4,254

West Tisbury, MA Homes

Section Image
  • /4

    $1,025,000

    $75K PRICE DROP
    • Land
    • 1 Acre
    • $1,025,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per Board of Health approval, this one-acre parcel can support a six-bedroom home. Ideally situated in a centrally located neighborhood, the property offers a rare combination of privacy and convenience. Abutting conservation land, it features a peaceful, natural setting perfect for your future home. Enjoy close proximity to town, beautiful beaches, scenic bike paths, a public gym, veterinary

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • /12

    $6,180 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,872 Sq Ft
    • House for Rent

    44 Music St Wt153, West Tisbury, MA 02575

    PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

    Karen Overtoom Karen M. Overtoom R.E.

    44 Music St Wt153, West Tisbury, MA 02575
  • /12

    $1,250,000

    Sold Oct 23, 2025

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

    • Land
    • 4.12 Acres
    • $303,398 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 127 Days On Market

    Last Listing Agent Abby Rabinovitz Tea Lane Associates

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    • /26

      Not Listed For Sale

      137 Charles Neck Way, Vineyard Haven, MA 02568

      • 5 Beds
      • 4 Baths
      • 2,610 Sq Ft
      • Built 1986
      137 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8 Days On Market

  • /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
  • /29

    $10,900 Per Month

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • House for Rent

    58 Forest Rd Wt140, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.

    Karen Overtoom Karen M. Overtoom R.E.

    58 Forest Rd Wt140, West Tisbury, MA 02575
  • /24

    $1,200,180

    Sold Aug 12, 2025

    110 Otis Bassett Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1972

    Last Sold Summary

    • $1,049/SF
    • 13 Days On Market

    Current Estimated Value $1,161,646

    Last Listing Agent Jennifer O'hanlon Compass LLC

    110 Otis Bassett Rd, Vineyard Haven, MA 02568
    • /35

      Est $1,785,181

      Not Listed For Sale

      55 Charles Neck Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,654 Sq Ft
      • Built 1984
      55 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 182 Days On Market

  • /25

    $1,550,000

    • 5 Beds
    • 5 Baths
    • 2,266 Sq Ft

    345 North Rd, Chilmark, MA 02535

    This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience. Abutting over 200 acres of protected

    Jessica Campbell Flanders Real Estate

    345 North Rd, Chilmark, MA 02535
  • /34

    $12,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • House for Rent

    267 Great Plains Road Wt117, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

    Karen Overtoom Karen M. Overtoom R.E.

    267 Great Plains Road Wt117, West Tisbury, MA 02575
  • /29

    $1,150,000

    Sold Dec 16, 2025

    52 Old Coach Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $887/SF
    • 18 Days On Market

    Current Estimated Value $1,172,363

    Last Listing Agent Kathleen Kendrick Kathleen Kendrick

    52 Old Coach Rd, Vineyard Haven, MA 02568
    • /2

      Est $1,360,718

      Not Listed For Sale

      16 Elias Ln, Vineyard Haven, MA 02568

      • 1 Bed
      • 2 Baths
      • 856 Sq Ft
      • Built 1993
      16 Elias Ln, Vineyard Haven, MA 02568

      Last Sold Summary

  • /22

    $1,200,000

    Pending
    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    31 North Rd, Chilmark, MA 02535

    Surrounded by three-season perennial gardens, this sun-filled two bedroom cottage offers an airy open floor plan with high ceilings that create an impressive sense of space. Natural light pours in through four skylights and classic 8 over 8 windows, while a deck off the side and rear of the home provides seamless indoor outdoor living.This home underwent a major renovation in Spring of 2024

    Russell Maloney Russell Maloney Real Estate

    31 North Rd, Chilmark, MA 02535
  • /28

    $38,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    17 Otis Bassett Rd, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

    Karen Overtoom Karen M. Overtoom R.E.

    17 Otis Bassett Rd, West Tisbury, MA 02575
  • /21

    $435,000

    Sold Aug 26, 2025

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    • Land
    • 4,356 Sq Ft
    • $4,350,000 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 20 Days On Market

    Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    • /26

      Est $1,052,417

      Not Listed For Sale

      4 Elias Ln, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 1,182 Sq Ft
      • Built 1977
      4 Elias Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10 Days On Market

  • /21

    $2,725,000

    • Land
    • 7.6 Acres
    • $358,553 per Acre

    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535

    This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a generational compound or two distinct residences, the property offers both serenity and convenience —

    Peyton Wallace Studio Realty

    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
  • /22

    $20,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    709 Old County Rd Wt134, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

    Karen Overtoom Karen M. Overtoom R.E.

    709 Old County Rd Wt134, West Tisbury, MA 02575
  • /22

    $1,325,000

    Sold Aug 29, 2025

    19 S Vine Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft
    • Built 1992

    Last Sold Summary

    • 17% Below List Price
    • $669/SF
    • 89 Days On Market

    Current Estimated Value $1,481,257

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

    19 S Vine Ln, Vineyard Haven, MA 02568
    • /28

      Est $1,348,064

      Not Listed For Sale

      175 Oak Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1986
      175 Oak Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19 Days On Market

  • /20

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,749 Sq Ft

    10 Abels Neck Rd, Chilmark, MA 02535

    Nestled on a beautiful lot in the heart of Chilmark, this charming cottage is framed by mature blueberry bushes just off the deck — a true slice of island life. Perfectly positioned to enjoy the quiet calm of up-island living while remaining close to town, beaches, and all that the Vineyard has to offer. Step inside through sliding glass doors into a cozy living area, where an arched entryway

    Julianna Flanders Flanders Real Estate

    10 Abels Neck Rd, Chilmark, MA 02535
  • /8

    $11,800 Per Month

    • 4 Beds
    • 4 Baths
    • 2,612 Sq Ft
    • House for Rent

    46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Inside, enjoy the fully equipped and

    Karen Overtoom Karen M. Overtoom R.E.

