      16 Hudson Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 9 Days On Market

  • /36

    $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
  • /2

    $500,000

    Sold Oct 02, 2025

    00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568

    • Land
    • 14,422 Sq Ft
    • $1,510,118 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568
    • /19

      Est $1,072,572

      Not Listed For Sale

      4 June Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,064 Sq Ft
      • Built 1974
      4 June Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 3 Days On Market

  • /15

    $940,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,074 Sq Ft

    22 Firehouse Ln, Oak Bluffs, MA 02557

    Tucked away on a quiet side street just 0.7 miles from Circuit Avenue, this charming Oak Bluffs cottage offers the rare combination of privacy and proximity to town. The original two-bedroom, one-bath home was thoughtfully expanded to include a bright great room that opens directly to a large fenced yard — ideal for outdoor dining, pets, or simply enjoying Vineyard summers. The property is

    Jennifer O'hanlon Compass LLC

    22 Firehouse Ln, Oak Bluffs, MA 02557
  • /21

    $925,000

    Sold Mar 19, 2026

    95 Tashmoo Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,380 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $670/SF
    • 12 Days On Market

    Current Estimated Value $1,011,561

    Last Listing Agent Peter Cronig Cronigs Real Estate

    95 Tashmoo Ave, Vineyard Haven, MA 02568
    • /31

      Est $2,166,184

      Not Listed For Sale

      37 Nashawena Park, Oak Bluffs, MA 02557

      • 8 Beds
      • 2.5 Baths
      • 2,005 Sq Ft
      • Built 1856
      37 Nashawena Park, Oak Bluffs, MA 02557

      Last Sold Summary

      • 188 Days On Market

  • /41

    $3,499,000

    Pending
    • 5 Beds
    • 6 Baths
    • 3,800 Sq Ft

    35 Mount Aldworth Rd, Vineyard Haven, MA 02568

    Welcome to a stunning new construction-in-progress home that blends modern coastal living with the island charm. Set on an elevated site with distant water views, this thoughtfully designed living space, plus an additional 900 square foot basement with both finished and unfinished areas—perfect for a media room, gym, office or storage.Outside, enjoy your own private retreat creating the ideal

    Jennifer DaSilva Compass | Point B

    35 Mount Aldworth Rd, Vineyard Haven, MA 02568
  • /39

    $2,485,000

    Sold Apr 17, 2026

    63 Crowell Ln, Vineyard Haven, MA 02568

    • 6 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Below List Price
    • $828/SF
    • 202 Days On Market

    Last Listing Agent Heather Dyas-Fried Tea Lane Associates

    63 Crowell Ln, Vineyard Haven, MA 02568

Showing Results 521 - 560, Page 14 of 18

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