12,001

Tisbury, MA Homes

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  • 28 Grovedale Rd, Oak Bluffs, MA 02557
    28 Grovedale Rd, Oak Bluffs, MA 02557
    28 Grovedale Rd, Oak Bluffs, MA 02557
    /40

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 2,376 Sq Ft

    28 Grovedale Rd, Oak Bluffs, MA 02557

    GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch & designed w/ Vineyard charm & modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open & w/ a separate

    David White OwnerEntry.com

    28 Grovedale Rd, Oak Bluffs, MA 02557
  • 400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    /33

    $915,000

    Sold Apr 17, 2026

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 2001

    Last Sold Summary

    • 16% Below List Price
    • $677/SF
    • 286 Days On Market

    Last Listing Agent Kelly Mercier The Agency

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    • 41 Old County Rd, Vineyard Haven, MA 02568
      41 Old County Rd, Vineyard Haven, MA 02568
      41 Old County Rd, Vineyard Haven, MA 02568
      /22

      Est $1,190,518

      Not Listed For Sale

      41 Old County Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,264 Sq Ft
      • Built 1983
      41 Old County Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 216 Days On Market

  • 6 Laura's Way, Edgartown, MA 02568
    6 Laura's Way, Edgartown, MA 02568
    6 Laura's Way, Edgartown, MA 02568
    /9

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Laura's Way, Edgartown, MA 02568

    Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

    Michele Casavant Vineyard Village Realty

    6 Laura's Way, Edgartown, MA 02568
  • 54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    /13

    $1,187,500

    Sold Jun 12, 2026

    54 Columbian Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $673/SF
    • 93 Days On Market

    Current Estimated Value $1,270,421

    Last Listing Agent Katrina Lima Donnelly + Co

    54 Columbian Ave, Oak Bluffs, MA 02557
    • 22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      /17

      Est $1,212,363

      Not Listed For Sale

      22 Briarwood Ln, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,241 Sq Ft
      • Built 2018
      22 Briarwood Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4 Days On Market

  • 22 Bramble Path Unit 214, West Tisbury, MA 02568
    22 Bramble Path Unit 214, West Tisbury, MA 02568
    /2

    $749,000

    $50K PRICE DROP
    • Land
    • 39,996 Sq Ft
    • $815,726 per Acre

    22 Bramble Path Unit 214, West Tisbury, MA 02568

    Flat building lot centrally located in West Tisbury. A perc test has been completed which supports a four bedroom Title Five septic system. It is the Buyers responsibility to install utilities, well and septic.

    Michele Casavant Vineyard Village Realty

    22 Bramble Path Unit 214, West Tisbury, MA 02568
  • 35 New York Ave, Oak Bluffs, MA 02568
    35 New York Ave, Oak Bluffs, MA 02568
    35 New York Ave, Oak Bluffs, MA 02568
    /24

    $3,050,000

    Sold Apr 15, 2026

    35 New York Ave, Oak Bluffs, MA 02568

    • 7 Beds
    • 5 Baths
    • 3,880 Sq Ft
    • Built 1884

    Last Sold Summary

    • 13% Below List Price
    • $786/SF
    • 23 Days On Market

    Last Listing Agent Emma Kennedy Sandpiper Realty, Inc.

    35 New York Ave, Oak Bluffs, MA 02568
    • 140 Merry Farm Rd, Vineyard Haven, MA 02568
      140 Merry Farm Rd, Vineyard Haven, MA 02568
      140 Merry Farm Rd, Vineyard Haven, MA 02568
      /32

      Not Listed For Sale

      140 Merry Farm Rd, Vineyard Haven, MA 02568

      • 6 Beds
      • 7 Baths
      • 5,603 Sq Ft
      • Built 1995
      140 Merry Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 238 Days On Market

  • 37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    /27

    $869,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

    In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area,, large bedroom with alcove, a sleep nook, a tiled

