12,086

Tisbury, MA Homes

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  • /21

    $895,000 Pending

    • 3 Beds
    • 1 Bath
    • 931 Sq Ft

    22 Montgomery Square, Oak Bluffs, MA 02557

    Located in the heart of Wesleyan Grove within the historic Martha's Vineyard Camp Meeting Association, this enchanting year-round Victorian cottage captures the timeless charm and vibrant spirit of Oak Bluffs living. Just steps from lively Circuit Avenue, picturesque Oak Bluffs Harbor, and sandy beaches, the location offers the very best of in-town convenience and coastal beauty. This delightful

    Marilyn Moses Ocean Park Realty, Inc.

    22 Montgomery Square, Oak Bluffs, MA 02557
  • /22

    $3,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,703 Sq Ft
    • House for Rent

    41 Oak Lane Wt147, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

    Karen Overtoom Karen M. Overtoom R.E.

    41 Oak Lane Wt147, West Tisbury, MA 02575
  • /31

    $1,685,000 Sold Oct 09, 2025

    126 Border Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 2,251 Sq Ft
    • Built 1979

    Last Sold Summary

    • 16% Below List Price
    • $749/SF
    • 337 Days On Market

    Current Estimated Value $1,681,084

    Last Listing Agent Natalie Conroy Conroy & Company R.E., Inc.

    126 Border Rd, Vineyard Haven, MA 02568
    • /27

      Est $926,458 Not Listed For Sale

      84 Pine Tree Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,116 Sq Ft
      • Built 1980
      84 Pine Tree Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Above List Price
      • $743/SF
      • 66 Days On Market

      Last Sold Price $829,000

      Last Listing Agent Michele Moore Island Real Estate

  • /21

    $1,445,000

    • 4 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    22 Oklahoma Ave, Vineyard Haven, MA 02568

    3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! A rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning sun-room, a cheerful efficient kitchen, and a

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    22 Oklahoma Ave, Vineyard Haven, MA 02568
  • /35

    $112,000 total monthly price

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft
    • House for Rent

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
  • /2

    $825,000 Sold Dec 03, 2025

    69 Summit Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1998

    Last Sold Summary

    • $661/SF
    • 1 Day On Market

    Current Estimated Value $862,879

    Last Listing Agent Susie Wallo Compass

    69 Summit Ave, Vineyard Haven, MA 02568
    • /17

      Est $1,329,974 Not Listed For Sale

      165 Weaver Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,503 Sq Ft
      • Built 1974
      165 Weaver Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Above List Price
      • $815/SF
      • 43 Days On Market

      Last Sold Price $1,225,000

      Last Listing Agent John Best John Best Associates

  • /8

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
  • /40

    $650,000 Sold Sep 10, 2025

    25 Oak Ave, Oak Bluffs, MA 02557

    • 2 Beds
    • 0.5 Baths
    • 759 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $856/SF
    • 251 Days On Market

    Current Estimated Value $822,365

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    25 Oak Ave, Oak Bluffs, MA 02557
    • /21

      Est $1,460,973 Not Listed For Sale

      23 Anthiers Way, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 2,066 Sq Ft
      • Built 1950
      23 Anthiers Way, Edgartown, MA 02539

      Last Sold Summary

      • 15% Above List Price
      • $617/SF
      • 66 Days On Market

      Last Sold Price $1,275,000

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

  • /17

    $725,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    181 Circuit Ave, Oak Bluffs, MA 02557

    Location, location, location!! This chic, turnkey cottage has been completely renovated! Park your car, drop your bags and walk to everything - beaches, shops, restaurants, parks and the ferry! Enjoy the front deck, backyard patio or saunter across to Veira Park. Perfect family getaway or a great investment property with strong rental income history! Enjoy this adorable home all year around!

