Martha's Vineyard, MA Homes

/42
$1,350,000 Pending
- 3 Beds
- 2 Baths
- 1,809 Sq Ft
169 Clover Hill Dr, Vineyard Haven, MA 02568

Located on a cul-de-sac in a serene neighborhood, this classic Cape-style home sits on a generous 0.86-acre lot less than 1.5 miles from Main Street, Vineyard Haven. The location is ideal—close to restaurants, shopping, and the ferry, yet with enough land to accommodate the existing detached two-car garage and the potential for an Accessory Dwelling Unit. The three-bedroom home offers a

Stephanie Roache Donnelly + Co

169 Clover Hill Dr, Vineyard Haven, MA 02568
/12
$5,500 total monthly price
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- House for Rent
2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

Karen Overtoom Karen M. Overtoom R.E.

2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
/42
$9,725,000 Sold Apr 24, 2025

2 Squibnocket Rd, Chilmark, MA 02535
- 6 Beds
- 5.5 Baths
- 5,808 Sq Ft
- Built 2008
Last Sold Summary
- 22% Below List Price
- $1,674/SF
- 295 Days On Market
Last Listing Agent Tina Miller Donnelly + Co.

2 Squibnocket Rd, Chilmark, MA 02535

/17
Est $1,565,237 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,298 Sq Ft
19 Quantapog Rd, Vineyard Haven, MA 02568

19 Quantapog Rd, Vineyard Haven, MA 02568

/32
$560,000
- 1 Bed
- 1.5 Baths
- 590 Sq Ft
21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568

Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

Diana Gilmore Island Real Estate

21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
/8
$17,500 total monthly price
- 8 Beds
- 4.5 Baths
- 3,876 Sq Ft
- House for Rent
550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!!!!!! Classic vineyard cottage with large open indoor and outdoor spaces to choose from while you and your family create memories to last a lifetime. Enjoy creating appetizers or three course meals in the newly renovated kitchen, bask in the light filled sun room or one of several covered porches while you take in the smell of fresh ocean air and relaxing

Karen Overtoom Karen M. Overtoom R.E.

550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568
/24
$3,300,000 Sold Sep 18, 2025

28 Crocker Dr, Edgartown, MA 02539
- 4 Beds
- 6 Baths
- 3,793 Sq Ft
- Built 1960
Last Sold Summary
- 11% Below List Price
- $870/SF
- 139 Days On Market
Current Estimated Value $3,358,691

Last Listing Agent Jennifer O'hanlon Compass

28 Crocker Dr, Edgartown, MA 02539

/12
Est $1,268,189 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,997 Sq Ft
3 Carole Ave, Vineyard Haven, MA 02568

3 Carole Ave, Vineyard Haven, MA 02568

/18
$1,100,000
- 2 Beds
- 2 Baths
- 1,583 Sq Ft
25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Prime Martha’s Vineyard location! Nestled on 1.4 acres in the sought-after Vineyard Meadow Farms neighborhood, this property offers an exceptional combination of privacy, convenience, and potential. Ideally situated in West Tisbury, close to Edgartown and Vineyard Haven, residents enjoy easy access to local shops, restaurants, and amenities, as well as the island’s most beautiful

Maranda Post Compass | The O'Hanlon Group

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
/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
/26
$1,500,000 Sold Sep 03, 2025

37 Knoll Dr, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1972
Last Sold Summary
- 15% Below List Price
- $1,218/SF
- 158 Days On Market
Current Estimated Value $1,570,516

Last Listing Agent Josseph Barkett Compass

37 Knoll Dr, Edgartown, MA 02539

/13
Est $1,241,679 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
33 Menahan St, Vineyard Haven, MA 02568

33 Menahan St, Vineyard Haven, MA 02568

/24
$3,250,000
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
10 Peases Point Rd, Edgartown, MA 02539

NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN -This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Ideally situated just minutes from Edgartown Village, with

Emma Bryant Landmarks at TODAY Real Estate

10 Peases Point Rd, Edgartown, MA 02539
/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
/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

/14
Est $1,013,552 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,024 Sq Ft
51 Manchester Ave, Vineyard Haven, MA 02568

51 Manchester Ave, Vineyard Haven, MA 02568

/26
$1,600,000
- 4 Beds
- 3 Baths
- 1,975 Sq Ft
68 20th St S, Edgartown, MA 02539

This well-maintained custom Cape Cod–style home is ideally suited for year-round living, vacation getaway, or employee housing. Located at the end of a quiet street next to Pennywise Preserve conservation land, it enjoys extra privacy. The main level features an open layout with vaulted ceilings. There is a spacious den above an oversized two-car garage and an expansive deck for entertaining

Carol Shore Donnelly + Co

68 20th St S, Edgartown, MA 02539
/8
$6,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
33 Kennebago Ave Vh414, Tisbury, MA 02568

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or plan in the morning to see the rays of sun break on the water.

Karen Overtoom Karen M. Overtoom R.E.

