Martha's Vineyard, MA Homes

/16
$1,750,000

Pending
- 3 Beds
- 3 Baths
- 2,296 Sq Ft
177 W Tisbury Rd, Edgartown, MA 02539

Perched on an elevated half-acre lot, watch horses graze at Sweetened Water Farm from the front porch. This 3-bedroom, 3-bath Edgartown home is situated in a coveted location — less than a mile to Main Street. Easy access to the bike path, close to Morning Glory Farm, Great Pond, and South Beach. Renovate, expand, or reimagine. A connection to town sewer would unlock the potential for SIX

Emma Kennedy Sandpiper Realty

177 W Tisbury Rd, Edgartown, MA 02539
/11
$20,000 Per Month
- 4 Beds
- 4.5 Baths
- 2,306 Sq Ft
- House for Rent
3 E Pasture Ln, Aquinnah, MA 02535

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Breathtaking water views from this contemporary home located on Menemsha Pond and recently renovated with new kitchen and baths. This four bedroom retreat offers the perfect place to come during the summer months or even enjoy during the shoulder season while sitting by the fire with a warm cup of your favorite hot beverage. PLEASE TAKE NOTE!!!!!THIS IS

Karen Overtoom Karen M. Overtoom R.E.

3 E Pasture Ln, Aquinnah, MA 02535
/41
$1,850,000

Sold Aug 04, 2025

26 Tia Anna Ln, Oak Bluffs, MA 02557
- 3 Beds
- 3 Baths
- 2,210 Sq Ft
- Built 1980
Last Sold Summary
- 7% Below List Price
- $837/SF
- 22 Days On Market
Current Estimated Value $1,906,765

Last Listing Agent Marilyn Moses Ocean Park Realty Inc

26 Tia Anna Ln, Oak Bluffs, MA 02557

/34
Est $2,340,864

Not Listed For Sale

338 Bigelow Rd, Vineyard Haven, MA 02568
- 3 Beds
- 2.5 Baths
- 1,783 Sq Ft
- Built 1978
338 Bigelow Rd, Vineyard Haven, MA 02568

Last Sold Summary
- 68 Days On Market

/20
$640,000
- 1 Bed
- 1 Bath
- 354 Sq Ft
2 Lincoln Ave, Oak Bluffs, MA 02568

Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

Stacy Ickes Donnelly + Co.

2 Lincoln Ave, Oak Bluffs, MA 02568
/30
$20,000 Per Month
- 4 Beds
- 3 Baths
- 2,226 Sq Ft
- House for Rent
54 Schoolhouse Road Ed330, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

Karen Overtoom Karen M. Overtoom R.E.

54 Schoolhouse Road Ed330, Edgartown, MA 02539
/2
$3,500,000

Sold Oct 07, 2025

339 Lake St, Vineyard Haven, MA 02568
- 3 Beds
- 3.5 Baths
- 2,448 Sq Ft
- Built 2001
Last Sold Summary
- $1,430/SF
- 0 Days On Market
Last Listing Agent LINK Email Cache LINK

339 Lake St, Vineyard Haven, MA 02568

/34
Est $4,044,751

Not Listed For Sale

26 Morse St, Edgartown, MA 02539
- 4 Beds
- 3.5 Baths
- 2,446 Sq Ft
- Built 1840
26 Morse St, Edgartown, MA 02539

Last Sold Summary
- 984 Days On Market

/32
$1,175,000
- 4 Beds
- 2 Baths
- 2,059 Sq Ft
4 Rock Pond, West Tisbury, MA 02575

4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the

Trish Lyman Compass | Point B

4 Rock Pond, West Tisbury, MA 02575
/40
$32,500 Per Month
- 6 Beds
- 4.5 Baths
- 3,222 Sq Ft
- House for Rent
100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

Karen Overtoom Karen M. Overtoom R.E.

100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
/22
$1,575,000

Sold Nov 24, 2025

60 Windsor Dr, Edgartown, MA 02539
- 4 Beds
- 2 Baths
- 1,666 Sq Ft
- Built 1996
Last Sold Summary
- 5% Below List Price
- $945/SF
- 204 Days On Market
Current Estimated Value $1,476,688

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

60 Windsor Dr, Edgartown, MA 02539

/17
Est $658,022

Not Listed For Sale

15 Walker Way, Vineyard Haven, MA 02568
- 1 Bed
- 1 Bath
- 432 Sq Ft
- Built 1940
15 Walker Way, Vineyard Haven, MA 02568

Last Sold Summary
- 30 Days On Market

/45
$4,850,000

Pending
- 4 Beds
- 3.5 Baths
- 4,168 Sq Ft
27 Knoll Dr, Edgartown, MA 02539

Set the tone the moment you arrive with a dramatic first-floor foyer showcasing post-and-beam construction and warm architectural character. The heart of the home is an expansive great room anchored by a gas fireplace, seamlessly flowing through French doors that open to a sun-drenched pool area—perfect for indoor-outdoor living and entertaining. A generous dining area connects effortlessly to a

Stacy Ickes Donnelly + Co

27 Knoll Dr, Edgartown, MA 02539
/42
$2,448,000

Sold May 22, 2026

61 Causeway Rd, Vineyard Haven, MA 02568
- 3 Beds
- 3.5 Baths
- 3,530 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $693/SF
- 51 Days On Market
Current Estimated Value $2,427,296

Last Listing Agent Stephanie Roache Donnelly + Co.

