Martha's Vineyard, MA Homes

/5
$1,300,000 Pending
- Land
- 0.5 Acre
- $2,600,000 per Acre
58 Marthas Rd Unit 70, Edgartown, MA 02539

Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community. *SELLER FINANCING AVAILABLE*

Katie Donahue Sandpiper Realty

58 Marthas Rd Unit 70, Edgartown, MA 02539
/20
$20,000 total monthly price
- 3 Beds
- 3 Baths
- House for Rent
40 Hidden Cove Rd, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

Karen Overtoom Karen M. Overtoom R.E.

40 Hidden Cove Rd, Oak Bluffs, MA 02557
/44
$1,890,000 Sold Aug 29, 2025

1 Thames Ct, Edgartown, MA 02539
- 4 Beds
- 3 Baths
- 3,270 Sq Ft
- Built 1981
Last Sold Summary
- $578/SF
- 38 Days On Market
Current Estimated Value $2,163,428

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

1 Thames Ct, Edgartown, MA 02539

/36
Est $2,556,011 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,791 Sq Ft
225 Great Plains Rd, Vineyard Haven, MA 02568

225 Great Plains Rd, Vineyard Haven, MA 02568

/58
$4,695,000 Pending
- 5 Beds
- 5.5 Baths
- 4,003 Sq Ft
97 Longview Rd, Vineyard Haven, MA 02568

This beautifully designed post-and-beam home features stunning views of the Vineyard Sound, Elizabeth Islands, and unforgettable sunsets. Surrounded by beautiful stone walls and perfectly sited on 2.2 acres, this serene property offers a combination of luxury and comfort, exuding tranquility and timeless charm. The main home spans three spacious levels, all opening onto generous decks ideal for

Stephanie Roache Donnelly + Co

97 Longview 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
/32
$899,000 Sold Jul 11, 2025

8 Rock Ave, Oak Bluffs, MA 02557
- 3 Beds
- 1.5 Baths
- 955 Sq Ft
- Built 1871
Last Sold Summary
- $941/SF
- 6 Days On Market
Current Estimated Value $898,936

Last Listing Agent Marilyn Moses Ocean Park Realty Inc

8 Rock Ave, Oak Bluffs, MA 02557

/39
Est $7,322,137 Not Listed For Sale
- 5 Beds
- 6 Baths
- 6,546 Sq Ft
103 Main St, Vineyard Haven, MA 02568

103 Main St, Vineyard Haven, MA 02568

/8
$475,000
- Land
- 0.52 Acre
- $913,462 per Acre
36 Boylston Dr Unit 1.329, Edgartown, MA 02539

Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

Mark Jenkins Wallace & Co. Sotheby's

36 Boylston Dr Unit 1.329, Edgartown, MA 02539
/25
$24,000 total monthly price
- 3 Beds
- 2 Baths
- 1,257 Sq Ft
- House for Rent
5 Laurel Ave, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage décor and beautiful bamboo floors. Entertainment options include

Karen Overtoom Karen M. Overtoom R.E.

5 Laurel Ave, Oak Bluffs, MA 02557
/56
$7,926,400 Sold Apr 28, 2025

32 Boldwater Rd, Edgartown, MA 02539
- 5 Beds
- 4.5 Baths
- 4,520 Sq Ft
- Built 1990
Last Sold Summary
- 7% Below List Price
- $1,754/SF
- 205 Days On Market
Last Listing Agent Robert Kenney Tea Lane Associates

32 Boldwater Rd, Edgartown, MA 02539

/34
Est $1,627,852 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
84 Christiantown Rd, Vineyard Haven, MA 02568

84 Christiantown Rd, Vineyard Haven, MA 02568

/36
$3,350,000
- 3 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

Jen O'Hanlon Compass | The O'Hanlon Group

4 Nomans Watch Rd, Aquinnah, MA 02535
/30
$20,000 total monthly price
- 4 Beds
- 2 Baths
- 1,920 Sq Ft
- House for Rent
291 Barnes Rd Ob516, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. BOAT MOORING INCLUDED.

Karen Overtoom Karen M. Overtoom R.E.

291 Barnes Rd Ob516, Oak Bluffs, MA 02557
/34
$980,000 Sold Mar 26, 2025

11 Fairway Dr, Oak Bluffs, MA 02557
- 2 Beds
- 1 Bath
- 1,608 Sq Ft
- Built 1969
Last Sold Summary
- 18% Below List Price
- $609/SF
- 191 Days On Market
Current Estimated Value $1,040,446

Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

11 Fairway Dr, Oak Bluffs, MA 02557

/30
Est $1,810,839 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,046 Sq Ft
8 Harpoon Hollow, Aquinnah, MA 02535

8 Harpoon Hollow, Aquinnah, MA 02535

/17
$725,000 Pending
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
181 Circuit Ave, Oak Bluffs, MA 02557

Location, location, location!! This chic, turnkey cottage has been completely renovated! Park your car, drop your bags and walk to everything - beaches, shops, restaurants, parks and the ferry! Enjoy the front deck, backyard patio or saunter across to Veira Park. Perfect family getaway or a great investment property with strong rental income history! Enjoy this adorable home all year around!

Jennifer B. DaSilva Compass

181 Circuit Ave, Oak Bluffs, MA 02557
/14
$14,200 total monthly price
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
59 Prospect Ave Ob502, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

Karen Overtoom Karen M. Overtoom R.E.

59 Prospect Ave Ob502, Oak Bluffs, MA 02557
/32
$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
Last Listing Agent Stephanie Roache Donnelly + Co.

