West Tisbury, MA Homes

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  /31

  $1,799,999

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  43 N Slope Ln, Chilmark, MA 02535

  Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully positioned to blend into its surroundings, featuring

  

  Barbara O'Hara

  NorthStar Real Estate, LLC

  (508) 850-0854

  43 N Slope Ln, Chilmark, MA 02535
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  /21

  $7,000 total monthly price

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

  27 Beach Plum Ln, Chilmark, MA 02535

  weekly rental rate negotiable, cost $400-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt . it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a

  Bryan Hummel Commonwealth Realty Group

  27 Beach Plum Ln, Chilmark, MA 02535
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  /46

  $3,120,000 Sold Sep 16, 2025

  140 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 3,669 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $850/SF
  • 84 Days On Market

  Current Estimated Value $3,810,442

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  140 Pond Rd, Vineyard Haven, MA 02568
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  /30

  Est $2,327,720 Not Listed For Sale

  10 Crow Hollow Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,555 Sq Ft
  • Built 1983

  10 Crow Hollow Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Above List Price
  • $861/SF
  • 197 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent Julianna Flanders Flanders Real Estate
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  /42

  $2,395,000

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

  21 & 25 Fulling Mill Rd, Chilmark, MA 02535

  Jessie Holtham Wallace & Co. Sotheby's International Realty

  21 & 25 Fulling Mill Rd, Chilmark, MA 02535
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  /20

  $6,000 total monthly price

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

  11 Hammett Ln, Chilmark, MA 02535

  ** WEEKLY SUMMER RATE** 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
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  /30

  $1,550,000 Sold Oct 16, 2025

  251 State Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $780/SF
  • 114 Days On Market

  Current Estimated Value $1,573,414

  Last Listing Agent Meg Bodnar Tea Lane Associates

  251 State Rd, Vineyard Haven, MA 02568
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  /2

  Est $2,455,030 Not Listed For Sale

  230 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 3,527 Sq Ft
  • Built 1999

  230 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $646/SF
  • 100 Days On Market

  Last Sold Price $2,280,000

  Last Listing Agent Rose Ryley Sandpiper Realty Inc
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  /34

  $3,950,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,413 Sq Ft

  124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

  An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
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  /10

  $8,500 total monthly price

  • 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
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  /18

  $4,250,000 Sold Sep 09, 2025

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 4,125 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $1,030/SF
  • 21 Days On Market

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

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  /4

  Est $2,859,238 Not Listed For Sale

  188 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,789 Sq Ft
  • Built 1996

  188 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 9% Below List Price
  • $1,124/SF

  Last Sold Price $3,135,000

  Last Listing Agent Rose Ryley Wallace & Co. Sotheby's
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  /36

  $3,950,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 3,413 Sq Ft

  122 Old Farm Rd, Chilmark, MA 02535

  An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

  Mark Jenkins Wallace & Co. Sotheby's

  122 Old Farm Rd, Chilmark, MA 02535
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  /8

  $11,800 total monthly price

  • 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
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  /2

  $1,700,000 Sold Oct 20, 2025

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,803 Sq Ft
  • Built 1982

  Last Sold Summary

  • $943/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  /34

  Est $2,339,682 Not Listed For Sale

  248 Pond Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 1 Sq Ft
  • Built 1998

  248 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2% Above List Price
  • $2,300,000/SF
  • 174 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Brenda Galligan Karen M. Overtoom R E
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  /31

  $2,395,000

  • 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

  25 Fulling Mill Rd, Chilmark, MA 02535
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  /8

  $16,000 total monthly price

  • 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
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  /7

  $650,000 Sold Aug 14, 2025

  00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

  • Land
  • 0.2 Acre
  • $3,250,000 per Acre

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Deb Hancock Hancock Real Estate

  00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
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  /25

  Est $2,022,018 Not Listed For Sale

  131 Shubael Weeks Path, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 3,636 Sq Ft
  • Built 1985

  131 Shubael Weeks Path, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Above List Price
  • $550/SF
  • 0 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's
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  /65

  $2,690,000

  • 6 Beds
  • 4 Baths
  • 2,618 Sq Ft

  55 Old House Way, West Tisbury, MA 02575

  Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless

  Leslie Graham Anchor Realty of Martha's Vineyard

  55 Old House Way, West Tisbury, MA 02575
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  /12

  $6,180 total monthly price

  • 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
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  /25