61 Causeway Rd, Vineyard Haven, MA 02568

/29
Est $2,486,709

Not Listed For Sale

21 William St, Vineyard Haven, MA 02568
- 3 Beds
- 2.5 Baths
- 2,378 Sq Ft
- Built 1928
21 William St, Vineyard Haven, MA 02568

Last Sold Summary
- 0 Days On Market

/52
$2,195,000
- 5 Beds
- 3.5 Baths
- 2,628 Sq Ft
7 Pip'N Rd, Edgartown, MA 02539

A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everything in between.Gather around the custom firepit under a canopy of stars, soak in the sauna and

Dawn Bellante-Holand Sandpiper Realty

7 Pip'N Rd, Edgartown, MA 02539
/22
$1,607,000

Sold Jul 10, 2025

10 N Abels Hill Rd, Chilmark, MA 02535
- 4 Beds
- 3 Baths
- 2,850 Sq Ft
- Built 1978
Last Sold Summary
- 39% Below List Price
- $564/SF
- 354 Days On Market
Current Estimated Value $2,176,121

Last Listing Agent Elissa Lash Tea Lane Associates

10 N Abels Hill Rd, Chilmark, MA 02535

/29
Est $1,442,575

Not Listed For Sale

87 Schoolhouse Rd, Edgartown, MA 02539
- 2 Beds
- 2.5 Baths
- 1,119 Sq Ft
- Built 1983
87 Schoolhouse Rd, Edgartown, MA 02539

Last Sold Summary
- 123 Days On Market

/13
$6,750,000
- Land
- 2.11 Acres
- $3,199,052 per Acre
5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

Deb Levin Studio Realty

5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
/8
$1,000,000

Sold Jan 13, 2026

48 W Tisbury Rd, Edgartown, MA 02539
- 3 Beds
- 3 Baths
- 1,959 Sq Ft
- Built 1950
Last Sold Summary
- 29% Below List Price
- $510/SF
- 86 Days On Market
Current Estimated Value $1,025,857

Last Listing Agent Mavis Francis eXp Realty

48 W Tisbury Rd, Edgartown, MA 02539

/32
Est $1,325,865

Not Listed For Sale

58 Hagerty Dr, Vineyard Haven, MA 02568
- 3 Beds
- 1 Bath
- 1,118 Sq Ft
- Built 1983
58 Hagerty Dr, Vineyard Haven, MA 02568

Last Sold Summary
- 167 Days On Market

/70
$3,950,000

$225K PRICE DROP
- 5 Beds
- 3.5 Baths
- 3,397 Sq Ft
19 Kitts Field Cir, Edgartown, MA 02539

Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

Michele Casavant Vineyard Village Realty

19 Kitts Field Cir, Edgartown, MA 02539
/35
$1,000,000

Sold Jan 21, 2026

9 Sampson Ave, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 2,046 Sq Ft
- Built 1985
Last Sold Summary
- 20% Below List Price
- $489/SF
- 215 Days On Market
Current Estimated Value $1,113,236

Last Listing Agent Lynn Buder Sandpiper Realty

9 Sampson Ave, Edgartown, MA 02539

/35
Est $3,426,635

Not Listed For Sale

5 Hillman Dr, Edgartown, MA 02539
- 4 Beds
- 3.5 Baths
- 2,407 Sq Ft
- Built 1963
5 Hillman Dr, Edgartown, MA 02539

Last Sold Summary
- 35 Days On Market

/5
$639,000
- Land
- 12,998 Sq Ft
- $2,141,421 per Acre
52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568

GOOD TO GO! This sunny 13,000-square-foot lot is ready for your Vineyard home. The property comes with a complete six-bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process. Conveniently located just off

Tina Miller Donnelly + Co

52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568
/13
$2,237,500

Sold Nov 19, 2025

26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575
- 4 Beds
- 3 Baths
- 2,299 Sq Ft
- Built 1974
Last Sold Summary
- 16% Below List Price
- $973/SF
- 120 Days On Market
Last Listing Agent Jill Napior Tea Lane Associates

26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

/35
Est $2,062,735

Not Listed For Sale

159 Charles Neck Way, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 1,995 Sq Ft
- Built 2003
159 Charles Neck Way, Vineyard Haven, MA 02568