1054 State Rd, Vineyard Haven, MA 02568

/30
Est $2,482,768 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
10 Gerts Way, Edgartown, MA 02539

10 Gerts Way, Edgartown, MA 02539

/7
$400,000
- Land
- 0.2 Acre
- $2,000,000 per Acre
99 Cygnet Way Unit 103, Chilmark, MA 02535

Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot at Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .2 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor

Russell Maloney Russell Maloney Real Estate

99 Cygnet Way Unit 103, Chilmark, MA 02535
/29
$18,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,027 Sq Ft
- House for Rent
12 Cottle Lane Ed341, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house.

Karen Overtoom Karen M. Overtoom R.E.

12 Cottle Lane Ed341, Edgartown, MA 02539
/31
$3,750,000 Sold Oct 31, 2025

29 Oxcart Rd, Aquinnah, MA 02535
- 3 Beds
- 2 Baths
- 1,274 Sq Ft
- Built 2009
Last Sold Summary
- 11% Below List Price
- $2,943/SF
- 380 Days On Market
Last Listing Agent Michelle Kelly Tea Lane Associates

29 Oxcart Rd, Aquinnah, MA 02535

/39
Est $3,232,931 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,239 Sq Ft
18 S Pond Rd, Vineyard Haven, MA 02568

18 S Pond Rd, Vineyard Haven, MA 02568

/3
$857,000
- Land
- 0.39 Acre
- $2,209,902 per Acre
24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

OAK BLUFFS - A Rare Opportunity to purchase an 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.

Alisan Lohan-Conway Alisan Lohan-Conway Properties

24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
/40
$16,400 total monthly price
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- House for Rent
20 Katama Bay Rd Ed350, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

Karen Overtoom Karen M. Overtoom R.E.

20 Katama Bay Rd Ed350, Edgartown, MA 02539
/42
$15,725,000 Sold Oct 22, 2025

111 N Water St, Edgartown, MA 02539
- 6 Beds
- 4.5 Baths
- 3,606 Sq Ft
- Built 1850
Last Sold Summary
- 5% Below List Price
- $4,361/SF
- 41 Days On Market
Last Listing Agent Wendy Harman Compass

111 N Water St, Edgartown, MA 02539

/29
Est $1,992,577 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
165 W Tisbury Rd, Edgartown, MA 02539

165 W Tisbury Rd, Edgartown, MA 02539

/39
$2,950,000
- 3 Beds
- 3.5 Baths
- 2,268 Sq Ft
23 Thaxter Ln, Edgartown, MA 02539

OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

Michele Casavant Vineyard Village Realty

23 Thaxter Ln, Edgartown, MA 02539
/31
$50,000 total monthly price
- 5 Beds
- 5 Baths
- 2,975 Sq Ft
- House for Rent
17 Edgartown Bay Rd Ed328, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to

Karen Overtoom Karen M. Overtoom R.E.

17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
/42
$865,000 Sold Apr 17, 2025

4 Quail Run Rd Unit 17, Edgartown, MA 02539
- 2 Beds
- 2 Baths
- 1,208 Sq Ft
- Built 1972
Last Sold Summary
- 1% Below List Price
- $716/SF
- 2 Days On Market
Last Listing Agent Wendy Harman Compass

4 Quail Run Rd Unit 17, Edgartown, MA 02539

/36
Est $2,309,579 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 2,705 Sq Ft
9 Heather Trail, Vineyard Haven, MA 02568

9 Heather Trail, Vineyard Haven, MA 02568

/12
$2,950,000
- 3 Beds
- 1 Bath
- 936 Sq Ft
9 N Neck Rd, Edgartown, MA 02539

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

Leslie C. Floyd Portfolio Properties

9 N Neck Rd, Edgartown, MA 02539
/30
$20,000 total monthly price
- 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
/30
$1,525,000 Sold Jun 18, 2025

54 Lake St, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 2,016 Sq Ft
- Built 1967
Last Sold Summary
- 12% Below List Price
- $756/SF
- 110 Days On Market
Current Estimated Value $1,523,983

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

54 Lake St, Vineyard Haven, MA 02568

/19
Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,714 Sq Ft
43 Look St, Vineyard Haven, MA 02568

43 Look St, Vineyard Haven, MA 02568

/28
$1,799,000
- 4 Beds
- 2.5 Baths
- 3,268 Sq Ft
7 Upper Meadow Ln, Oak Bluffs, MA 02557

Meadowview Farms -- This home is ideal for those who love to host lively gatherings! Set at the end of a quiet cul-de-sac, this spacious Colonial offers over 3,200 sq ft designed for comfortable living and easy entertaining. The home features four bedrooms and 2.5 baths, including a primary suite with walk-in closets and private bath. The main living area flows from a living room with fireplace

Lesley Heidt Sandpiper Realty Inc

7 Upper Meadow Ln, Oak Bluffs, MA 02557
/17
$48,000 total monthly price
- 4 Beds
- 3.5 Baths
- 2,675 Sq Ft
- House for Rent
9 Thaxter Lane Ed310, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

Karen Overtoom Karen M. Overtoom R.E.

9 Thaxter Lane Ed310, Edgartown, MA 02539
/18
$3,350,000 Sold Jun 05, 2025

25 Simpson's Ln, Edgartown, MA 02539
- 6 Beds
- 6 Baths
- 3,156 Sq Ft
- Built 1900
Last Sold Summary
- 4% Below List Price
- $1,061/SF
- 138 Days On Market
Last Listing Agent Greg Hartel Hartel Realty

25 Simpson's Ln, Edgartown, MA 02539

/14
Est $1,918,907 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,519 Sq Ft
2 Lexington Ave, Edgartown, MA 02539

2 Lexington Ave, Edgartown, MA 02539

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