33 Kennebago Ave Vh414, Tisbury, MA 02568
/26
$1,800,000 Sold Oct 15, 2025

82 Skiff Ave, Tisbury, MA 02568
- 3 Beds
- 3.5 Baths
- 1,913 Sq Ft
- Built 2020
Last Sold Summary
- 10% Below List Price
- $941/SF
- 128 Days On Market
Current Estimated Value $1,646,192

Last Listing Agent Lenny Altieri Premier Properties

82 Skiff Ave, Tisbury, MA 02568

/30
Est $2,464,428 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,555 Sq Ft
10 Crow Hollow Rd, Vineyard Haven, MA 02568

10 Crow Hollow Rd, Vineyard Haven, MA 02568

/7
$3,100,000
- Land
- 3.04 Acres
- $1,019,737 per Acre
114 Meeting House Way Unit 7, Edgartown, MA 02539

3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

Rose Ryley Wallace & Co. Sotheby's

114 Meeting House Way Unit 7, Edgartown, MA 02539
/8
$13,600 total monthly price
- 2 Beds
- 2 Baths
- 1,967 Sq Ft
- Condo for Rent
1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

Karen Overtoom Karen M. Overtoom R.E.

1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539
/24
$2,700,000 Sold Dec 19, 2025

43 Cottage St, Edgartown, MA 02539
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
- Built 1945
Last Sold Summary
- 16% Below List Price
- $2,428/SF
- 7 Days On Market
Last Listing Agent Michele Casavant Vineyard Village Realty

43 Cottage St, Edgartown, MA 02539

/2
Est $2,548,131 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,527 Sq Ft
230 Pond Rd, Vineyard Haven, MA 02568

230 Pond Rd, Vineyard Haven, MA 02568

/52
$2,575,000
- 4 Beds
- 2.5 Baths
- 1,910 Sq Ft
76 Washque Ave, Edgartown, MA 02539

This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick's most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird's-eye views capture the natural beauty that surrounds you. Thoughtfully renovated, the home blends

Katherine Donahue Sandpiper Realty Inc

76 Washque Ave, Edgartown, MA 02539
/4
$6,000 total monthly price
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
- House for Rent
836 State Rd, Aquinnah, MA 02535

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the

Karen Overtoom Karen M. Overtoom R.E.

836 State Rd, Aquinnah, MA 02535
/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

/4
Est $3,009,324 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,789 Sq Ft
188 Pond Rd, Vineyard Haven, MA 02568

188 Pond Rd, Vineyard Haven, MA 02568

/23
$4,288,000
- 7 Beds
- 3.5 Baths
- 2,461 Sq Ft
69 School St, Edgartown, MA 02539

Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

Peyton Wallace Studio Realty

69 School St, Edgartown, MA 02539
/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
/19
$750,000 Sold Nov 07, 2025

41 Trinity Park, Oak Bluffs, MA 02557
- 4 Beds
- 1 Bath
- 1,154 Sq Ft
- Built 1867
Last Sold Summary
- 6% Below List Price
- $650/SF
- 14 Days On Market
Last Listing Agent Stacy Ickes Donnelly + Co.

41 Trinity Park, Oak Bluffs, MA 02557

/34
Est $2,473,034 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 1 Sq Ft
248 Pond Rd, Vineyard Haven, MA 02568

248 Pond Rd, Vineyard Haven, MA 02568

/4
$625,000
- Land
- 0.34 Acre
- $1,815,277 per Acre
0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

Andrew McElhinney Compass LLC

0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
/8
$3,300 total monthly price
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
- House for Rent
849 State Rd Unit 1, Aquinnah, MA 02535

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Charming three bedroom cottage set on a hill overlooking a tranquil meadow just 1 & 1/2 miles to Aquinnah Cliffs. Enjoy access to both Philbin and Lobsterville beaches. There is a front and back porch with rocking chairs to take in the landscape and enjoy the breeze. This sunny property is easily accessible as well as peaceful and relaxing. Owner is

Karen Overtoom Karen M. Overtoom R.E.

849 State Rd Unit 1, Aquinnah, MA 02535
/34
$8,250,000 Sold Feb 21, 2025

93 Edgartown Bay Rd, Edgartown, MA 02539
- 4 Beds
- 4.5 Baths
- 3,596 Sq Ft
- Built 1978
Last Sold Summary
- 7% Below List Price
- $2,294/SF
- 95 Days On Market
Current Estimated Value $8,373,561

Last Listing Agent Jarrett Hurwitz Keller Williams Realty

93 Edgartown Bay Rd, Edgartown, MA 02539

/25
Est $2,104,866 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,636 Sq Ft
131 Shubael Weeks Path, Vineyard Haven, MA 02568

131 Shubael Weeks Path, Vineyard Haven, MA 02568

/43
$4,999,000
- 6 Beds
- 5.5 Baths
- 3,214 Sq Ft
15 Tamarack Ln, Oak Bluffs, MA 02557

FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

Michael Schweikert Ocean Park Realty, Inc.

15 Tamarack Ln, Oak Bluffs, MA 02557
/26
$7,000 total monthly price
- 7 Beds
- 1.5 Baths
- 2,900 Sq Ft
- House for Rent
39 N Neck Rd, Edgartown, MA 02539

Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

Charles Petitti Coldwell Banker Realty - Newton

39 N Neck Rd, Edgartown, MA 02539
/19
$1,110,000 Sold May 08, 2025

31 9th St N, Edgartown, MA 02539
- 2 Beds
- 1.5 Baths
- 1,275 Sq Ft
- Built 1972
Last Sold Summary
- 7% Below List Price
- $871/SF
- 45 Days On Market
Current Estimated Value $1,133,932

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

31 9th St N, Edgartown, MA 02539

/2
Est $1,809,681 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,102 Sq Ft
26 Old Coach Rd, Vineyard Haven, MA 02568

26 Old Coach Rd, Vineyard Haven, MA 02568

Showing Results 41 - 80, Page 2 of 18

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