11,971

Tisbury, MA Homes

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  • /59

    $1,325,000

    $110K 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
  • /11

    $1,125,000

    Sold May 07, 2026

    52 Windsor Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $798/SF
    • 22 Days On Market

    Current Estimated Value $1,220,460

    Last Listing Agent Emma Kennedy Sandpiper Realty, Inc.

    52 Windsor Dr, Edgartown, MA 02539
    • /34

      Est $1,537,772

      Not Listed For Sale

      18 Jesses Way, Tisbury, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,484 Sq Ft
      • Built 2003
      18 Jesses Way, Tisbury, MA 02568

      Last Sold Summary

      • 85 Days On Market

  • /7

    $599,000

    • Land
    • 3,049 Sq Ft
    • $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
  • /39

    $1,290,020

    Sold Dec 05, 2025

    35 Stevens Ave, Oak Bluffs, MA 02557

    • 2 Beds
    • 3 Baths
    • 1,632 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $790/SF
    • 130 Days On Market

    Current Estimated Value $1,353,742

    Last Listing Agent Paul Thoutsis Dockside Real Estate

    35 Stevens Ave, Oak Bluffs, MA 02557
    • /5

      Not Listed For Sale

      45 Ice Pond Ln, Oak Bluffs, MA 02557

      • 1 Bed
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 1984
      45 Ice Pond Ln, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

  • /4

    $465,000

    $30K PRICE DROP
    • Land
    • 9,997 Sq Ft
    • $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
  • /28

    $1,226,500

    Sold Oct 16, 2025

    9 Grovedale Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $749/SF
    • 6 Days On Market

    Current Estimated Value $1,215,679

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

    9 Grovedale Rd, Oak Bluffs, MA 02557
    • /30

      Not Listed For Sale

      12 W Farm Rd, West Tisbury, MA 02575

      • 3 Beds
      • 2 Baths
      • 1,389 Sq Ft
      • Built 1988
      12 W Farm Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 173 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
  • /36

    $1,765,000

    Sold Aug 18, 2025

    34 Tower Ridge Rd, Oak Bluffs, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,450 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $720/SF
    • 25 Days On Market

    Last Listing Agent Katherine Donahue Sandpiper Realty

    34 Tower Ridge Rd, Oak Bluffs, MA 02568
    • /14

      Not Listed For Sale

      90 Seventeenth Street North & 52 the Blvd, Edgartown, MA 02539

      • 2 Beds
      • 1 Bath
      • 510 Sq Ft
      • Built 1972
      90 Seventeenth Street North & 52 the Blvd, Edgartown, MA 02539

      Last Sold Summary

      • 15 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
  • /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 $1,499,772

    Last Listing Agent LINK Email Cache LINK

    13 Wayland Ave, Oak Bluffs, MA 02557
    • /24

      Not Listed For Sale

      19 The Blvd, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,073 Sq Ft
      • Built 1940
      19 The Blvd, Edgartown, MA 02539

      Last Sold Summary

      • 145 Days On Market

  • /14

    $825,000

    • 2 Beds
    • 1 Bath
    • 985 Sq Ft

    19 Perkins Ave, Oak Bluffs, MA 02557

    Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter — whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island setting.

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    19 Perkins Ave, Oak Bluffs, MA 02557
  • /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
    • /19

      Not Listed For Sale

      2 Lagrange Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1996
      2 Lagrange Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 4 Days On Market

  • /18

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    10 Winthrop Ave, Oak Bluffs, MA 02557

    Oak Bluffs- Fully renovated and just completed, this three-bedroom, two-bath home is ready for immediate occupancy! Ideally located just moments from downtown Oak Bluffs and the vibrant harborfront, you’ll enjoy easy access to shops, dining, beaches, and ferry connections. Featuring modern updates throughout, this home offers the perfect blend of comfort and convenience.

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    10 Winthrop Ave, 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 $1,437,692

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hole Rd, Edgartown, MA 02539
    • /27

      Not Listed For Sale

      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      • 1 Bath
      • 366 Sq Ft
      • Built 1989
      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      Last Sold Summary

      • 12 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
  • /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 $1,691,792

    Last Listing Agent Kerry Quinlan-Potter Breakwater MV

    58 Munroe Ave, Oak Bluffs, MA 02557
    • /12

      Not Listed For Sale

      61 E Ocean Ave, Oak Bluffs, MA 02557

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft
      • Built 1870
      61 E Ocean Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 45 Days On Market

  • /29

    $6,795,000

    $500K PRICE DROP 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
  • /40

    $3,381,000

    Sold May 08, 2026

    25 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,327 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $1,016/SF
    • 20 Days On Market

    Current Estimated Value $2,611,405

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

    25 Bold Meadow Rd, Edgartown, MA 02539
    • /14

      Est $677,731

      Not Listed For Sale

      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 647 Sq Ft
      • Built 1880
      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      Last Sold Summary

      • 178 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
  • /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
    • /3

      Not Listed For Sale

      28 Chickawaukee St (Subdivided Lot #1), Oak Bluffs, MA 02557

      28 Chickawaukee St (Subdivided Lot #1), Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

  • /15

    $950,000

    • 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
  • /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
    • /27

      Not Listed For Sale

      46 Towanticut Ave, Oak Bluffs, MA 02568

      • 3 Beds
      • 3 Baths
      • 1,642 Sq Ft
      • Built 1990
      46 Towanticut Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 6 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
  • /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 $1,088,851

    Last Listing Agent LINK Email Cache LINK

    35 Breakdown Ln, Oak Bluffs, MA 02557
    • /8

      Not Listed For Sale

      0 Concord Ave, Oak Bluffs, MA 02568

      0 Concord Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 83 Days On Market

  • /19

    $2,950,000

    • 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
  • /30

    $1,416,500

    Sold Nov 25, 2025

    11 Ephriam Allen Rd, West Tisbury, MA 02568

    • 1 Bed
    • 1 Bath
    • 780 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $1,816/SF
    • 34 Days On Market

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    11 Ephriam Allen Rd, West Tisbury, MA 02568
    • /6

      Not Listed For Sale

      0 Dudley St Unit 42584, Tisbury, MA 02568

      0 Dudley St Unit 42584, Tisbury, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /18

    $799,000

    Pending
    • 2 Beds
    • 1 Bath
    • 623 Sq Ft

    1 Pease Ave, Oak Bluffs, MA 02557

    Tucked away on a quiet no-thru street near the Tabernacle and Trinity Park, this meticulously maintained year-round Martha’s Vineyard Camp Meeting Association cottage blends charm and convenience. Thoughtful 2023 updates—including a new kitchen with stainless steel appliances, refreshed bathroom, upgraded insulation and electrical, three mini-splits, onsite laundry, spiral staircase, and new

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    1 Pease Ave, Oak Bluffs, MA 02557

Showing Results 521 - 560, Page 14 of 18

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