11,465

Vineyard Haven, MA Homes

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  • /32

    $941,000 Sold Oct 03, 2025

    4 Quail Run Rd, Oak Bluffs, MA 02568

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1972

    Last Sold Summary

    • $711/SF
    • 64 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    4 Quail Run Rd, Oak Bluffs, MA 02568
    • /42

      Est $1,792,465 Not Listed For Sale

      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,677 Sq Ft
      • Built 1870
      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Above List Price
      • $1,047/SF
      • 209 Days On Market

      Last Sold Price $1,755,000

      Last Listing Agent Janna O'Loughlin Portfolio Properties

  • /2

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 1,581 Sq Ft

    15 Goah Way, Vineyard Haven, MA 02568

    2 bedroom 2 bath cottage with 1 bedroom 1 bath ADU. Large 15,950 square foot lot, short distance to school and town. Second floor bedroom space is large and possibly convertable to 2 bedrooms. New windows and 2 mini split systems, ADU also has a mini split unit. ADU is beleived to have been built in 2017. Property is loacted in Tashmoo watershed district and will require an upgrade to an nitrogen

    Roy Cutrer Jr Laer Realty Partners

    15 Goah Way, Vineyard Haven, MA 02568
  • /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
    • /25

      Est $1,178,423 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

      • 16% Above List Price
      • $570/SF
      • 115 Days On Market

      Last Sold Price $1,012,500

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

  • /41

    $2,950,000

    • 5 Beds
    • 4 Baths
    • 3,361 Sq Ft

    735 Franklin St, Vineyard Haven, MA 02568

    Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

    Emily Flake Viewpoints

    735 Franklin St, Vineyard Haven, MA 02568
  • /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 $1,233,117

    Last Listing Agent Kate Burnside Portfolio Properties

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

      Est $936,435 Not Listed For Sale

      21 Walker Way, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 1,244 Sq Ft
      • Built 1940
      21 Walker Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 29% Above List Price
      • $583/SF
      • 236 Days On Market

      Last Sold Price $725,000

      Last Listing Agent David Holmberg HomeSmart Heritage Realty

  • /42

    $2,289,000

    • 4 Beds
    • 3.5 Baths
    • 1,900 Sq Ft

    113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557

    UNIQUE IN-TOWN INVESTMENT opportunity in the heart of Oak Bluffs. This COMMERCIALLY ZONED B1 property offers flexibility and a strong existing rental history. Built in 2017, the MULTI-FAMILY building combines modern efficiency with an unbeatable location — just a short stroll to Oak Bluffs harbor, the Inkwell Beach, art galleries, shopping on Circuit Avenue, restaurants, the Historic Flying

    Grace Hagerty Grace Hagerty Real Estate Inc

    113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557
  • /13

    $2,050,000 Sold May 01, 2025

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $2,036/SF
    • 0 Days On Market

    Current Estimated Value $1,565,142

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568
    • /6

      Est $599,595 Not Listed For Sale

      92 Rogers Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • Built 1900
      92 Rogers Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16% Above List Price
      • $254/SF
      • 40 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Lesley Heidt Sandpiper Realty Inc

  • /19

    $1,180,000

    • 3 Beds
    • 1.5 Baths
    • 1 Sq Ft

    14 21st St N, Edgartown, MA 02539

    Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

    Francine Agnoli The Agency Martha's Vineyard

    14 21st St N, Edgartown, MA 02539
  • /7

    $600,000 Sold Jun 23, 2025

    27 7th St N Unit 198, Edgartown, MA 02539

    • Land
    • 0.5 Acre
    • $1,200,000 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 4 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co

    27 7th St N Unit 198, Edgartown, MA 02539
    • /19

      Est $999,292 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

      • 8% Above List Price
      • $781/SF
      • 83 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Elissa Lash Tea Lane Associates

  • /20

    $1,450,000

    • 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

    Robin Perschel Feiner Real Estate

    5 Seth's Path, Oak Bluffs, MA 02557
  • /24

    $665,000 Sold May 23, 2025

    51 Rural Cir, Oak Bluffs, MA 02557

    • 3 Beds
    • 1.5 Baths
    • 806 Sq Ft
    • Built 1876

    Last Sold Summary

    • 8% Below List Price
    • $825/SF
    • 171 Days On Market

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

    51 Rural Cir, Oak Bluffs, MA 02557
    • /25

      Est $1,247,085 Not Listed For Sale

      112 Spring St, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,171 Sq Ft
      • Built 1929
      112 Spring St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 13% Above List Price
      • $939/SF
      • 41 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Stephanie Burke Portfolio Properties

  • /59

    $1,435,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    101 Tradewinds Rd, Oak Bluffs, MA 02557

    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 interior features hardwood floors in the dramatic great room

    Nya Clarke Martha's Vineyard Island-Wide Realty

    101 Tradewinds Rd, Oak Bluffs, MA 02557
  • /14

    $449,000 Sold Aug 14, 2025

    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

    • Land
    • 0.6 Acre
    • $748,333 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 89 Days On Market

    Last Listing Agent Meg Bodnar Tea Lane Associates

    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
    • /23

      Est $1,209,692 Not Listed For Sale

      180 Main St Unit 30, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1860
      180 Main St Unit 30, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Above List Price
      • $904/SF
      • 96 Days On Market

