Chilmark

Noted for rolling hills, roaming wildlife, old stone walls and gorgeous coastline that create a scene straight out of a pastoral painting, Chilmark is a picturesque Up-Island town on Martha’s Vineyard.

Sales

100 South Road, Chilmark

$ 1,325,000
Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a [more]
Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-styl [more]
43 3,166 ft2full info
Sales

1 Crowberry Lane, Chilmark

$ 725,000
4.32 rolling acres with stone walls. Deeded walking access to north shore beach. 4-bedroom septic, well, and electric power are all installed. Natural Heritage work has already been completed and perm [more]
4.32 rolling acres with stone walls. Deeded walking access to north shore beach. 4-bedroom [more]
Sales

10 Rumpus Ridge, Chilmark

$ 700,000
Close to Chilmark Center, this three bedroom, two bathroom home is pleasantly sited on a quiet lane. It is ready for a new owner to repair & refurbish it for the next chapter!
Close to Chilmark Center, this three bedroom, two bathroom home is pleasantly sited on a q [more]
32 1,000 ft2full info
Sales

1 Swans Way, Chilmark

$ 769,000
Designed for the utmost in individual privacy, this truly charming home is comprised of three “pods”. The central pod houses living/dining room with brick hearth; immaculate kitchen with w [more]
Designed for the utmost in individual privacy, this truly charming home is comprised of th [more]
33 1,288 ft2full info
Sales

138 and 140 State Road, Chilmark

$ 10,300,000
Spectacular 3 home waterfront Chilmark estate on 5.4 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as s [more]
Spectacular 3 home waterfront Chilmark estate on 5.4 acres with private dock on Stonewall [more]
76 4,600 ft2full info
Sales

140 State Road, Chilmark

$ 4,800,000
Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This mag [more]
Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a [more]
32 2,042 ft2full info
Sales

114 Middle Road, Chilmark

$ 2,100,000
New Price! This masterfully-crafted home completed in 2010 was built with the highest quality materials, finishes, and mechanics. There is custom paneling, mill work, and cabinetry gracing each and ev [more]
New Price! This masterfully-crafted home completed in 2010 was built with the highest qual [more]
33.5 3,951 ft2full info
Sales

21 Squibnocket Road, Chilmark

$ 4,375,000
Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated wit [more]
Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach h [more]
42.5 2,018 ft2full info
Sales

61 Stonewall Road, Chilmark

$ 2,175,000
Stonewall Association, one of the premier waterfront neighborhoods in Chilmark, is the location of this brilliant renovation. A wall of beautiful windows across the entire length of the house, white t [more]
Stonewall Association, one of the premier waterfront neighborhoods in Chilmark, is the loc [more]
43 2,537 ft2full info
Sales

1 Azalea Lane, Chilmark

$ 8,250,000
Rarest of the rare – Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for [more]
Rarest of the rare – Ocean-view Chilmark home with swimming pool, 440 feet of privat [more]
53.5 2,511 ft2full info
Sales

95 Stonewall Road, Chilmark

$ 13,500,000
Paradise is located at the magical intersection of the Atlantic Ocean and Stonewall Pond. A true seaside retreat, this 4-acre property with main house and guesthouse welcomes you to an enchanted life. [more]
Paradise is located at the magical intersection of the Atlantic Ocean and Stonewall Pond. [more]
65.5 3,008 ft2full info
Sales

20 Tennis Lane, Chilmark

$ 2,195,000
A thoughtfully appointed contemporary home in the center of Chilmark with 4 bedrooms and three and a half bathrooms all of which are newly renovated. This home has great entertaining spaces in and out [more]
A thoughtfully appointed contemporary home in the center of Chilmark with 4 bedrooms and t [more]
43.5 2,673 ft2full info

Compare Listings