  $1,125,000 Sold Oct 28, 2025

  140 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1964

  Last Sold Summary

  • 13% Below List Price
  • $786/SF
  • 97 Days On Market

  Current Estimated Value $1,103,456

  Last Listing Agent Candy DaRosa Feiner Real Estate

  140 Longview Rd, Vineyard Haven, MA 02568
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  /2

  Est $1,714,607 Not Listed For Sale

  26 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,102 Sq Ft
  • Built 1998

  26 Old Coach Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $795/SF
  • 26 Days On Market

  Last Sold Price $1,671,100

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /42

  $3,299,000

  • 3 Beds
  • 3.5 Baths
  • 3,082 Sq Ft

  53 Stoney Hill Rd, Vineyard Haven, MA 02568

  This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

  Jennifer B. DaSilva Compass

  53 Stoney Hill Rd, Vineyard Haven, MA 02568
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  /8

  $8,250 total monthly price

  • 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 open

  Karen Overtoom Karen M. Overtoom R.E.

  227 S Gate Rd Wt120, West Tisbury, MA 02575
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  /37

  $7,289,000 Sold Oct 15, 2025

  25 Osprey Ln, Chilmark, MA 02535

  • 4 Beds
  • 5 Baths
  • 3,777 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $1,930/SF
  • 77 Days On Market

  Current Estimated Value $6,853,287

  Last Listing Agent Deb Hancock Hancock Real Estate

  25 Osprey Ln, Chilmark, MA 02535
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  /79

  Not Listed For Sale

  260 South Rd, Chilmark, MA 02535

  • 6 Beds
  • 2.5 Baths
  • 2,604 Sq Ft
  • Built 1688

  260 South Rd, Chilmark, MA 02535

  Last Sold Summary

  • $1,671/SF
  • 109 Days On Market

  Last Sold Price $4,350,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  /39

  $2,500,000

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

  229 Oak Ln, West Tisbury, MA 02575

  A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

  Doug Burke Cronigs Real Estate

  229 Oak Ln, West Tisbury, MA 02575
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  /8

  $4,500 total monthly price

  • 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
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  /22

  $435,000 Sold Aug 26, 2025

  0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

  • Land
  • 0.1 Acre
  • $4,350,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 18 Days On Market

  Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

  0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
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  /36

  Est $2,310,300 Not Listed For Sale

  377 State Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft
  • Built 1970

  377 State Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 5% Above List Price
  • $902/SF
  • 518 Days On Market

  Last Sold Price $2,197,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  /38

  $3,995,000

  • 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
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  /8

  $4,800 total monthly price

  • 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
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  $1,250,000 Sold Nov 12, 2025

  1054 State Rd, Vineyard Haven, MA 02568

  • 6 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 1881

  Last Sold Summary

  • 16% Below List Price
  • $678/SF
  • 60 Days On Market

  Current Estimated Value $1,267,042

  Last Listing Agent Stephanie Roache Donnelly + Co.

  1054 State Rd, Vineyard Haven, MA 02568
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  /14

  Est $2,681,784 Not Listed For Sale

  30 Pond Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 2004

  30 Pond Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 21% Above List Price
  • $754/SF
  • 5 Days On Market

  Last Sold Price $2,207,500

  Last Listing Agent Elissa Lash Tea Lane Associates
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  /30

  $2,475,000

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft

  16 South Rd, Chilmark, MA 02535

  Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, including Lucy Vincent and Squibnocket. The property unfolds as a small country compound with a distinctly

  Michele Casavant Vineyard Village Realty

  16 South Rd, Chilmark, MA 02535
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  /8

  $8,000 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft
  • House for Rent

  56 Chilmark Rd, Chilmark, MA 02535

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This slice of paradise in the coveted Seven Gates Association gives you access to two miles of private beach just half a mile away, with tennis courts also nearby and 1000 acres of conservation land. The house is exquisitely crafted, well maintained and beautifully landscaped. Views of Harlock's pond are visible from the kitchen, living area and master

  Karen Overtoom Karen M. Overtoom R.E.

  56 Chilmark Rd, Chilmark, MA 02535
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  /42

  $4,150,000 Sold Feb 19, 2026

  97 Longview Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 5.5 Baths
  • 4,003 Sq Ft
  • Built 2008

  Last Sold Summary

  • 12% Below List Price
  • $1,037/SF
  • 74 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co.

  97 Longview Rd, Vineyard Haven, MA 02568
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  /36

  Est $1,286,382 Not Listed For Sale

  16 Rock Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1999

  16 Rock Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • $722/SF
  • 141 Days On Market

  Last Sold Price $1,285,000

  Last Listing Agent Kerry Quinlan-Potter Breakwater MV

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