4,248

Chilmark, MA Homes

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  • 3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    /48

    $1,775,000 Sold Nov 07, 2025

    3 Fulling Mill Rd, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $1,027/SF
    • 170 Days On Market

    Current Estimated Value $1,814,136

    Last Listing Agent Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
    • 12 Lily Farm Rd, Vineyard Haven, MA 02568
      12 Lily Farm Rd, Vineyard Haven, MA 02568
      12 Lily Farm Rd, Vineyard Haven, MA 02568
      /30

      Est $1,568,627 Not Listed For Sale

      12 Lily Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,560 Sq Ft
      • Built 1991
      12 Lily Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Below List Price
      • $1,042/SF
      • 198 Days On Market
      • Last Sold Price $1,625,000
      • Jul 03, 2023

      Last Listing Agent Richard Rooney Rooney & Company

  • 45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    /8

    $1,575,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    45 Quenames Rd, Chilmark, MA 02535

    Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with

    Dawn Bellante Sandpiper Realty, Inc.

    45 Quenames Rd, Chilmark, MA 02535
  • 51 Black Brook Crossing Rd, West Tisbury, MA 02568
    51 Black Brook Crossing Rd, West Tisbury, MA 02568
    51 Black Brook Crossing Rd, West Tisbury, 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
    • 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 $1,236,116 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

      • 7% Above List Price
      • $910/SF
      • 216 Days On Market
      • Last Sold Price $1,150,000
      • Apr 11, 2025

      Last Listing Agent Jared Bicknell Compass LLC

  • 205 South Rd, Chilmark, MA 02535
    205 South Rd, Chilmark, MA 02535
    205 South Rd, Chilmark, MA 02535
    /42

    $5,650,000

    • 4 Beds
    • 4.5 Baths
    • 5,402 Sq Ft

    205 South Rd, Chilmark, MA 02535

    CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a

    Tina Miller Donnelly + Co.

    205 South Rd, Chilmark, MA 02535
  • 18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    /24

    $4,325,000 Sold Dec 05, 2025

    18 Homeward Way, Chilmark, MA 02535

    • 5 Beds
    • 2.5 Baths
    • 3,885 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $1,113/SF
    • 8 Days On Market

    Current Estimated Value $4,550,558

    Last Listing Agent Bill Rossi Studio Realty

    18 Homeward Way, Chilmark, MA 02535
    • 22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      /17

      Est $1,217,993 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

      • 6% Below List Price
      • $1,048/SF
      • 4 Days On Market
      • Last Sold Price $1,300,000
      • Mar 03, 2025

      Last Listing Agent Carol Shore Donnelly + Co

  • 1 Red Arrow Rd, Vineyard Haven, MA 02568
    1 Red Arrow Rd, Vineyard Haven, MA 02568
    1 Red Arrow Rd, Vineyard Haven, MA 02568
    /33

    $1,600,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1 Red Arrow Rd, Vineyard Haven, MA 02568

    South Mountain designed and built, energy efficient home that takes excellent advantage of the 3-acre parcel's southerly orientation with both passive solar gain and solar panels. The sun-lit great room combines living room, dining and kitchen and opens out onto the lovely screened porch and patio beyond. The original 3-bedroom home was thoughtfully expanded by buiding out finished space in the

    Candy DaRosa Feiner Real Estate

    1 Red Arrow Rd, Vineyard Haven, MA 02568
  • 14 Galway Rd, Vineyard Haven, MA 02568
    14 Galway Rd, Vineyard Haven, MA 02568
    14 Galway Rd, Vineyard Haven, MA 02568
    /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 $1,215,978

    Last Listing Agent Michele Casavant Vineyard Village Realty

    14 Galway Rd, Vineyard Haven, MA 02568
    • 1 Carroll Ln, Chilmark, MA 02535
      1 Carroll Ln, Chilmark, MA 02535
      /2

      Est $655,458 Not Listed For Sale

      1 Carroll Ln, Chilmark, MA 02535

      • 2 Beds
      • 1 Bath
      • 708 Sq Ft
      • Built 1920
      1 Carroll Ln, Chilmark, MA 02535

      Last Sold Summary

      • 46% Below List Price
      • $636/SF
      • Last Sold Price $450,000

      Last Listing Agent Nicholas Korba Landmarks at TODAY Real Estate

  • 188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    /52

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,158 Sq Ft

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    Long Point Beach - House plus ADU! The crashing surf of the south shore, the tranquil waters of Long Cove Pond, the walking trails of the Wildlife Refuge - all minutes from this charming West Tisbury property, appropriately referred to as "Pinch Me" by the current owners. Here, the connection to nature is seamless. The main house sits high atop the trees and overlooks a sprawling lawn from two