Last Sold Summary
- 47 Days On Market

/3
$2,850,000
- Land
- 1.52 Acres
- $1,875,000 per Acre
39 Slough Cove Rd Unit part of, Edgartown, MA 02539

SPECTACULAR LOCATION! Build Your Katama Dream. Set in one of Martha's Vineyard's most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed

Francine Agnoli The Agency Martha's Vineyard

39 Slough Cove Rd Unit part of, Edgartown, MA 02539
/30
$968,750

Sold Jun 05, 2026

28 Barling Ave, Vineyard Haven, MA 02568
- 2 Beds
- 1 Bath
- 1,232 Sq Ft
- Built 1981
Last Sold Summary
- 8% Below List Price
- $786/SF
- 206 Days On Market
Current Estimated Value $1,004,233

Last Listing Agent Michael Schweikert Ocean Park Realty Inc

28 Barling Ave, Vineyard Haven, MA 02568

/41
Est $1,977,807

Not Listed For Sale

7 Tar Barrel Rd, Aquinnah, MA 02535
- 3 Beds
- 3 Baths
- 1,803 Sq Ft
- Built 1998
7 Tar Barrel Rd, Aquinnah, MA 02535

Last Sold Summary
- 0 Days On Market

/36
$3,350,000
- 4 Beds
- 2.5 Baths
- 2,686 Sq Ft
4 Nomans Watch Rd, Aquinnah, MA 02535

Perched on 2.7 acres in one of Aquinnah’s most breathtaking settings, this beautifully sited coastal retreat offers sweeping views over the Atlantic and Noman’s Land from its elevated position. Designed to embrace the light and scenery, the main level features an open living/dining/kitchen area wrapped in walls of windows—an airy, sun-soaked space where ocean views take center stage. The

Jennifer O'hanlon Compass LLC

4 Nomans Watch Rd, Aquinnah, MA 02535
/34
$1,675,000

Sold Dec 08, 2025

78 Whalers Walk, Edgartown, MA 02539
- 3 Beds
- 2.5 Baths
- 1,914 Sq Ft
- Built 1999
Last Sold Summary
- 7% Below List Price
- $875/SF
- 88 Days On Market
Current Estimated Value $1,700,100

Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

78 Whalers Walk, Edgartown, MA 02539

/30
Est $2,108,320

Not Listed For Sale

55 Old Purchase Rd, Edgartown, MA 02539
- 5 Beds
- 3.5 Baths
- 2,779 Sq Ft
- Built 1988
55 Old Purchase Rd, Edgartown, MA 02539

Last Sold Summary
- 0 Days On Market

/19
$925,000

Pending
- 2 Beds
- 1 Bath
- 520 Sq Ft
15 Second Ave, Oak Bluffs, MA 02557

Step into this beautifully updated Vineyard cottage, where modern comfort meets coastal charm. The living room, kitchen, dining area, and first-floor full bath were all thoughtfully renovated in 2023. The living space features freshly updated furnishings, contemporary lighting, and light grey beadboard walls, creating an open and inviting atmosphere that flows seamlessly into the dining and

Susie Wallo Compass LLC

15 Second Ave, Oak Bluffs, MA 02557
/2
$970,000

Sold Jun 12, 2026

62 Winter St Unit 2, Edgartown, MA 02539
- 2 Beds
- 1 Bath
- 1,294 Sq Ft
- Built 1988
Last Sold Summary
- $750/SF
- 0 Days On Market
Last Listing Agent LINK Email Cache LINK

62 Winter St Unit 2, Edgartown, MA 02539

/22
Est $1,045,445

Not Listed For Sale

10 Saddle Club Rd, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,025 Sq Ft
- Built 1985
10 Saddle Club Rd, Edgartown, MA 02539

Last Sold Summary
- 102 Days On Market

/31
$1,175,000
- 4 Beds
- 2 Baths
- 2,059 Sq Ft
4 Rock Pond Rd, Vineyard Haven, MA 02568

4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the home

Patricia Lyman Compass

4 Rock Pond Rd, Vineyard Haven, MA 02568
/14
$3,867,650

Sold Nov 21, 2025

160 Katama Rd, Edgartown, MA 02539
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $1,289/SF
- 101 Days On Market
Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

160 Katama Rd, Edgartown, MA 02539

/32
Est $1,161,601

Not Listed For Sale

10 Elm St, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,429 Sq Ft
- Built 1970
10 Elm St, Vineyard Haven, MA 02568

Last Sold Summary
- 35 Days On Market

/2
$857,000
- Land
- 16,892 Sq Ft
- $2,209,902 per Acre
24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut

Alisan Lohan-Conway Alisan Lohan-Conway Properties

24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

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Martha's Vineyard, MA Homes

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