Chilmark

About the Area

Chilmark is one of the Vineyard’s most private and sought-after up-island communities, known for rolling hills, ocean views, and large tracts of protected land. Homes are typically set on generous acreage, many with views of the Atlantic or Vineyard Sound, emphasizing privacy and scale.

The town offers access to some of the island’s most exclusive amenities, including private beaches at Squibnocket and Lucy Vincent, along with sailing through the Chilmark Yacht Club. With limited inventory and an emphasis on land preservation, Chilmark attracts buyers seeking a quiet, legacy setting.