    Lisa Lucier Anchor Realty of MV

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
  • 14 21st St N, Edgartown, MA 02539
    14 21st St N, Edgartown, MA 02539
    14 21st St N, Edgartown, MA 02539
    /22

    $1,100,000

    Sold Apr 30, 2026

    14 21st St N, Edgartown, MA 02539

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $844/SF
    • 141 Days On Market

    Current Estimated Value $1,083,038

    Last Listing Agent Fran Agnoli The Agency

    14 21st St N, Edgartown, MA 02539
    • 135 Capawock Rd, Vineyard Haven, MA 02568
      135 Capawock Rd, Vineyard Haven, MA 02568
      135 Capawock Rd, Vineyard Haven, MA 02568
      /25

      Est $5,713,534

      Not Listed For Sale

      135 Capawock Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2001
      135 Capawock Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7 Days On Market

  • 9 Hagerty Dr, Tisbury, MA 02568
    9 Hagerty Dr, Tisbury, MA 02568
    9 Hagerty Dr, Tisbury, MA 02568
    /4

    $2,995,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    9 Hagerty Dr, Tisbury, MA 02568

    West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction. Featuring 4 spacious bedrooms, 4 full and one half bath. This thoughtfully designed home offers generous space. Venture outside into your private oasis, complete with an in-ground pool (36' x18') — perfect for sun-soaked afternoons and evening gatherings. Situated in a

    Lisa Gilberto C McManus Realty Group

    9 Hagerty Dr, Tisbury, MA 02568
  • 6 Sachem Way, Oak Bluffs, MA 02557
    6 Sachem Way, Oak Bluffs, MA 02557
    6 Sachem Way, Oak Bluffs, MA 02557
    /16

    $970,000

    Sold Dec 08, 2025

    6 Sachem Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Above List Price
    • $627/SF
    • 4 Days On Market

    Current Estimated Value $1,300,287

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

    6 Sachem Way, Oak Bluffs, MA 02557
    • 84 Cuttyhunk Ave, Vineyard Haven, MA 02568
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568
      /2

      Est $2,241,760

      Not Listed For Sale

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 2,396 Sq Ft
      • Built 2001
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • 82 Pennsylvania Ave, Oak Bluffs, MA 02557
    82 Pennsylvania Ave, Oak Bluffs, MA 02557
    82 Pennsylvania Ave, Oak Bluffs, MA 02557
    /13

    $1,296,000

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    82 Pennsylvania Ave, Oak Bluffs, MA 02557

    Discover the charm of this inviting single-story ranch with a large, finished basement, perfect as a vacation retreat or year-round home. Extensively renovated, this charming 3-bedroom, 1.5-bath home offers comfort and effortless living. The finished basement adds nearly another 1000 SF of living space with a spacious TV room and game area for extra entertainment, while the welcoming back deck

    Emma Kennedy Sandpiper Realty, Inc.

    82 Pennsylvania Ave, Oak Bluffs, MA 02557
  • 78 Winemack St, Oak Bluffs, MA 02557
    78 Winemack St, Oak Bluffs, MA 02557
    78 Winemack St, Oak Bluffs, MA 02557
    /22

    $2,899,000

    Sold Oct 01, 2025

    78 Winemack St, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1956

    Last Sold Summary

    • $1,535/SF
    • 0 Days On Market

    Current Estimated Value $2,993,612

    Last Listing Agent Susan Austin Austin R.E. Properties of MV

    78 Winemack St, Oak Bluffs, MA 02557
    • 19 Speed Andrews Way, Vineyard Haven, MA 02568
      19 Speed Andrews Way, Vineyard Haven, MA 02568
      19 Speed Andrews Way, Vineyard Haven, MA 02568
      /24

      Est $900,924

      Not Listed For Sale

      19 Speed Andrews Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1972
      19 Speed Andrews Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 20 Days On Market

