4,264

West Tisbury, MA Homes

Section Image
    • /32

      Est $1,651,726

      Not Listed For Sale

      10 Rumpus Ridge Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,701 Sq Ft
      • Built 1960
      10 Rumpus Ridge Rd, Chilmark, MA 02535

      Last Sold Summary

      • 28 Days On Market

  • /42

    $2,150,000

    $150K PRICE DROP Under Contract
    • 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. Designed for comfortable island living, the first floor features a bright, open floor plan with a well-appointed kitchen, dining area, and inviting living room, perfect for gathering with family and friends. The generously sized primary suite is

    Bonnie Pierce Wallace & Co. Sotheby's

    35 Nat's Farm Ln, West Tisbury, MA 02568
  • /59

    $2,225,000

    Sold Jun 10, 2026

    157 Ben Chase Rd, West Tisbury, MA 02575

    • 4 Beds
    • 2.5 Baths
    • 2,983 Sq Ft
    • Built 1980

    Last Sold Summary

    • 13% Below List Price
    • $746/SF
    • 465 Days On Market

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

    157 Ben Chase Rd, West Tisbury, MA 02575
    • /2

      Est $3,975,517

      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

  • /48

    $1,495,000

    Pending
    • 5 Beds
    • 4 Baths
    • 2,516 Sq Ft

    651 State Rd, Vineyard Haven, MA 02568

    Fabulous four-building farmhouse compound offered in the heart of West Tisbury. This cherished property features a well-maintained classic 1880 main house with 4 bedrooms and 3 baths, plus a fully separate guest cottage with 1 bedroom and 1 bath — offering immediate income potential through seasonal or year-round rental. A bunkhouse/office building provides flexible space ideal for a home office

    Jim Feiner Feiner Real Estate

    651 State Rd, Vineyard Haven, MA 02568
    • /12

      Est $2,433,755

      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

      • 3 Days On Market

  • /34

    $3,600,000

    • 6 Beds
    • 6 Baths
    • 4,104 Sq Ft

    12 Brook Hollow Rd, Vineyard Haven, MA 02568

    Just 9/10 of a mile from Lambert's Cove Beach, this beautifully renovated tri-level home offers over 4,000 square feet of thoughtfully designed living space with six bedrooms and six bathrooms. Expanded and extensively updated in 2023, the home provides exceptional flexibility for entertaining and accommodating family and guests.The top-level features an expansive sun deck with water views of

    Rebecca V Conroy Conroy & Company R.E., Inc.

    12 Brook Hollow Rd, Vineyard Haven, MA 02568
    • /2

      Est $3,000,954

      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

  • /50

    $3,950,000

    $700K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,702 Sq Ft

    7 Black Point Rd, Chilmark, MA 02535

    Laid-back charm meets island character in this one-of-a-kind up-island beach house. Set on 5.5 acres of natural beauty, this four-bedroom, three-bath main house is full of updates, with bright, fun spaces and a relaxed summer-camp vibe. The creative layout on a single level connects sections of the house via breezy walkway, leading to a bedroom wing including a separate family room, off the

    Meg Bodnar Tea Lane Associates

    7 Black Point Rd, Chilmark, MA 02535
    • /69

      Est $2,597,496

      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

      • 122 Days On Market

  • /12

    $1,295,000

    $30K PRICE DROP
    • Land
    • 4.4 Acres
    • $294,318 per Acre

    37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535

    This quiet and lovely four-and-a-half-acre lot in Chilmark is READY TO BUILD. The land has a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation, NHESP has been completed and there are no restrictions on the lot, there's a

    Elissa Lash Tea Lane Associates

    37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
    • /37

      Est $2,174,387

      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

      • 414 Days On Market

  • /50

    $1,800,000

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

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard perfect for kids and dogs. The yard also encompasses a sweet vegetable garden, a storage shed, and outdoor shower. Inside is open with

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

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • /21

      Not Listed For Sale

      3 Pepperbush Ln, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 2,686 Sq Ft
      • Built 1977
      3 Pepperbush Ln, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /35

    $2,650,000

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    11 By the Woods, Chilmark, MA 02535

    Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home.A must-see to appreciate all the special touches throughout the Main

    Julianna Flanders Flanders Real Estate

    11 By the Woods, Chilmark, MA 02535
    • /69

      Est $3,261,526

      Not Listed For Sale

      300 North Rd, Chilmark, MA 02535

      • 2 Beds
      • 3 Baths
      • 2,515 Sq Ft
      • Built 1995
      300 North Rd, Chilmark, MA 02535

      Last Sold Summary

      • 193 Days On Market

  • /26

    $2,395,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,510 Sq Ft

    26 Bijahs Way, Chilmark, MA 02535

    This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 & included a 22 x 43 addition, The completely new second floor added over 1,500 square feet & the work included new heating, plumbing, electrical, central AC, septic & well! Many nice features include spacious living spaces, a modern

    Brenda Galligan Karen M. Overtoom R.E.

