3,649

West Tisbury, MA Homes

Section Image
  • /44

    $3,476,000

    • 4 Beds
    • 3 Baths
    • 3,669 Sq Ft

    140 Pond Rd, Vineyard Haven, MA 02568

    Welcome to this beautifully updated and privately situated home in one of West Tisbury’s most desirable associations, offering exclusive access to tennis courts, walking trails, horse pastures, and direct access to the Tisbury Great Pond. Designed for both comfort and luxury, this spacious 4+ bedroom, 3 bathroom property is perfect as a year-round residence or upscale vacation retreat. The first

    Jon Hartzband

    140 Pond Rd, Vineyard Haven, MA 02568
  • /14

    $8,400 per month

    • 4 Beds
    • 3 Baths
    • 2,148 Sq Ft
    • House for Rent

    39 Old Coach Rd, West Tisbury, MA 02568

    Summer weekly rental only! June weekly rate is $8,400 and July weekly rate is $10,000/week - Sunday to Saturday. Recently renovated 4 bedroom, 3 bathroom home that sits on a private 2 acre lot in West Tisbury MA! This large cape house has just been update with new stainless steel appliances, new kitchen cabinets and countertops. Other updates include, new bathroom vanities and hardware,

    Joseph D'Amico Dee Development Company

    39 Old Coach Rd, West Tisbury, MA 02568
  • /13

    $2,050,000 Sold May 01, 2025

    • 1,007 Sq Ft
    • $2036/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2016

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568

    Exquisite West Tisbury Property: A Unique Opportunity.Discover the allure of a truly exceptional property nestled on 4.85 stunning acres in the serene locale of West Tisbury. This opportunity is not one to be missed, as it combines elegance, foresight, and sustainability in perfect harmony.The home is adorned with beautiful beams throughout, with nickelboard and shiplap covering the walls and

    Joe Holland Vineyard Dream Realty LLC

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568
    • /34

      Est $2,431,655 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 1 Sq Ft

      248 Pond Rd, Vineyard Haven, MA 02568

      248 Pond Rd, Vineyard Haven, MA 02568
  • /34

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 2,879 Sq Ft

    24 Alex Way, Vineyard Haven, MA 02568

    24 Alex Way is an opportunity to embrace the extraordinary Elias and Langmuir legacy which dramatically changed a 140 acre rural West Tisbury landscape in 1972 into the Nat's Farm community of 26 home sites. The home overlooks the 56 acres that Nat's Farm donated to Sheriff's Meadow Foundation and the incomparable Misty Meadows Equine Learning Center and homes along Elias Lane. Jane Langmuir,

    Elissa Lash

    24 Alex Way, Vineyard Haven, MA 02568
  • /20

    $4,250 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    11 Hammett Ln, Chilmark, MA 02535

    **BOOKING SUMMER 2024** Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime

    Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    11 Hammett Ln, Chilmark, MA 02535
  • /50

    $3,000,000 Sold Apr 29, 2025

    • 3,311 Sq Ft
    • $906/SF
    • 3 Beds
    • 3 Baths
    • Built 2000

    34 S Pond Rd, Vineyard Haven, MA 02568

    Stunning Deep Bottom Pond property with an oversized 3.77-acre lot surrounded by Mother Nature’s beauty, with exclusive association access to Tisbury Great Pond and private tennis courts. This beautiful home is lovingly maintained and ready for immediate occupancy. Through the welcoming grand foyer, a cathedral-ceiling living room with a fabulous wood-burning fireplace, and slider doors leading

    Stephanie Roache Donnelly + Co

    34 S Pond Rd, Vineyard Haven, MA 02568
    • /31

      Est $2,844,232 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft

      68 Meeting House Rd, Chilmark, MA 02535

      68 Meeting House Rd, Chilmark, MA 02535
  • /31

    $2,450,000

    • 4 Beds
    • 3 Baths
    • 1,918 Sq Ft

    25 Fulling Mill Rd, Chilmark, MA 02535

    Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

    Thomas Wallace Wallace & Co. Sotheby's International Realty

    25 Fulling Mill Rd, Chilmark, MA 02535
  • /10

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL PROPERTY!! Red Farm, Off Lambert's Cove Road West Tisbury. This newly built Contemporary Home is privately sited overlooking a peaceful meadow and wooded setting. The spacious floor plan features an open living, dining and a well equipped chef's kitchen, cathedral ceilings, wood floors and sliders that lead to a nicely landscaped yard. Three spacious bedrooms, the primary

    Karen Overtoom Karen M. Overtoom R.E.

