Elegant, architect designed 3 bedroom, 3 bathroom, 360 degree wrap around veranda, gourmet kitchen, tastefully furnished and appointed, exquisitely detailed and...

This is an elegant 2 bedroom plus loft. It has an open dining/kitchen/living area, one bathroom, outdoor shower, and very private.

Next to Blue Heron Farm and Rainbow Farm., Waterfront on Tisbury Great Pond. Overlooks Town Cove and Quansoo Beach. Dock on property.

The house and guest house are located behind the locked gate for the Quansoo Beach Association, in the secluded and still rural Quansoo area of Chilmark.

With a distant sweeping waterview, full privacy, and a total renovation, this property offers accommodations well above the norm.

This charmingly renovated home offers water views and a very large private yard. There are 3 levels; the upper level consisting of the master bedroom with a full...

This contemporary architectural gem is shaped as a partial arc, allowing maximum privacy. On the ground floor are all 4 bedrooms, the dining room, the kitchen, and 2...

This sunny Chilmark cottage offers total privacy on your own 5 acres. Located off a small private road, we are minutes to the Chilmark Store, the library, and the...

This coveted property is one of the 6 houses on the knoll overlooking Menemsha Basin, Vineyard Sound, and the Elizabeth Islands.

This delightful property epitomizes the true meaning of Island Style.The custom-crafted attention to detail, coupled with unique architectural design, immediately...

This private ocean view family compound on five acres, features a huge indoor-pool and five bedroom main house with an optional, separate guest house which is ideal...

This five-bedroom/four-bath home is located in Chilmark. It features water views of the Atlantic Ocean, a very private setting on over five acres, and beautiful...

This newly built two bedroom, one and a half bath house with loft, sleeps six plus people. It is located 'up-island' on five acres in a very private setting with a...

This modern two-bedroom/one-bath home with a large sleeping loft sleeps six-plus people. It's located 'up island' on four acres in a very private setting, accessible...

This cottage is located in the historic fishing village of Menemsha in the town of Chilmark on the north side of the island. You will have access to fishing and...

Cottage with fireplace, galley kitchen, 2 bedrooms (queen & double), 1 bath. Deck, hammock, outside shower, stone walls. Small but ideal for couple or family with 1...

Amazing views from this comfortable well maintained waterfront 3 BR home on Chilmark Pond. Boat across the pond to gorgeous private sandy association ocean beach...

Great beach house on Menemsha Pond. Expansive views of the pond, Vineyard Sound, the Elizabeth Islands. Deer, osprey, cormorants are among the wildlife crossing the...

This spacious, comfortably furnished home is conveniently located between Chilmark and West Tisbury. The master bedroom and a bath are downstairs; three bedrooms and...

Private studio in beautiful Chilmark with private beach on the Atlantic. Seasonal beach pass for Lucy Vincent Beach also included.