West Tisbury, MA Homes

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  /16

  $1,249,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  108 Charles Neck Way, Vineyard Haven, MA 02568

  This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room,

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  108 Charles Neck Way, Vineyard Haven, MA 02568
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  /33

  $22,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  2 Strikers Way Ch211, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Just a short distance from Chilmark Store, this newly remodeled home features 3 bedrooms and 2 1/2 baths. High end finishes with a beachy island feel. The master is located on the first floor with en-suit bath. Fully equipped kitchen with a Cuisinart 14-cup programmable

  Karen Overtoom Karen M. Overtoom R.E.

  2 Strikers Way Ch211, Chilmark, MA 02535
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  /28

  $1,360,000 Sold Sep 24, 2024

  • 1,497 Sq Ft
  • $908/SF
  • 284 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  46 Crow Hollow Rd, Vineyard Haven, MA 02568

  Welcome to a delightful Cape-style home nestled in this serene and picturesque area. This beautiful property offers the perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking the quintessential Vineyard experience. Situated on a peaceful, tree-lined cul-de-sac, this home has a tranquil and private setting, perfect for relaxing and enjoying the Island's

  Jennifer B. DaSilva Compass

  46 Crow Hollow Rd, Vineyard Haven, MA 02568
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  /12

  Est $2,285,195 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,342 Sq Ft

  5 Ocean View Farm Rd, Chilmark, MA 02535

  5 Ocean View Farm Rd, Chilmark, MA 02535
• 

  

  

  /23

  $1,695,000

  • 5 Beds
  • 5 Baths
  • 2,316 Sq Ft

  345 North Rd, Chilmark, MA 02535

  Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard.

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  345 North Rd, Chilmark, MA 02535
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  /35

  $22,000 per month

  • 4 Beds
  • 2 Baths
  • 2,290 Sq Ft
  • House for Rent

  36 Henry Hough Lane Ch206, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Water views, 3 acres and stone walls. At the end of a lane, enjoy the privacy offered by 49 acres of conservation land complete with walking trails. This house is a short distance from Lucy Vincent beach, as well as from Menemsha and Squibnocket. This spacious four

  Karen Overtoom Karen M. Overtoom R.E.

  36 Henry Hough Lane Ch206, Chilmark, MA 02535
• 

  

  /24

  $1,350,000 Sold Sep 05, 2024

  • 1,665 Sq Ft
  • $811/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  188 Waldrons Bottom Rd, West Tisbury, MA 02575

  Welcome to 188 Waldrons Bottom Road near the south shore in West Tisbury. Nestled on a private 3-acre property with access to Long Point Beach, this home offers incredible potential for a serene lifestyle. This unique property currently has 1-bedroom (the property has a 2-bedroom septic), 1.5-bathroom home with a total of 1,665 square feet of living space. The main level features the library,

  Tina Miller Compass

  188 Waldrons Bottom Rd, West Tisbury, MA 02575
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  /39

  Est $8,210,723 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,035 Sq Ft

  76 Menemsha Inn Rd, Chilmark, MA 02535

  76 Menemsha Inn Rd, Chilmark, MA 02535
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  /16

  $999,999

  • Land
  • 3.73 Acres
  • $268,096 per Acre

  25 N Vine Ln, West Tisbury, MA 02568

  Exceptional Opportunity in West Tisbury! Nestled on a dead end private road this exceptional parcel offers the perfect blend of serenity and convenience. Just moments from the scenic Sepiessa and Tiah's Cove boat launches and beaches at Long Point Nature Preserve this is an idyllic escape with quick access to the Town Center. A blank canvas for you to design your updated Vineyard Home to your

  Janna O'Loughlin

  25 N Vine Ln, West Tisbury, MA 02568
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  /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
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  /33

  $1,635,000 Sold Jul 10, 2024

  • 2,508 Sq Ft
  • $652/SF
  • 90 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1986