    29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575
  • /35

    $1,837,500 Sold Apr 18, 2025

    • 1,654 Sq Ft
    • $1111/SF
    • 182 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    55 Charles Neck Way, Vineyard Haven, MA 02568

    LONG POINT BEACH RETREAT. Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

    Wendy Harman

    55 Charles Neck Way, Vineyard Haven, MA 02568
    • /48

      Est $3,207,386 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,440 Sq Ft

      8 Coffins Field Rd, Edgartown, MA 02539

      8 Coffins Field Rd, Edgartown, MA 02539
  • /46

    $4,395,000

    • 3 Beds
    • 5 Baths
    • 3,314 Sq Ft

    20 Edson Forest Rd, Vineyard Haven, MA 02568

    Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. This three bedroom home (with six-bedroom septic system) was fully renovated down to the studs and finished in 2022, resulting in a truly beautiful luxury home with a

    Meg Bodnar Tea Lane Associates

    20 Edson Forest Rd, Vineyard Haven, MA 02568
  • /8

    $16,000 per month

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

    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Expansive home in North Abels Hill association with water views, private association beach and tennis. Centrally air conditioned, this family home has been well appointed with a large living room featuring fireplaces at both ends, a formal dining room, a first floor primary bedroom with en suite as well as a second floor primary bedroom with en suite.

    Karen Overtoom Karen M. Overtoom R.E.

    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535
  • /55

    $15,000,000 Sold Apr 09, 2025

    • 6,967 Sq Ft
    • $2153/SF
    • 25 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2006

    8 Snail Rd, Chilmark, MA 02535

    LUXURY PROPERTY AUCTION: BID 11-24 APRIL. Listed for $14M. Starting Bids Expected Between $4M-$7M.Perched high on a hill, this Martha's Vineyard estate offers unparalleled privacy and commanding views of the Atlantic Ocean and Chilmark Pond. Designed by renowned architect Rick Sundberg and crafted by master builder Andrew Flake, this three-parcel residence harmoniously blends contemporary

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    8 Snail Rd, Chilmark, MA 02535
    • /36

      Est $2,587,653 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,791 Sq Ft

      225 Great Plains Rd, Vineyard Haven, MA 02568

      225 Great Plains Rd, Vineyard Haven, MA 02568
  • /31

    $2,495,000

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

    35 Woody Bottom Rd, West Tisbury, MA 02575

    This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

    Brenda Galligan Karen M. Overtoom R.E.

    35 Woody Bottom Rd, West Tisbury, MA 02575
  • /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
  • /23

    $1,115,000 Sold Mar 14, 2025

    • 1,286 Sq Ft
    • $867/SF
    • 237 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    496 Lamberts Cove Rd, Vineyard Haven, MA 02568

    Two peaceful acres on coveted Lamberts Cove Road with access to Lamberts Cove Beach and proximity to West Tisbury Center and Conservation Land. This property boasts mature plantings, various trees, and much Mother Nature offers, including a small pond. The home has been completely renovated and enjoys hardwood floors, skylights, a wood stove, and other special features such as antique

    Stephanie Roache Donnelly + Co.

    496 Lamberts Cove Rd, Vineyard Haven, MA 02568
    • /34

      Est $1,847,825 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,461 Sq Ft

      29 Brook Hollow Rd, Vineyard Haven, MA 02568

      29 Brook Hollow Rd, Vineyard Haven, MA 02568
  • /30

    $3,450,000

    • 5 Beds
    • 3 Baths
    • 2,713 Sq Ft

    176 Middle Point Rd, Vineyard Haven, MA 02568

    Rare private waterfront retreat on the Tisbury Great Pond. Nestled on an expansive 3.70 acres of land, this charming oasis offers a unique opportunity to enjoy serene water views and direct access to the beautiful Tisbury Great Pond and the South shore.The year-round main house spans 2,153 square feet and has three bedrooms and two bathrooms. Its seamless blend of Island charm and modern

    Tina Miller Compass

    176 Middle Point Rd, Vineyard Haven, MA 02568
  • /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
  • /17

    $1,300,000 Sold Mar 03, 2025

    • 1,241 Sq Ft
    • $1048/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    22 Briarwood Ln, Vineyard Haven, MA 02568

    This Recently Constructed Carriage House in Vineyard Haven is the epitome of thoughtful planning with custom details and exceptional finishes throughout. The sunny second level has an open floor living and kitchen area with vaulted ceilings. Highlights include a farmer's sink and quartz countertops. There are two bedrooms, one is ensuite and both have been outfitted with California style

    Carol Shore Donnelly + Co.

    22 Briarwood Ln, Vineyard Haven, MA 02568
    • /17

      Est $1,081,353 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 934 Sq Ft

      10 Briarwood Ln, Vineyard Haven, MA 02568

      10 Briarwood Ln, Vineyard Haven, MA 02568
  • /44

    $2,550,000

    • 4 Beds
    • 2.5 Baths
    • 2,982 Sq Ft

    157 Ben Chase Rd, West Tisbury, MA 02575

    You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    157 Ben Chase Rd, West Tisbury, MA 02575
  • /8

    $8,250 per month

    • 7 Beds
    • 5 Baths
    • 3,528 Sq Ft
    • House for Rent

    227 S Gate Rd Wt120, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY PROPERTY!! Set on 12 acres of peaceful woods, meadows, stone walls and its own pond, this charming 18th century 4 bedroom farmhouse and 3 bedroom rustic barn sleeps 12 and is perfect for larger groups wanting peace and tranquility all within a short distance to private swimming beaches. The setting, on exclusive Seven Gates Farm, offers miles of sandy trails through

    Karen Overtoom Karen M. Overtoom R.E.