    Jennifer B. DaSilva Compass

    181 Circuit Ave, Oak Bluffs, MA 02557
  • /40

    $1,600,000 Sold Jan 06, 2026

    44 Tiffany Dr, Oak Bluffs, MA 02557

    • 4 Beds
    • 4 Baths
    • 3,927 Sq Ft
    • Built 1987

    Last Sold Summary

    • 24% Below List Price
    • $407/SF
    • 115 Days On Market

    Current Estimated Value $1,612,340

    Last Listing Agent Sheila Morse Island Real Estate

    44 Tiffany Dr, Oak Bluffs, MA 02557
    • /32

      Est $2,388,235 Not Listed For Sale

      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,276 Sq Ft
      • Built 1970
      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Below List Price
      • $1,142/SF
      • 220 Days On Market

      Last Sold Price $2,600,000

      Last Listing Agent Keith McLaughlin Grade A Realty

  • /3

    $857,000

    • Land
    • 0.39 Acre
    • $2,209,902 per Acre

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

    OAK BLUFFS - A Rare Opportunity to purchase an Eight (8) Bedroom lot. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time.

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
  • /18

    $1,000,000 Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 1 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $1,000,000/SF
    • 13 Days On Market

    Current Estimated Value $1,169,962

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • /36

      Est $1,621,771 Not Listed For Sale

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,144 Sq Ft
      • Built 1900
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Below List Price
      • $1,473/SF
      • 331 Days On Market

      Last Sold Price $1,685,000

      Last Listing Agent Diana Gilmore Island Real Estate

  • /42

    $2,495,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,530 Sq Ft

    61 Causeway Rd, Vineyard Haven, MA 02568

    Welcome to this fabulous property, within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse. This beautifully designed home has been lovingly maintained and offers the ideal balance of Vineyard charm and modern convenience. Designed across multi-levels of living spaces, the home provides a flexible layout that works beautifully for

    Stephanie Roache Donnelly + Co.

    61 Causeway Rd, Vineyard Haven, MA 02568
  • /2

    $965,000 Sold Sep 04, 2025

    62 Jernegan Ave, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 1,886 Sq Ft
    • Built 1998

    Last Sold Summary

    • $512/SF
    • 0 Days On Market

    Current Estimated Value $1,044,362

    Last Listing Agent LINK Email Cache LINK

    62 Jernegan Ave, Edgartown, MA 02539
    • /44

      Est $1,657,025 Not Listed For Sale

      30 Hillside Path, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 3,114 Sq Ft
      • Built 1999
      30 Hillside Path, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $501/SF
      • 39 Days On Market

      Last Sold Price $1,560,000

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /12

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • /2

    $1,595,000 Sold Jul 01, 2025

    10 Red Pony Rd, West Tisbury, MA 02568

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • Built 1998

    Last Sold Summary

    • $1,356/SF

    Current Estimated Value $1,590,391

    Last Listing Agent Lisa Da Silva Compass | Point B

    10 Red Pony Rd, West Tisbury, MA 02568
    • /30

      Est $1,301,244 Not Listed For Sale

      19 Renear St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,901 Sq Ft
      • Built 1985
      19 Renear St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16% Above List Price
      • $592/SF
      • 109 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent Michael Schweikert Ocean Park Realty, Inc.

  • /54

    $1,830,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

    Leslie Floyd Portfolio Properties

    12 & 14 Maple Ave, Oak Bluffs, MA 02557
  • /28

    $2,401,000 Sold Jan 06, 2026

    46 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft
    • Built 1992

    Last Sold Summary

    • $1,012/SF
    • 14 Days On Market

    Current Estimated Value $2,264,342

    Last Listing Agent Julianna Flanders Flanders Real Estate

    46 Bold Meadow Rd, Edgartown, MA 02539
    • /34

      Est $2,274,925 Not Listed For Sale

      338 Bigelow Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 1,783 Sq Ft
      • Built 1978
      338 Bigelow Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Above List Price
      • $1,262/SF
      • 68 Days On Market

      Last Sold Price $2,250,000

      Last Listing Agent Emily Flake Viewpoints; Bobbi Flake Reed, Inc.