  163 Charles Neck Way, Vineyard Haven, MA 02568

  NEW PRICE! ENJOY YOUR ENTIRE SUMMER POOLSIDE OR AT THE BEACH! Welcome to this charming property near Long Point Wildlife Refuge and explore all it has to offer. Walk, bike, or drive from the house to the beach, and spend the day body surfing in the ocean, splashing with the little ones in the ponds, or walking the habitat. Afterward, take a dip in your 16 x 32 ft. in-ground swimming pool

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

  163 Charles Neck Way, Vineyard Haven, MA 02568
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  /33

  Est $1,805,722 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,183 Sq Ft

  149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  /2

  $799,000

  • Land
  • 0.92 Acre
  • $868,478 per Acre

  22 Bramble Path, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. It is the Buyer's responsibility to conduct a perc test and install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path, West Tisbury, MA 02568
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  /8

  $18,000 per month

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

  Karen Overtoom Karen M. Overtoom R.E.

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
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  /2

  $1,645,000 Sold Feb 21, 2025

  • 2,576 Sq Ft
  • $639/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1974

  49 Oak Ln, West Tisbury, MA 02575

  Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

  Dawn Bellante Sandpiper Realty Inc

  49 Oak Ln, West Tisbury, MA 02575
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  /7

  Est $1,466,962 Not Listed For Sale

  35 Plum Bush Point Rd, West Tisbury, MA 02568

  35 Plum Bush Point Rd, West Tisbury, MA 02568
• 

  

  /20

  $834,000 Pending

  • Land
  • 1.40 Acres
  • $595,714 per Acre

  168 Charles Neck Way, Vineyard Haven, MA 02568

  Large 1.4 Acre Corner lot in Vineyard Meadow Farms South side of West Tisbury Road. Private, flat, level parcel, paved dead end road with no unnecessary through traffic. Six bedrooms, a 3,000SF Main House, a 2,000SF detached/attached Secondary Building allowed per the Town. Pool allowed with standard Special permit. Centrally located to all Island Towns. Great neighborhood. Great location with

  Janna O'Loughlin

  168 Charles Neck Way, Vineyard Haven, MA 02568
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  /22

  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,703 Sq Ft
  • House for Rent

  41 Oak Lane Wt147, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

  Karen Overtoom Karen M. Overtoom R.E.

  41 Oak Lane Wt147, West Tisbury, MA 02575
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  /2

  $2,400,000 Sold Feb 04, 2025

  • 3,035 Sq Ft
  • $791/SF
  • 213 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2007

  23 Oak Ln, Vineyard Haven, MA 02568

  Oasis in the woods of West Tisbury! This meticulously constructed, updated and well-maintained home is set on an expansive, yet private, 2.7 acre parcel. This 6-bedroom home has three levels of living space, 2,363 square feet on the spacious first floor, 672 over the garage and 1,877 in the bright, sunlight-filled lower level, for a total of 4,912 square feet. This home abounds in gathering

  Lynn Buder Sandpiper Realty Inc

  23 Oak Ln, Vineyard Haven, MA 02568
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  /42

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,928 Sq Ft

  23 Indian Hollow Rd, West Tisbury, MA 02575

  23 Indian Hollow Rd, West Tisbury, MA 02575
• 

  

  /32

  $1,395,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft

  10 Rumpus Ridge Rd, Chilmark, MA 02535

  Discover this inviting two-unit property in the heart of Chilmark! Ideally situated near Chilmark General Store, Squibnocket, Menemsha, and the pristine shores of Lucy Vincent Beach, this home offers both convenience and charm. Thoughtfully updated for year-round comfort, the property features a new metal roof, new siding, solar panels, mini-split AC, and more. The main-level residence offers

  Peyton Wallace

  10 Rumpus Ridge Rd, Chilmark, MA 02535
• 

  

  /19

  $17,600 per month

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • House for Rent

  50 Carls Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are

  Karen Overtoom Karen M. Overtoom R.E.

