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.

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18 Post Oak Road, Chilmark

$ 1,350,000
This inviting 4 BR, 3 BA home is privately situated on almost 5 acres in the Quansoo area of Chilmark. The house features open living areas with hardwood floors throughout, two MBR suites, two gas fir [more]
This inviting 4 BR, 3 BA home is privately situated on almost 5 acres in the Quansoo area [more]
43 1,936 ft2full info
Sales

18 Spruce Gate Road, Chilmark

$ 7,750,000
The best and most coveted location on Martha’s Vineyard – Squibnocket Farm. Set within a private, gated +/- 500 acre community that includes over 300 acres of conservation land, extensive privat [more]
The best and most coveted location on Martha’s Vineyard – Squibnocket Farm. Set with [more]
53.5 3,700 ft2full info
Sales

17 Chowder Kettle Lane, Chilmark

$ 2,450,000
Menemsha — one of the most desirable locations on the Island. It is an easy walk to the village for a fish sandwich and a swim at the beach from this sweetly located property. Set at the end of [more]
Menemsha — one of the most desirable locations on the Island. It is an easy walk to [more]
43 2,384 ft2full info
Sales

11 Howell Lane, Chilmark

$ 2,795,000
This property exudes fine craftsmanship and a well rounded experience with pool, privacy and Menemsha Pond access nearby. Located in the Flanders Lane area near Menemsha, this post and beam home was b [more]
This property exudes fine craftsmanship and a well rounded experience with pool, privacy a [more]
43.5 4,100 ft2full info
Sales

13 Deerpath Lane, Chilmark

$ 2,650,000
This impeccably built home is set on 3 private acres off of Old Farm Road in Chilmark. Open and light, the 4 bedroom house has an intelligent design that works well for quiet time or company. Upon ent [more]
This impeccably built home is set on 3 private acres off of Old Farm Road in Chilmark. Ope [more]
44.5 3,194 ft2full info
Sales

18 Henry Hough Lane, Chilmark

$ 2,350,000
A Large commanding residence set hilltop off Middle road with outstanding water views of the Atlantic and glimpses of Chilmark Pond. Inviting common room with cathedral ceilings, fireplace and gourmet [more]
A Large commanding residence set hilltop off Middle road with outstanding water views of t [more]
44 3,770 ft2full info
Sales

137 Quansoo Road, Chilmark

$ 3,700,000
This rare Chilmark waterfront setting is on three acres of graceful land featuring a light-filled home with an intelligent one level layout. Kayak from the private pond front beach to the Atlantic, or [more]
This rare Chilmark waterfront setting is on three acres of graceful land featuring a light [more]
32.5 1,476 ft2full info
Sales

12 North Slope Lane, Chilmark

$ 645,000
Newly subdivided lot offering 3 acres with main house and guest house potential. Well located close to Menemsha on a sweet private street. Lovely topography and old stone walls. Soil testing complete [more]
Newly subdivided lot offering 3 acres with main house and guest house potential. Well loca [more]
Sales

138 & 138B State Road, Chilmark

$ 5,500,000
An amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds just past Hariffs Bridge. A 3 bedroom main house and 2 bedroom guest house occupy 4 acres of private natural l [more]
An amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds [more]
54 2,558 ft2full info
Sales

8B Clambelly Road, Chilmark

$ 1,275,000
CHARMING IN CHILMARK – WITH FULLY PERMITTED COMMERCIAL KITCHEN! Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The tho [more]
CHARMING IN CHILMARK – WITH FULLY PERMITTED COMMERCIAL KITCHEN! Nestled among the ro [more]
33.5 1,978 ft2full info
Sales

33R North Road, Chilmark

$ 775,000
Cozy, cottage with lots of windows and light set in a very quiet area far off North Road abutting Seven Gates. Lot offers a lovely back and side yard perfect for entertaining. Stone wall border create [more]
Cozy, cottage with lots of windows and light set in a very quiet area far off North Road a [more]
21 612 ft2full info
Sales

16 Trails End, Chilmark

$ 1,550,000
One of the unique aspects of this hilltop home is it’s location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing [more]
One of the unique aspects of this hilltop home is it’s location at the top of a rise where [more]
32 1,113 ft2full info

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