    46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575
  • /49

    $6,100,000

    Sold Mar 24, 2026

    60 Meetinghouse Rd, Chilmark, MA 02535

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $1,078/SF
    • 111 Days On Market

    Last Listing Agent Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
    • /37

      Est $1,211,987

      Not Listed For Sale

      43 Skiffs Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1991
      43 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 32 Days On Market

  • /33

    $1,575,000

    $325K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft

    20 Brook Hollow Rd, Vineyard Haven, MA 02568

    This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vaulted ceilings and large windows. The house is designed to have an intimate relationship with the

    Jim Feiner Feiner Real Estate

    20 Brook Hollow Rd, Vineyard Haven, MA 02568
  • /8

    $4,800 Per Month

    • 3 Beds
    • 3 Baths
    • 3,279 Sq Ft
    • House for Rent

    165 Christiantown Rd, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

    Karen Overtoom Karen M. Overtoom R.E.

    165 Christiantown Rd, West Tisbury, MA 02575
  • /42

    $3,710,000

    Sold Mar 12, 2026

    15 Old Farm Rd, Chilmark, MA 02535

    • 3 Beds
    • 6 Baths
    • 3,171 Sq Ft
    • Built 2002

    Last Sold Summary

    • 13% Below List Price
    • $1,170/SF
    • 136 Days On Market

    Current Estimated Value $3,895,171

    Last Listing Agent Tina Miller Donnelly + Co.

    15 Old Farm Rd, Chilmark, MA 02535
    • /49

      Est $1,827,519

      Not Listed For Sale

      75 Skiffs Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,548 Sq Ft
      • Built 1984
      75 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 186 Days On Market

  • /5

    $1,025,000

    $75K PRICE DROP
    • Land
    • 43,472 Sq Ft
    • $1,027,054 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    Per Board of Health approval, this one-acre parcel can support a six-bedroom home. Ideally situated in a centrally located neighborhood, the property offers a rare combination of privacy and convenience. Abutting conservation land, it features a peaceful, natural setting perfect for your future home. Enjoy close proximity to town, beautiful beaches, scenic bike paths, a public gym, veterinary

    Casandra Hyland Sandpiper Realty

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • /32

    $36,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    29 Cemetery Rd Ch216, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous Chilmark home offers two levels of living space. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half

    Karen Overtoom Karen M. Overtoom R.E.

    29 Cemetery Rd Ch216, Chilmark, MA 02535
  • /9

    $900,000

    Sold Oct 10, 2025

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568

    • Land
    • 3.73 Acres
    • $241,287 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 462 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
    • /22

      Est $1,209,708

      Not Listed For Sale

      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 1,286 Sq Ft
      • Built 1955
      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 212 Days On Market

  • /4

    $1,449,000

    $251K PRICE DROP Pending
    • Land
    • 3.9 Acres
    • $371,538 per Acre

    34 Ebens Ln, Chilmark, MA 02535

    Settled high on a peaceful ridge this 3.9-acre property is being offered with a long-term lease for 2.5 acres of prime restricted agricultural farmland abutting the property and the Tiasquam River. With the river running along the edge of the property this area is ideal for growing flowers, vegetables, and/or arbors. The land may also be used for grazing and housing livestock along with any

    Thomas Wallace Wallace & Co. Sotheby's

    34 Ebens Ln, Chilmark, MA 02535
  • /41

    $14,500 Per Month

    • 5 Beds
    • 5.5 Baths
    • 3,392 Sq Ft
    • House for Rent

    76 School House Lane Wt101, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced proportions

    Karen Overtoom Karen M. Overtoom R.E.

    76 School House Lane Wt101, West Tisbury, MA 02575
  • /44

    $37,000,000

    Sold Jul 10, 2025

    41 Cobbs Hill Rd, Chilmark, MA 02535

    • 8 Beds
    • 5.5 Baths
    • 7,846 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $4,716/SF
    • 39 Days On Market

    Last Listing Agent Brian Dougherty Corcoran Property Advisors

    41 Cobbs Hill Rd, Chilmark, MA 02535
    • /26

      Est $1,506,669

      Not Listed For Sale

      33 Hidden Village Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2.5 Baths
      • 1,968 Sq Ft
      • Built 1980
      33 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 73 Days On Market

  • /2

    $799,000

    • Land
    • 39,996 Sq Ft
    • $870,181 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
  • /20

    $821,000

    Sold Jun 17, 2025

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

    • Land
    • 1.4 Acres
    • $586,429 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 0 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
    • /30

      Est $2,429,987

      Not Listed For Sale

      41 Hidden Village Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3 Baths
      • 2,540 Sq Ft
      • Built 1981
      41 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 335 Days On Market

  • /78

    $35,000,000

    • 8 Beds
    • 8 Baths
    • 6,841 Sq Ft

    146 Quenames Rd, Chilmark, MA 02535

    Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintaining a true sense of seclusion, an increasingly scarce offering on Martha’s Vineyard. A gated drive

    Grace Hagerty Grace Hagerty Real Estate Inc

    146 Quenames Rd, Chilmark, MA 02535

Showing Results 121 - 160, Page 4 of 18

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