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
  • 146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    /37

    $4,350,000 Sold Jan 07, 2026

    146 Quansoo Rd, Chilmark, MA 02535

    • 5 Beds
    • 3 Baths
    • 3,440 Sq Ft
    • Built 1988

    Last Sold Summary

    • 21% Below List Price
    • $1,265/SF
    • 155 Days On Market

    Current Estimated Value $4,333,864

    Last Listing Agent Meg Bodnar Tea Lane Associates

    146 Quansoo Rd, Chilmark, MA 02535
    • 7 Flanders Ln, Chilmark, MA 02535
      7 Flanders Ln, Chilmark, MA 02535
      7 Flanders Ln, Chilmark, MA 02535
      /29

      Est $1,694,033 Not Listed For Sale

      7 Flanders Ln, Chilmark, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1954
      7 Flanders Ln, Chilmark, MA 02535

      Last Sold Summary

      • 1% Above List Price
      • $1,400/SF
      • 4 Days On Market
      • Last Sold Price $1,680,000
      • Oct 09, 2024

      Last Listing Agent Meg Bodnar Tea Lane Associates

  • 111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    /21

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    111 Charles Neck Way, Vineyard Haven, MA 02568

    Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

    Emma Kennedy Sandpiper Realty, Inc.

    111 Charles Neck Way, Vineyard Haven, MA 02568
  • 32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    /17

    $1,790,000 Sold Sep 23, 2025

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535

    • Land
    • 3.3 Acres
    • $542,424 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 77 Days On Market

    Last Listing Agent Jill Napior Tea Lane Associates

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    • 12 Harbor Hill Rd, Chilmark, MA 02535
      12 Harbor Hill Rd, Chilmark, MA 02535
      12 Harbor Hill Rd, Chilmark, MA 02535
      /13

      Est $1,576,691 Not Listed For Sale

      12 Harbor Hill Rd, Chilmark, MA 02535

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft
      • Built 1955
      12 Harbor Hill Rd, Chilmark, MA 02535

      Last Sold Summary

      • 13% Above List Price
      • $2,188/SF
      • 0 Days On Market
      • Last Sold Price $1,400,000
      • Sep 13, 2023

      Last Listing Agent Deb Hancock Hancock Real Estate

  • 308 South Rd, Chilmark, MA 02535
    308 South Rd, Chilmark, MA 02535
    308 South Rd, Chilmark, MA 02535
    /40

    $7,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,490 Sq Ft

    308 South Rd, Chilmark, MA 02535

    Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access.

    Rose Ryley Wallace & Co. Sotheby's International Realty

    308 South Rd, Chilmark, MA 02535
  • 10 Basin Rd, Chilmark, MA 02535
    10 Basin Rd, Chilmark, MA 02535
    10 Basin Rd, Chilmark, MA 02535
    /3

    $3,100,000 Sold Jul 03, 2025

    10 Basin Rd, Chilmark, MA 02535

    • 6 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 1975

    Last Sold Summary

    • $2,067/SF

    Current Estimated Value $3,030,376

    Last Listing Agent Julianna Flanders Flanders Real Estate

    10 Basin Rd, Chilmark, MA 02535
    • 1 Pond Mark, Chilmark, MA 02535
      1 Pond Mark, Chilmark, MA 02535
      /2

      Est $3,750,196 Not Listed For Sale

      1 Pond Mark, Chilmark, MA 02535

      • 3 Beds
      • 3 Baths
      • 1,316 Sq Ft
      • Built 1955
      1 Pond Mark, Chilmark, MA 02535

      Last Sold Summary

      • 5% Below List Price
      • $3,002/SF
      • Last Sold Price $3,950,000

      Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

  • 96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    /39

    $3,995,000

    • 3 Beds
    • 4 Baths
    • 3,426 Sq Ft

    96 Hammett Ln, Chilmark, MA 02535

    Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

    Brenda Galligan Karen M. Overtoom R.E.

