West Tisbury, MA Homes

/50
$1,900,000
- 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
/29
$34,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- House for Rent
15 Loon Lane Ch203, Chilmark, MA 02535

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Modern 4 bedroom home completed in 2019, in Menemsha. Located on a quiet road with waterviews from the upstairs bedrooms also offers views of the famous Menemsha sunsets from the deck. Sustainably harvested flooring features silky smooth and buttery hard wood floors from

Karen Overtoom Karen M. Overtoom R.E.

15 Loon Lane Ch203, Chilmark, MA 02535
/3
$1,695,000 Sold May 30, 2025

5 Vincent Rd, Vineyard Haven, MA 02568
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1960
Last Sold Summary
- $1,308/SF
Current Estimated Value $1,392,646

Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

5 Vincent Rd, Vineyard Haven, MA 02568

/23
Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 2,229 Sq Ft
51 Blueberry Ridge Ln, Chilmark, MA 02535

51 Blueberry Ridge Ln, Chilmark, MA 02535

/5
$1,100,000
- Land
- 1 Acre
- $1,102,204 per Acre
25 Coffins Field Rd Unit 18, Edgartown, MA 02539

One acre lot situated in a peaceful, centrally located neighborhood. The parcel will support 3-bedrooms and offers privacy by abutting conservation land, convenience to town and beaches and access to bike paths, public gym, veterinarian, shopping, airport and restaurants.

Casandra Hyland Sandpiper Realty

25 Coffins Field Rd Unit 18, Edgartown, MA 02539
/8
$18,000 total monthly price
- 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
/30
$1,175,000 Sold Mar 20, 2025

12 W Farm Rd, West Tisbury, MA 02575
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $846/SF
- 173 Days On Market
Last Listing Agent Carson Crissman Compass | Point B

12 W Farm Rd, West Tisbury, MA 02575

/36
Est $1,567,885 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

/4
$1,449,000 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
/28
$38,000 total monthly price
- 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
/38
$1,850,000 Sold Sep 09, 2025

234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
- 3 Beds
- 2.5 Baths
- 1,918 Sq Ft
- Built 1988
Last Sold Summary
- 2% Below List Price
- $965/SF
- 60 Days On Market
Current Estimated Value $1,633,378

Last Listing Agent Stephanie Roache Donnelly + Co.

234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

/31
Est $2,617,392 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,310 Sq Ft
106 Panhandle Rd, Vineyard Haven, MA 02568

106 Panhandle Rd, Vineyard Haven, MA 02568

/2
$799,000
- Land
- 0.92 Acre
- $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
/19
$17,600 total monthly price
- 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
/2
$1,500,000 Sold Aug 13, 2025

82 Christiantown Rd Unit R, West Tisbury, MA 02575
- Land
- 7.42 Acres
- $202,156 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent LINK Email Cache LINK

82 Christiantown Rd Unit R, West Tisbury, MA 02575

/35
Est $2,049,197 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,995 Sq Ft
159 Charles Neck Way, Vineyard Haven, MA 02568

159 Charles Neck Way, Vineyard Haven, MA 02568

/44
$1,650,000 Pending
- 4 Beds
- 2.5 Baths
- 1,815 Sq Ft
105 Stoney Hill Rd, Vineyard Haven, MA 02568

Welcome to 105 Stoney Hill Road, a serene retreat tucked in the heart of West Tisbury. This inviting Vineyard property combines comfort, thoughtful design, and practical amenities across 1,815 square feet of living space. The main level welcomes you with soaring ceilings and a natural flow. The living room features engineered hickory plank hardwood, while pine flooring carries warmth throughout

Lisa Da Silva Compass | Point B

105 Stoney Hill Rd, Vineyard Haven, MA 02568
/17
$17,600 total monthly price
- 4 Beds
- 4 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
/42
$2,900,000 Sold Jul 03, 2025

67 Hidden Village Rd, Vineyard Haven, MA 02568
- 7 Beds
- 5.5 Baths
- 4,476 Sq Ft
- Built 1997
Last Sold Summary
- 24% Below List Price
- $648/SF
- 347 Days On Market
Last Listing Agent Stephanie Roache Donnelly + Co.

