Gosnold, MA Homes

/7
$1,575,000
- 2 Beds
- 1 Bath
- 924 Sq Ft
47 Quenames Rd, Chilmark, MA 02535

On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural

Dawn Bellante-Holand Sandpiper Realty

47 Quenames Rd, Chilmark, MA 02535
/26
$50,000 total monthly price
- 4 Beds
- 3 Baths
- 3,237 Sq Ft
- House for Rent
29 Naushon Rd Wt142, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

Karen Overtoom Karen M. Overtoom R.E.

29 Naushon Rd Wt142, West Tisbury, MA 02575
/42
$2,500,000 Sold Jan 10, 2025

78 Carey Ln, Falmouth, MA 02540
- 6 Beds
- 4.5 Baths
- 5,500 Sq Ft
- Built 1987
Last Sold Summary
- 48% Below List Price
- $455/SF
- 231 Days On Market
Current Estimated Value $2,777,662

Last Listing Agent Annie Hart Cool Sotheby's International Realty

78 Carey Ln, Falmouth, MA 02540

/26
Est $1,634,333 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 1,968 Sq Ft
33 Hidden Village Rd, Vineyard Haven, MA 02568

33 Hidden Village Rd, Vineyard Haven, MA 02568

/36
$4,950,000
- 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
/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
/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
Last Listing Agent Kathleen Kendrick Kendrick Real Estate

190 Longview Rd, Vineyard Haven, MA 02568

/30
Est $2,569,261 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,540 Sq Ft
41 Hidden Village Rd, Vineyard Haven, MA 02568

41 Hidden Village Rd, Vineyard Haven, MA 02568

/29
$1,250,000 Pending
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
52 Old Coach Rd, Vineyard Haven, MA 02568

This charming cape-style home on beautiful Martha's Vineyard in West Tisbury*, has a large two-car detached garage on the one-acre property with lovely flowering gardens. The home is year-round; has an open plan living, dining, kitchen areas with French doors from the kitchen/dining area to the large side & rear deck with lovely seating & dining areas. There are 3 bedrooms:1 on the first floor &

Kathleen Kendrick Kathleen Kendrick

52 Old Coach 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
/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

/25
Est $5,846,817 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,921 Sq Ft
135 Capawock Rd, Vineyard Haven, MA 02568

135 Capawock Rd, Vineyard Haven, MA 02568

/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

Leslie Graham Anchor Realty of Martha's Vineyard

55 Old House Way, West Tisbury, MA 02575
/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
/2
$685,000 Sold May 30, 2025

23 2nd St, Westport, MA 02790
- 3 Beds
- 2 Baths
- 1,170 Sq Ft
- Built 1958
Last Sold Summary
- 1% Below List Price
- $585/SF
- 2 Days On Market
Current Estimated Value $707,828

Last Listing Agent LP Home Team Residential Properties Ltd.

23 2nd St, Westport, MA 02790

/40
Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 2,520 Sq Ft
136 Naushon Rd, Vineyard Haven, MA 02568

136 Naushon 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
/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
/34
$2,475,000 Sold Sep 05, 2025

31 N Slope Ln, Chilmark, MA 02535
- 4 Beds
- 3.5 Baths
- 2,300 Sq Ft
- Built 1983
Last Sold Summary
- 15% Below List Price
- $1,076/SF
- 117 Days On Market
Current Estimated Value $2,543,751

Last Listing Agent Bill Rossi Studio Realty

31 N Slope Ln, Chilmark, MA 02535

/2
Est $2,493,920 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,396 Sq Ft
84 Cuttyhunk Ave, Vineyard Haven, MA 02568

84 Cuttyhunk Ave, Vineyard Haven, MA 02568

/42
$3,990,000
- 3 Beds
- 6 Baths
- 3,171 Sq Ft
15 Old Farm Rd, Chilmark, MA 02535

CHILMARK BLISS – Refined Retreat | 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level

Tina Miller Donnelly + Co.

15 Old Farm Rd, 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
/51
$4,850,000 Sold Dec 05, 2025

49 Gosnold's Way, Chilmark, MA 02535
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
- Built 2003
Last Sold Summary
- 8% Below List Price
- $1,199/SF
- 115 Days On Market
Last Listing Agent Meg Bodnar Tea Lane Associates

49 Gosnold's Way, Chilmark, MA 02535

/38
Est $2,619,037 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,719 Sq Ft
1 Mariners View Ln, Aquinnah, MA 02535

1 Mariners View Ln, Aquinnah, MA 02535

/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
/13
$15,000 total monthly price
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
19 Lighthouse Road Aq605, Aquinnah, MA 02535

This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out

Karen Overtoom Karen M. Overtoom R.E.

19 Lighthouse Road Aq605, Aquinnah, MA 02535
/35
$855,000 Sold Aug 15, 2025

20 Glendon Rd, Woods Hole, MA 02543
- 3 Beds
- 2 Baths
- 1,799 Sq Ft
- Built 1930
Last Sold Summary
- 4% Above List Price
- $475/SF
- 8 Days On Market
Current Estimated Value $836,589

Last Listing Agent Megan Zottoli Weichert, Realtors-Donahue Partners

20 Glendon Rd, Woods Hole, MA 02543

/33
Est $3,325,636 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,288 Sq Ft
3 Oxcart Rd, Aquinnah, MA 02535

3 Oxcart Rd, Aquinnah, MA 02535

/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
/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
/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

/29
Est $1,727,556 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
7 Flanders Ln, Chilmark, MA 02535

7 Flanders Ln, Chilmark, MA 02535

/37
$4,850,000 Pending
- 5 Beds
- 3 Baths
- 3,440 Sq Ft
146 Quansoo Rd, Chilmark, MA 02535

Nestled along the beautiful and tranquil shoreline of Tisbury Great Pond and surrounded by a stunning natural environment of water, sand and sky, this is an unparallelled beach house experience on the south shore of Chilmark. The five-bedroom home consists of a three-bedroom main house connected by walkways to a two-bedroom guest wing with studio space above, all with spectacular water views

Meg Bodnar Tea Lane Associates

146 Quansoo Rd, Chilmark, MA 02535
/9
$19,000 total monthly price
- 6 Beds
- 2.5 Baths
- 2,155 Sq Ft
- House for Rent
17 Umbagog Ave Wt109, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

Karen Overtoom Karen M. Overtoom R.E.

17 Umbagog Ave Wt109, West Tisbury, MA 02575
/11
$1,010,000 Sold May 16, 2025

10 Feather Bed Ln, Dartmouth, MA 02748
- Land
- 2.8 Acres
- $360,714 per Acre
Last Sold Summary
- 19% Below List Price
- 33 Days On Market
Last Listing Agent Betsy Lawrence LandVest, Inc.

10 Feather Bed Ln, Dartmouth, MA 02748

/13
Est $1,575,881 Not Listed For Sale
- 1 Bed
- 1 Bath
- 640 Sq Ft
12 Harbor Hill Rd, Chilmark, MA 02535

12 Harbor Hill Rd, Chilmark, MA 02535

/32
$22,950,000
- 7 Beds
- 8.5 Baths
- 8,200 Sq Ft
60 Bartimus Luce Rd, Vineyard Haven, MA 02568

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

Gerrett Conover Landvest MV

60 Bartimus Luce Rd, Vineyard Haven, MA 02568
/2
$10,000 total monthly price
- 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
/21
$435,000 Sold Aug 26, 2025

0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
- Land
- 0.1 Acre
- $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

/19
Est $2,855,441 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
27 Ocean View Farm Rd, Chilmark, MA 02535

27 Ocean View Farm Rd, Chilmark, MA 02535

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