    96 Hammett Ln, Chilmark, MA 02535
  • 35 Woody Bottom Rd, West Tisbury, MA 02575
    35 Woody Bottom Rd, West Tisbury, MA 02575
    35 Woody Bottom Rd, West Tisbury, MA 02575
    /32

    $2,278,000 Sold Aug 01, 2025

    35 Woody Bottom Rd, West Tisbury, MA 02575

    • 5 Beds
    • 3.5 Baths
    • 2,685 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Below List Price
    • $848/SF
    • 139 Days On Market

    Current Estimated Value $2,351,579

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

    35 Woody Bottom Rd, West Tisbury, MA 02575
    • 5 Ocean View Farm Rd, Chilmark, MA 02535
      5 Ocean View Farm Rd, Chilmark, MA 02535
      5 Ocean View Farm Rd, Chilmark, MA 02535
      /12

      Est $2,495,155 Not Listed For Sale

      5 Ocean View Farm Rd, Chilmark, MA 02535

      • 3 Beds
      • 1.5 Baths
      • 1,342 Sq Ft
      • Built 1971
      5 Ocean View Farm Rd, Chilmark, MA 02535

      Last Sold Summary

      • 4% Above List Price
      • $1,796/SF
      • 3 Days On Market
      • Last Sold Price $2,410,000
      • Aug 02, 2023

      Last Listing Agent Russell Maloney Russell Maloney Real Estate

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

    $799,000

    • Land
    • 39,639 Sq Ft
    • $878,022 per Acre

    22 Bramble Path, West Tisbury, MA 02568

    Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

    Michele Casavant Vineyard Village Realty

    22 Bramble Path, West Tisbury, 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

    $3,925,000 Sold Jul 01, 2025

    140 Merry Farm Rd, Vineyard Haven, MA 02568

    • 6 Beds
    • 7 Baths
    • 5,603 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Below List Price
    • $701/SF
    • 238 Days On Market

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    140 Merry Farm Rd, Vineyard Haven, MA 02568
    • 27 Ocean View Farm Rd, Chilmark, MA 02535
      27 Ocean View Farm Rd, Chilmark, MA 02535
      /2

      Est $2,802,968 Not Listed For Sale

      27 Ocean View Farm Rd, Chilmark, MA 02535

      • 4 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1964
      27 Ocean View Farm Rd, Chilmark, MA 02535

      Last Sold Summary

      • 27% Below List Price
      • $898/SF
      • Last Sold Price $2,200,000

      Last Listing Agent Russell Maloney Russell Maloney Real Estate

  • 35 Nat's Farm Ln, West Tisbury, MA 02568
    35 Nat's Farm Ln, West Tisbury, MA 02568
    35 Nat's Farm Ln, West Tisbury, MA 02568
    /33

    $2,300,000

    • 4 Beds
    • 3.5 Baths
    • 2,428 Sq Ft

    35 Nat's Farm Ln, West Tisbury, MA 02568

    Nestled within the prestigious Nats Farm Association, this beautifully crafted West Tisbury home offers a quintessential Martha’s Vineyard retreat. The first floor features a bright, open layout with a well-appointed kitchen, dining area, and inviting living room, ideal for gatherings. The spacious primary suite is located on the main level and includes a private office and a spa-like bath with

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    35 Nat's Farm Ln, West Tisbury, MA 02568
  • 10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    /28

    $2,550,000 Sold Oct 02, 2025

    10 Mollys Way, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft
    • Built 1926

    Last Sold Summary

    • 14% Below List Price
    • $1,673/SF
    • 130 Days On Market

    Current Estimated Value $2,466,710

    Last Listing Agent Peyton Wallace Studio Realty

    10 Mollys Way, Chilmark, MA 02535
    • 276 South Rd, Chilmark, MA 02535
      276 South Rd, Chilmark, MA 02535
      276 South Rd, Chilmark, MA 02535
      /69

      Est $2,566,601 Not Listed For Sale

      276 South Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 2,034 Sq Ft
      • Built 1981
      276 South Rd, Chilmark, MA 02535

      Last Sold Summary

      • 32% Above List Price
      • $959/SF
      • 122 Days On Market
      • Last Sold Price $1,950,000
      • Aug 15, 2023

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • 0/15 N Way, Chilmark, MA 02535
    0/15 N Way, Chilmark, MA 02535
    0/15 N Way, Chilmark, MA 02535
    /3

    $1,325,000

    • Land
    • 4.28 Acres
    • $309,579 per Acre

    0/15 N Way, Chilmark, MA 02535

    Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning. The lot is perfectly sited capturing serene woodland views and the natural contours of Middle Line Ridge. A 600ft stonewall lines the western property line, creating a timeless sense of

    Stacy Ickes Donnelly + Co.