67 Hidden Village Rd, Vineyard Haven, MA 02568

/30
Est $1,415,574 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

/49
$6,490,000 Pending
- 6 Beds
- 8 Baths
- 5,660 Sq Ft
60 Meetinghouse Rd, Chilmark, MA 02535

This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

Jim Feiner Feiner Real Estate

60 Meetinghouse Rd, Chilmark, MA 02535
/21
$8,000 total monthly price
- 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
/28
$1,400,000 Sold Nov 26, 2025

5 Scottys Ln, Vineyard Haven, MA 02568
- 4 Beds
- 1.5 Baths
- 1,592 Sq Ft
- Built 1968
Last Sold Summary
- 22% Below List Price
- $879/SF
- 126 Days On Market
Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

5 Scottys Ln, Vineyard Haven, MA 02568

/33
Est $1,938,837 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,508 Sq Ft
163 Charles Neck Way, Vineyard Haven, MA 02568

163 Charles Neck Way, Vineyard Haven, MA 02568

/20
$1,650,000
- 2 Beds
- 1 Bath
- 716 Sq Ft
46 Tiercel Ln, Chilmark, MA 02535

Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

Stacy Ickes Donnelly + Co

46 Tiercel Ln, Chilmark, MA 02535
/20
$12,000 total monthly price
- 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
/21
$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 $1,446,866

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

19 S Vine Ln, Vineyard Haven, MA 02568

/30
Est $2,858,273 Not Listed For Sale
- 3 Beds
- 5 Baths
- 2,926 Sq Ft
23 Alex Way, Vineyard Haven, MA 02568

23 Alex Way, Vineyard Haven, MA 02568

/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
/19
$30,000 total monthly price
- 5 Beds
- 4 Baths
- 3,600 Sq Ft
- House for Rent
37 Sachem Cir, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

Karen Overtoom Karen M. Overtoom R.E.

37 Sachem Cir, West Tisbury, MA 02575
/55
$15,000,000 Sold Apr 09, 2025

8 Snail Rd, Chilmark, MA 02535
- 6 Beds
- 7 Baths
- 6,967 Sq Ft
- Built 2006
Last Sold Summary
- 7% Above List Price
- $2,153/SF
- 25 Days On Market
Current Estimated Value $12,174,857

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

8 Snail Rd, Chilmark, MA 02535

/20
Est $1,343,021 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

/16
$1,295,000
- 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 set on 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. There are so many outstanding possibilities for a future Buyer to build their dream home on this

Elissa Lash Tea Lane Associates

37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
/29
$10,900 total monthly price
- 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
/23
$1,500,000 Sold Sep 25, 2025

190 Longview Rd, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1995
Last Sold Summary
- 15% Below List Price
- $1,071/SF
- 43 Days On Market
Current Estimated Value $1,470,452

Last Listing Agent Kathleen Kendrick Kendrick Real Estate

190 Longview Rd, Vineyard Haven, MA 02568

/2
Est $2,364,312 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,269 Sq Ft
59 Field View Ln, Vineyard Haven, MA 02568

59 Field View Ln, Vineyard Haven, MA 02568

/43
$7,350,000
- 4 Beds
- 4.5 Baths
- 3,490 Sq Ft
308 South Rd, Chilmark, MA 02535

Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access.

Rose Ryley Wallace & Co. Sotheby's

308 South Rd, Chilmark, MA 02535
/22
$20,000 total monthly price
- 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
/44
$8,178,500 Sold Oct 27, 2025

94 Menemsha Inn Rd, Chilmark, MA 02535
- 6 Beds
- 4.5 Baths
- 4,104 Sq Ft
- Built 2001
Last Sold Summary
- 3% Below List Price
- $1,993/SF
- 38 Days On Market
Last Listing Agent Julianna Flanders Flanders Real Estate

94 Menemsha Inn Rd, Chilmark, MA 02535

/34
Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 3,859 Sq Ft
391 Middle Rd, Chilmark, MA 02535

391 Middle Rd, Chilmark, MA 02535

Showing Results 81 - 120, Page 3 of 18

Massachusetts Dukes County West Tisbury

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