    26 Bijahs Way, Chilmark, MA 02535
    • /24

      Est $2,510,344

      Not Listed For Sale

      99 Hammett Rd, Chilmark, MA 02535

      • 4 Beds
      • 5.5 Baths
      • 2,405 Sq Ft
      • Built 2007
      99 Hammett Rd, Chilmark, MA 02535

      Last Sold Summary

      • 10 Days On Market

  • /28

    $22,950,000

    • 7 Beds
    • 8.5 Baths
    • 8,200 Sq Ft

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568

    This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

    Gerrett Conover Landvest MV

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
    • /48

      Not Listed For Sale

      49 Tilton Rd, Chilmark, MA 02535

      • 6 Beds
      • 5 Baths
      • 3,834 Sq Ft
      • Built 1995
      49 Tilton Rd, Chilmark, MA 02535

      Last Sold Summary

      • 48 Days On Market

  • /39

    $3,295,000

    $100K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,500 Sq Ft

    27 Clambelly Rd, Chilmark, MA 02535

    A place of serenity tucked in the woods of Chilmark. Beautifully designed & constructed home which was completely renovated in 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood

    Julianna Flanders Flanders Real Estate

    27 Clambelly Rd, Chilmark, MA 02535
    • /6

      Not Listed For Sale

      0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535

      0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /53

    $9,875,000

    • 6 Beds
    • 5.5 Baths
    • 3,758 Sq Ft

    6 Wakeman Rd, Chilmark, MA 02535

    Set in a spectacular water view setting with private beach access, this exceptional coastal compound offers a rare blend of privacy, flexibility, and breathtaking scenery. The property is thoughtfully composed of a beautifully appointed main residence, a separate guest house, an artist’s studio, and a detached garage with an additional bedroom above — creating the ideal retreat for extended

    Jill Napior Tea Lane Associates

    6 Wakeman Rd, Chilmark, MA 02535
    • /3

      Est $3,098,196

      Not Listed For Sale

      10 Basin Rd, Chilmark, MA 02535

      • 6 Beds
      • 3 Baths
      • 1,500 Sq Ft
      • Built 1975
      10 Basin Rd, Chilmark, MA 02535

      Last Sold Summary

  • /11

    $1,250,000

    • Land
    • 1.9 Acres
    • $657,895 per Acre

    15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535

    Nestled in a bucolic setting moments from the iconic Menemsha fishing village, this beautiful and fully engineered parcel is approved for a 6BR home. One of the few remaining Menemsha buildable lots makes this a rare opportunity. With room for a pool with a special permit!Surrounded by ancient stone walls on three sides and mature trees, the land has stunning sunset skies, lovely pastoral

    Jill Napior Tea Lane Associates

    15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535
    • /6

      Not Listed For Sale

      0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

      0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /9

    $1,200,000

    • Land
    • 3.42 Acres
    • $350,877 per Acre

    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557

    Just beyond the Great White Oak and down scenic Rogers Path, this pastoral West Tisbury parcel offers nearly 3.5 acres of privacy and natural beauty. Moments from the village center yet tucked into a peaceful landscape, the property presents an opportunity to create a custom Vineyard compound. As you traverse your own grove of majestic oak trees, the landscape opens to an idyllic pasture dotted

    Katherine Donahue Sandpiper Realty

    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557
    • /20

      Not Listed For Sale

      168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

      168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /7

    $2,500,000

    • Land
    • 1.4 Acres
    • $1,785,714 per Acre

    2 Other House Rd Unit 173, Chilmark, MA 02535

    Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

    Russell Maloney Russell Maloney Real Estate

    2 Other House Rd Unit 173, Chilmark, MA 02535
    • /7

      Not Listed For Sale

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 2 Days On Market

  • /41

    $5,350,000

    $300K PRICE DROP
    • 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
    • /3

      Not Listed For Sale

      25 Plum Bush Point Rd, West Tisbury, MA 02568

      25 Plum Bush Point Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 15 Days On Market

  • /36

    $1,390,000

    $105K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,564 Sq Ft

    40 Scotchmans Ln, Vineyard Haven, MA 02568

    A Home with history, built in the early 1800's this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

    James Osmundsen Donnelly + Co

    40 Scotchmans Ln, Vineyard Haven, MA 02568
    • /32

      Est $3,171,960

      Not Listed For Sale

      4 Bartlett Woods, Chilmark, MA 02535

      • 4 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2023
      4 Bartlett Woods, Chilmark, MA 02535

      Last Sold Summary

      • 194 Days On Market

  • /38

    $3,795,000

    $400K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,426 Sq Ft

    96 Hammett Ln, Chilmark, MA 02535

    This 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
    • /31

      Not Listed For Sale

      8 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      • 3 Beds
      • 3 Baths
      • 4,591 Sq Ft
      • Built 1981
      8 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 18 Days On Market

  • /37

    $3,600,000

    • 5 Beds
    • 3 Baths
    • 2,791 Sq Ft

    20 James Pond Way, Vineyard Haven, MA 02568

    Tucked away on 4.5 acres off Lambert’s Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert’s Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplace, opening onto a

    Sheila Morse Island Real Estate

    20 James Pond Way, Vineyard Haven, MA 02568
    • /7

      Not Listed For Sale

      609 State Rd, West Tisbury, MA 02575

      609 State Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 423 Days On Market

  • /32

    $5,200,000

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    49 Gosnolds Way, Chilmark, MA 02535

    Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    49 Gosnolds Way, Chilmark, MA 02535
    • /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

Showing Results 201 - 240, Page 6 of 18

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