    0/15 N Way, Chilmark, MA 02535
  • 21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, Edgartown, MA 02539
    /47

    $1,595,500 Sold Jun 23, 2025

    21 Coffins Field Rd, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 1,822 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $876/SF
    • 73 Days On Market

    Current Estimated Value $1,666,077

    Last Listing Agent Helena Kirschenbaum Studio Realty

    21 Coffins Field Rd, Edgartown, MA 02539
    • 2 Rockrose Path, Chilmark, MA 02535
      2 Rockrose Path, Chilmark, MA 02535
      2 Rockrose Path, Chilmark, MA 02535
      /37

      Est $2,261,629 Not Listed For Sale

      2 Rockrose Path, Chilmark, MA 02535

      • 4 Beds
      • 3 Baths
      • 1,900 Sq Ft
      • Built 1978
      2 Rockrose Path, Chilmark, MA 02535

      Last Sold Summary

      • 46% Above List Price
      • $816/SF
      • 414 Days On Market
      • Last Sold Price $1,550,000
      • Sep 05, 2024

      Last Listing Agent Jill Napior Tea Lane Associates

  • 85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    /42

    $7,950,000

    • 5 Beds
    • 7 Baths
    • 4,531 Sq Ft

    85 Reservoir Rd, Vineyard Haven, MA 02568

    Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

    Alyssa Halisky Wallace & Co. Sotheby's

    85 Reservoir Rd, Vineyard Haven, MA 02568
  • 50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    /37

    $1,925,000 Sold Aug 28, 2025

    50 Bradley Martin Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $1,109/SF
    • 0 Days On Market

    Current Estimated Value $1,865,625

    Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    • 8 Snail Rd, Chilmark, MA 02535
      8 Snail Rd, Chilmark, MA 02535
      8 Snail Rd, Chilmark, MA 02535
      /53

      Est $12,341,145 Not Listed For Sale

      8 Snail Rd, Chilmark, MA 02535

      • 6 Beds
      • 8 Baths
      • 6,967 Sq Ft
      • Built 2006
      8 Snail Rd, Chilmark, MA 02535

      Last Sold Summary

      • 18% Below List Price
      • $2,153/SF
      • 25 Days On Market
      • Last Sold Price $15,000,000
      • Apr 08, 2025

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

  • 104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    /55

    $4,450,000

    • 6 Beds
    • 4.5 Baths
    • 2,960 Sq Ft

    104 Pond View Farm Rd, Vineyard Haven, MA 02568

    Two homes on over 3 flat acres of waterfront on the Tisbury Great Pond. This remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic barrier beach, fishing, kayaking, and enjoying the peaceful beauty of the pond.Both the main house and guest house boast unobstructed water views, creating a

    Alexis Holden Tea Lane Associates

    104 Pond View Farm Rd, Vineyard Haven, MA 02568
  • 14 Rebekahs Way, Vineyard Haven, MA 02568
    14 Rebekahs Way, Vineyard Haven, MA 02568
    14 Rebekahs Way, Vineyard Haven, MA 02568
    /24

    $1,875,000 Sold Dec 08, 2025

    14 Rebekahs Way, Vineyard Haven, MA 02568

    • 5 Beds
    • 3 Baths
    • 1,916 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $979/SF
    • 22 Days On Market

    Current Estimated Value $1,829,881

    Last Listing Agent Sheila Morse Island Real Estate

    14 Rebekahs Way, Vineyard Haven, MA 02568
    • 23 Black Point Rd, Chilmark, MA 02535
      23 Black Point Rd, Chilmark, MA 02535
      23 Black Point Rd, Chilmark, MA 02535
      /20

      Est $2,855,269 Not Listed For Sale

      23 Black Point Rd, Chilmark, MA 02535

      • 2 Beds
      • 2 Baths
      • 1,164 Sq Ft
      • Built 2004
      23 Black Point Rd, Chilmark, MA 02535

      Last Sold Summary

      • 13% Below List Price
      • $2,835/SF
      • 13 Days On Market
      • Last Sold Price $3,300,000
      • Jul 10, 2023

      Last Listing Agent Jill Napior Tea Lane Associates

  • 38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    /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
  • 234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    /38

    $1,850,000 Sold Sep 09, 2025

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $965/SF
    • 41 Days On Market

    Current Estimated Value $1,670,293

    Last Listing Agent Stephanie Roache Donnelly + Co.

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

Showing Results 161 - 200, Page 5 of 18

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