    227 S Gate Rd Wt120, West Tisbury, MA 02575
  • /31

    $2,525,000 Sold Jan 17, 2025

    • 3,310 Sq Ft
    • $763/SF
    • 80 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1991

    106 Panhandle Rd, Vineyard Haven, MA 02568

    With easy access to the West Tisbury Village, this lovely 4 bedroom, 3.5 bath home is privately sited on 1.4 acres overlooking a protected pasture. Many nice features include open living spaces, a well equipped kitchen with stainless steel appliances, a center island and granite. The sun-filled great room with oversized windows offer peaceful views of the meadow, a cathedral ceiling and sliders

    Brenda Galligan

    106 Panhandle Rd, Vineyard Haven, MA 02568
    • /36

      Est $1,658,911 Not Listed For Sale

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

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568
  • /54

    $2,999,000

    • 7 Beds
    • 5.5 Baths
    • 4,476 Sq Ft

    67 Hidden Village Rd, Vineyard Haven, MA 02568

    Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig's, and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels, each area provides

    Stephanie Roache Donnelly + Co.

    67 Hidden Village Rd, Vineyard Haven, MA 02568
  • /2

    $10,000 per month

    • 6 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    15 Crowell Lane Wt119, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

    Karen Overtoom Karen M. Overtoom R.E.

    15 Crowell Lane Wt119, West Tisbury, MA 02575
  • /42

    $2,895,000 Sold Jan 10, 2025

    • 4,239 Sq Ft
    • $683/SF
    • 341 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1999

    18 S Pond Rd, Vineyard Haven, MA 02568

    DEEP BOTTOM POND: 5-bedroom custom home with heated Pebbletec pool and exclusive association access to Tisbury Great Pond. This spacious layout features two primary suites, two guest rooms, and a third private guest suite. Perfect for entertaining, the open floor plan centers around the kitchen, dining, and living areas. The dramatic living room has cathedral ceilings, floor-to-ceiling windows, a

    Rose Ryley Sandpiper Realty

    18 S Pond Rd, Vineyard Haven, MA 02568
    • /30

      Est $3,865,949 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,748 Sq Ft

      26 Pinkletink Rd, Chilmark, MA 02535

      26 Pinkletink Rd, Chilmark, MA 02535
  • /2

    $3,895,000 Pending

    • 4 Beds
    • 5 Baths
    • 3,234 Sq Ft

    3 Tennis Ln, Chilmark, MA 02535

    Elegantly appointed, this beautifully built home will absolutely delight you. The handsome, open living and dining rooms are anchored by an amazing Chef’s kitchen - large enough to happily accommodate multiple simultaneous cooks; while the dining room's fireplace wall invites family and friends to linger at the dinner table. There is a 1st floor study, a nicely-tucked away powder room and

    Candy DaRosa Feiner Real Estate

    3 Tennis Ln, Chilmark, MA 02535
  • /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
  • /29

    $2,250,000 Sold Dec 27, 2024

    • 1,705 Sq Ft
    • $1320/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1976

    47 Stonebridge Rd, West Tisbury, MA 02568

    Lamberts Cove Beach access, first and second floor water views, and a warm and inviting home in a private West Tisbury location - that is what is on offer here. The home was recently upgraded with a new kitchen and bathrooms. The primary bedroom suite has even better views than those from the first floor. The walkout lower level is a two bedroom suite with full bath, sitting area, kitchenette,

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    47 Stonebridge Rd, West Tisbury, MA 02568
    • /30

      Est $1,319,628 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft

      88 Hopps Farm Rd, Vineyard Haven, MA 02568

      88 Hopps Farm Rd, Vineyard Haven, MA 02568
  • /51

    $5,295,000

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

    49 Gosnold's Way, Chilmark, MA 02535

    Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor plan allowing for high ceilings and bright spaces in the open plan kitchen/dining/living room, as

    Meg Bodnar Tea Lane Associates

    49 Gosnold's Way, Chilmark, MA 02535
  • /8

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535

    THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

    Karen Overtoom Karen M. Overtoom R.E.

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
  • /5

    $450,000 Sold Dec 12, 2024

    • 708 Sq Ft
    • $636/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    1 Carroll Ln, Chilmark, MA 02535

    Discover the perfect blend of comfort and character in this delightful bungalow nestled in the heart of historic Chilmark. Surrounded by scenic landscapes and the serene beauty of Martha's Vineyard. This home will require substantial renovations and improvements or explore possibilities of a complete renovation. This property could be your idyllic escape and is less than a mile from Menemsha

    1 Carroll Ln, Chilmark, MA 02535
    • /20

      Est $1,304,928 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,730 Sq Ft

      225 Longview Rd, Vineyard Haven, MA 02568

      225 Longview Rd, Vineyard Haven, MA 02568

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home