  • 5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
    /2

    $595,000

    $55K PRICE DROP Pending
    • Land
    • 11,630 Sq Ft
    • $2,228,464 per Acre

    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568

    Serious Seller.......Price will be discounted for cash sale................A perfect Vineyard location that is convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven. This is a unique location in an area of very substantial homes. Per an island engineer, your future house can possibly have up to seven bedrooms and have up to three floors. Include on the property

    Ed Charter Arrowhead Homes

    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
  • 2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    /20

    $1,295,000

    Sold Sep 05, 2025

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $818/SF
    • 5 Days On Market

    Current Estimated Value $1,746,019

    Last Listing Agent Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    • 14 E Sound Ln, Vineyard Haven, MA 02568
      14 E Sound Ln, Vineyard Haven, MA 02568
      14 E Sound Ln, Vineyard Haven, MA 02568
      /54

      Est $5,400,773

      Not Listed For Sale

      14 E Sound Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,470 Sq Ft
      • Built 1978
      14 E Sound Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 635 Days On Market

  • 5 Candle Maker Cir, Edgartown, MA 02539
    5 Candle Maker Cir, Edgartown, MA 02539
    5 Candle Maker Cir, Edgartown, MA 02539
    /5

    $439,500

    • Land
    • 24,393 Sq Ft
    • $784,821 per Acre

    5 Candle Maker Cir, Edgartown, MA 02539

    Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Candle Maker Cir, Edgartown, MA 02539
  • 35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    /42

    $1,700,000

    Sold Nov 03, 2025

    35 Tower Ridge Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 4 Baths
    • 2,558 Sq Ft
    • Built 1986

    Last Sold Summary

    • 20% Below List Price
    • $665/SF
    • 106 Days On Market

    Current Estimated Value $2,206,611

    Last Listing Agent Katherine Donahue Sandpiper Realty

    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    • 83 William Norton Rd, Vineyard Haven, MA 02568
      83 William Norton Rd, Vineyard Haven, MA 02568
      83 William Norton Rd, Vineyard Haven, MA 02568
      /35

      Est $1,915,500

      Not Listed For Sale

      83 William Norton Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,907 Sq Ft
      • Built 1999
      83 William Norton Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 62 Days On Market

  • 37 Old Hedge Row, Vineyard Haven, MA 02568
    37 Old Hedge Row, Vineyard Haven, MA 02568
    37 Old Hedge Row, Vineyard Haven, MA 02568
    /50

    $1,770,000

    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    37 Old Hedge Row, Vineyard Haven, MA 02568

    Move in ready and easy to show! Just atop a modest knoll sits this well cared for, light filled, privately sited, four bedroom custom home. A six bedroom septic offers further spatial enhancement, or ADU potential with proper Town permitting. Convenient to downtown, public library, shopping, eateries, and ferries, the youthful home has an open floor plan, thoughtful built-ins and attractive

    Sean Federowicz Landmarks at TODAY Real Estate

    37 Old Hedge Row, Vineyard Haven, MA 02568
  • 17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    /30

    $815,000

    Sold Nov 14, 2025

    17 Siloam Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft
    • Built 1870

    Last Sold Summary

    • 2% Below List Price
    • $899/SF
    • 100 Days On Market

    Current Estimated Value $805,256

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    17 Siloam Ave, Oak Bluffs, MA 02557
    • 97 Snake Hollow, Vineyard Haven, MA 02568
      97 Snake Hollow, Vineyard Haven, MA 02568
      97 Snake Hollow, Vineyard Haven, MA 02568
      /31

      Est $2,095,276

      Not Listed For Sale

      97 Snake Hollow, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,822 Sq Ft
      • Built 1981
      97 Snake Hollow, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6 Days On Market

  • 1 Dodgers Hole Rd, Edgartown, MA 02539
    1 Dodgers Hole Rd, Edgartown, MA 02539
    1 Dodgers Hole Rd, Edgartown, MA 02539
    /15

    $1,199,500

    $96K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    1 Dodgers Hole Rd, Edgartown, MA 02539