  50 Carls Way, West Tisbury, MA 02575
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  /2

  $1,150,000 Sold Jan 15, 2025

  • 1,818 Sq Ft
  • $633/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1999

  1 Rock Pond Rd, Vineyard Haven, MA 02568

  Not listed in LINK.

  LINK Email Cache

  1 Rock Pond Rd, Vineyard Haven, MA 02568
• 

  

  /22

  Est $1,035,280 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
• 

  

  /20

  $1,275,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,374 Sq Ft

  46 Old Coach Rd, Vineyard Haven, MA 02568

  Charming and Spacious 3-Bedroom Cape with large Loft and Deck Welcome to your dream West Tisbury home! This comfortable and spacious 3-bedroom, 2-bath Cape boasts a thoughtfully designed floor plan perfect for comfortable living. The first-floor features two bedrooms and a full bath, ideal for use as sleeping quarters or a home office. Moving to the second floor, discover privacy with a third

  Lisa Gilberto C McManus Realty Group

  46 Old Coach Rd, Vineyard Haven, MA 02568
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  /10

  $17,600 per month

  • 4 Beds
  • 3.5 Baths
  • 2,676 Sq Ft
  • House for Rent

  40 Summer Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

  Karen Overtoom Karen M. Overtoom R.E.

  40 Summer Cir, West Tisbury, MA 02575
• 

  /2

  $2,280,000 Sold Aug 05, 2024

  • 3,527 Sq Ft
  • $646/SF
  • 100 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1999

  230 Pond Rd, Vineyard Haven, MA 02568

  This distinguished four bedroom, four bathroom home in Deep Bottom Pond is meticulously maintained and ready for the 2024 season. Featuring a grand foyer, screened in porch, elegant living room with wood burning fireplace, oversized primary suite with private bathroom and private balcony, finished lower level, mahogany decking, attached two car garage and generator. Neighborhood amenities include

  Rose Ryley Sandpiper Realty Inc

  230 Pond Rd, Vineyard Haven, MA 02568
• 

  

  /27

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  8 Yellow Brick Rd, Vineyard Haven, MA 02568

  8 Yellow Brick Rd, Vineyard Haven, MA 02568
• 

  

  /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
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  /2

  $5,300,000 Sold Jun 14, 2024

  • 6,565 Sq Ft
  • $807/SF
  • 173 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1714

  5 Stillpoint Meadows Rd, West Tisbury, MA 02575

  5 Stillpoint Meadows is where modern luxury and historic preservation seamlessly blend, creating the casual yet refined lifestyle so highly sought after in West Tisbury. The five-bedroom home, enriched by original details, offers several living areas and an expansive eat-in kitchen. Immaculately manicured grounds, elevated by serene plantings and mature trees, will be enjoyed from several outdoor

  Katherine Donahue Sandpiper Realty Inc

  5 Stillpoint Meadows Rd, West Tisbury, MA 02575
• 

  

  /13

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft

  205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

  205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
• 

  

  /18

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • House for Rent

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

  Karen Overtoom Karen M. Overtoom R.E.

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
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  /40

  Est $1,475,492 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,812 Sq Ft

  28 Rustling Oaks Rd, West Tisbury, MA 02575

  28 Rustling Oaks Rd, West Tisbury, MA 02575
• 

  

  /21

  $8,000 per month

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft
  • House for Rent

  10 James Pond Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

  Karen Overtoom Karen M. Overtoom R.E.

  10 James Pond Way, West Tisbury, MA 02575
• 

  

  /23

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,512 Sq Ft

  259 State Rd, West Tisbury, MA 02575

  259 State Rd, 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
• 

  

  /10

  Not Listed For Sale

  139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

  139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
• 

  

  /20

  $12,000 per month

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575

  Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

  Karen Overtoom Karen M. Overtoom R.E.

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575
• 

  

  /26

  Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,805 Sq Ft

  48 Forest Rd, West Tisbury, MA 02575

  48 Forest Rd, West Tisbury, MA 02575
• 

  

  /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

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