  • /4

    $1,025,000

    • Land
    • 1 Acre
    • $1,025,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per the BOH, this property can accommodate a 6-bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studio. Property is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation. Association Dues $650.00

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • /10

    $4,895,000 Sold Feb 13, 2026

    64 Crowell Ln, Tisbury, MA 02568

    • 5 Beds
    • 6.5 Baths
    • 4,216 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,161/SF
    • 307 Days On Market

    Current Estimated Value $2,576,333

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    64 Crowell Ln, Tisbury, MA 02568
    • /17

      Est $566,007 Not Listed For Sale

      15 Walker Way, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 432 Sq Ft
      • Built 1940
      15 Walker Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Above List Price
      • $1,215/SF
      • 30 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /30

    $999,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Barling Ave, Vineyard Haven, MA 02568

    Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

    Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
  • /2

    $600,000 Sold Jul 23, 2025

    84 12th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1978

    Last Sold Summary

    • $383/SF
    • 0 Days On Market

    Current Estimated Value $635,734

    Last Listing Agent LINK Email Cache LINK

    84 12th St S, Edgartown, MA 02539
    • /32

      Est $1,268,277 Not Listed For Sale

      58 Hagerty Dr, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,118 Sq Ft
      • Built 1983
      58 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 17% Above List Price
      • $970/SF
      • 167 Days On Market

      Last Sold Price $1,085,000

      Last Listing Agent Neal Stiller Cronigs Real Estate

  • /25

    $3,200,000

    • Land
    • 19.3 Acres
    • $165,803 per Acre

    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

    A Rare Offering in West Tisbury — Over 19 Acres of OpportunityAn exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island towns, the property is also just minutes from the

    Jill Napior Tea Lane Associates

    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
  • /31

    $1,750,000 Sold Jun 06, 2025

    97 Snake Hollow, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $946/SF
    • 226 Days On Market

    Current Estimated Value $1,640,149

    Last Listing Agent Stephanie Roache Donnelly + Co.

    97 Snake Hollow, Vineyard Haven, MA 02568
    • /22

      Est $1,081,986 Not Listed For Sale

      10 Saddle Club Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1985
      10 Saddle Club Rd, Edgartown, MA 02539

      Last Sold Summary

      • 19% Above List Price
      • $888/SF
      • 102 Days On Market

      Last Sold Price $910,000

      Last Listing Agent Jennifer B. DaSilva Compass

  • /38

    $3,990,000

    • 5 Beds
    • 5 Baths
    • 5,598 Sq Ft

    71 Stoney Hill Rd, Vineyard Haven, MA 02568

    A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow from one room to the next, perfect

    Sheila Morse Island Real Estate

    71 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /30

    $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 $1,214,456

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

    9 Grovedale Rd, Oak Bluffs, MA 02557
    • /32

      Est $1,114,891 Not Listed For Sale

      10 Elm St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1970
      10 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • $784/SF
      • 35 Days On Market

      Last Sold Price $1,120,000

      Last Listing Agent Christine Rose Martha's Vineyard Island-Wide Realty

  • /20

    $640,000

    • 1 Bed
    • 1 Bath
    • 354 Sq Ft

    2 Lincoln Ave, Oak Bluffs, MA 02568

    Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

    Stacy Ickes Donnelly + Co

    2 Lincoln Ave, Oak Bluffs, MA 02568
  • /69

    $1,160,000 Sold Jan 05, 2026

    208 Irenes Way, Tisbury, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,961 Sq Ft
    • Built 2005

    Last Sold Summary

    • 24% Below List Price
    • $392/SF
    • 168 Days On Market

    Current Estimated Value $1,261,854

    Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568

Showing Results 161 - 200, Page 5 of 18

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