    This four-bedroom cape-style home offers a comfortable and convenient lifestyle, ideally located just off the bike path with easy access to town and the bus route. Designed with an open floor plan, the main living area provides a seamless flow between the kitchen, dining, and living spaces—perfect for everyday living and entertaining. The first floor features two well-sized bedrooms and a full

    Nora Jardin Island Real Estate

    1 Dodgers Hole Rd, Edgartown, MA 02539
  • 662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    /2

    $6,825,000

    Sold Jan 05, 2026

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $3,566/SF
    • 0 Days On Market

    Current Estimated Value $4,904,513

    Last Listing Agent Jill Napior Tea Lane Associates

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    • 93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      /41

      Est $1,838,264

      Not Listed For Sale

      93 Hvoslef Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 2007
      93 Hvoslef Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 51 Days On Market

  • 60R Carol Ln, Oak Bluffs, MA 02557
    60R Carol Ln, Oak Bluffs, MA 02557
    60R Carol Ln, Oak Bluffs, MA 02557
    /14

    $794,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    60R Carol Ln, Oak Bluffs, MA 02557

    Tucked away down a quiet lane just moments from downtown Oak Bluffs, sits this charming home. Nestled on just over an 8,400 sq. ft. lot, the property offers compact single-story living, ideal for those seeking simplicity while being close to everything the island. The bright, open concept features a living area and kitchen with breakfast bar. Ample storage and a stackable washer/dryer complete

    Michele Moore Island Real Estate

    60R Carol Ln, Oak Bluffs, MA 02557
  • 23 Laurel Ave, Oak Bluffs, MA 02557
    23 Laurel Ave, Oak Bluffs, MA 02557
    23 Laurel Ave, Oak Bluffs, MA 02557
    /25

    $1,300,000

    Sold Dec 18, 2025

    23 Laurel Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $1,042/SF
    • 64 Days On Market

    Current Estimated Value $1,662,702

    Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

    23 Laurel Ave, Oak Bluffs, MA 02557
    • 585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      /16

      Est $1,684,224

      Not Listed For Sale

      585 Herring Creek Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1950
      585 Herring Creek Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10 Days On Market

  • 145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    /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
  • 105 Stoney Hill Rd, Vineyard Haven, MA 02568
    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    /44

    $1,525,000

    Sold Feb 03, 2026

    105 Stoney Hill Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 1,815 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $840/SF
    • 60 Days On Market

    Current Estimated Value $2,029,237

    Last Listing Agent Lisa Da Silva Signal House Group at Compass

    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    • 1115 Main St, Vineyard Haven, MA 02568
      1115 Main St, Vineyard Haven, MA 02568
      1115 Main St, Vineyard Haven, MA 02568
      /44

      Est $7,952,612

      Not Listed For Sale

      1115 Main St, Vineyard Haven, MA 02568

      • 11 Beds
      • 10 Baths
      • 7,026 Sq Ft
      • Built 1893
      1115 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 280 Days On Market

  • 66 Canonicus Ave, Oak Bluffs, MA 02557
    66 Canonicus Ave, Oak Bluffs, MA 02557
    66 Canonicus Ave, Oak Bluffs, MA 02557
    /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
  • 32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    /19

    $1,330,000

    Sold Oct 17, 2025

    32 MacHipscat Trail, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $947/SF
    • 112 Days On Market

    Current Estimated Value $1,716,636

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

    32 MacHipscat Trail, Vineyard Haven, MA 02568
    • 42 Hagerty Dr, Vineyard Haven, MA 02568
      42 Hagerty Dr, Vineyard Haven, MA 02568
      42 Hagerty Dr, Vineyard Haven, MA 02568
      /47

      Est $2,266,631

      Not Listed For Sale

      42 Hagerty Dr, Vineyard Haven, MA 02568

      • 4 Beds
      • 4.5 Baths
      • 2,569 Sq Ft
      • Built 1970
      42 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 58 Days On Market

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

Showing Results 281 - 320, Page 8 of 18

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