      Last Sold Price $1,175,000

      Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  • /28

    $1,595,000

    • 3 Beds
    • 1.5 Baths
    • 2,448 Sq Ft

    38 Rogers Way, Oak Bluffs, MA 02557

    Tucked away in a private desirable Oak Bluffs neighborhood yet only minutes from the charm of downtown and the incredible OB beaches, this home is a wonderful island retreat. The neighborhood is a must see to fully appreciate this property. With four levels of finished living space, it offers room to gather, relax, entertain in any season. Hardwood floors, open concept kitchen and living areas,

    Jon Hartzband Martha's Vineyard Island-Wide Realty

    38 Rogers Way, Oak Bluffs, MA 02557
  • /15

    $1,150,000 Sold May 30, 2025

    14 Galway Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,338 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $859/SF
    • 48 Days On Market

    Current Estimated Value $1,226,834

    Last Listing Agent Michele Casavant Vineyard Village Realty

    14 Galway Rd, Vineyard Haven, MA 02568
    • /24

      Est $1,870,636 Not Listed For Sale

      70 Tashmoo Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 4 Baths
      • 3,298 Sq Ft
      • Built 1920
      70 Tashmoo Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 25% Above List Price
      • $455/SF
      • 88 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Tina Miller Donnelly + Co.

  • /7

    $599,000

    • Land
    • 0.07 Acre
    • $8,557,143 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
  • /41

    $1,310,000 Sold Aug 18, 2025

    35 E Side Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Above List Price
    • $667/SF
    • 0 Days On Market

    Current Estimated Value $1,379,305

    Last Listing Agent Kristin Buck Donnelly + Co

    35 E Side Rd, Oak Bluffs, MA 02557
    • /19

      Est $1,231,309 Not Listed For Sale

      26 Daggett Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 1904
      26 Daggett Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • $898/SF
      • 181 Days On Market

      Last Sold Price $1,232,500

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  • /2

    $674,000

    • Land
    • 0.49 Acre
    • $1,375,510 per Acre

    56 Holmes Hole Rd, Oak Bluffs, MA 02568

    Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

    Marilyn Moses Ocean Park Realty, Inc.

    56 Holmes Hole Rd, Oak Bluffs, MA 02568
  • /20

    $992,500 Sold Dec 22, 2025

    72 Washington Ave, Vineyard Haven, MA 02568

    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $862/SF
    • 6 Days On Market

    Current Estimated Value $933,094

    Last Listing Agent Martha Smith C McManus Realty Group

    72 Washington Ave, Vineyard Haven, MA 02568
    • /23

      Not Listed For Sale

      301 Main St, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,632 Sq Ft
      • Built 1900
      301 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • $699/SF
      • 150 Days On Market

      Last Sold Price $1,140,000

      Last Listing Agent Madelyn Silvia Wallace & Co. Sotheby's International Realty

  • /4

    $465,000

    • Land
    • 0.23 Acre
    • $2,026,144 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
  • /2

    $1,280,000 Sold Dec 12, 2025

    1 Edgewood Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    Last Sold Summary

    • $798/SF
    • 0 Days On Market

    Current Estimated Value $1,457,355

    Last Listing Agent LINK Email Cache LINK

    1 Edgewood Dr, Edgartown, MA 02539
    • /32

      Est $2,284,669 Not Listed For Sale

      51 Hatch Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1 Sq Ft
      • Built 1910
      51 Hatch Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 17% Above List Price
      • $1,950,000/SF
      • 76 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Judith Federowicz Landmarks at TODAY Real Estate

  • /34

    $1,295,000 Open House 3/28

    • 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
  • /27

    $1,600,000 Sold May 22, 2025

    2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 1933

    Last Sold Summary

    • 43% Below List Price
    • $1,004/SF
    • 532 Days On Market

    Last Listing Agent Carol Shore Donnelly + Co

    2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557
    • /12

      Est $1,024,725 Not Listed For Sale

      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 976 Sq Ft
      • Built 1968
      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Above List Price
      • $973/SF
      • 53 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  • /29

    $6,795,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

    57 Hines Point Rd, Vineyard Haven, MA 02568

    Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water

    Elissa Lash Tea Lane Associates

    57 Hines Point Rd, Vineyard Haven, MA 02568
  • /11

    $585,000 Sold Feb 05, 2026

    147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568

    • Land
    • 0.61 Acre
    • $962,963 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 276 Days On Market

    Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568
    • /27

      Est $1,018,272 Not Listed For Sale

      90 Holly Tree Ln, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,081 Sq Ft
      • Built 1980
      90 Holly Tree Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $856/SF
      • 1 Day On Market

      Last Sold Price $925,000

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /18

    $1,199,000

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    60 Saddle Club Rd, Edgartown, MA 02539

    This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal,

    Lesley Heidt Sandpiper Realty

    60 Saddle Club Rd, Edgartown, MA 02539
  • /35

    $2,850,000 Sold Dec 16, 2025

    311 E Chop Dr, Oak Bluffs, MA 02557

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $1,583/SF
    • 37 Days On Market

    Current Estimated Value $2,697,333

    Last Listing Agent Dawn Bellante Sandpiper Realty Inc

    311 E Chop Dr, Oak Bluffs, MA 02557

Showing Results 361 - 400, Page 10 of 18

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