25 Brickyard Road

Perched on an elevated 10.69-acre site just off picturesque North Road in Chilmark, this exceptional private compound brings together natural beauty and architectural distinction. Designed by renowned architect Patrick Ahearn, the residence enjoys dramatic views across the Menemsha Hills and Vineyard Sound toward the Elizabeth Islands, along with superb sunsets.


Spanning 7,691 square feet across three levels, the home is centered on a dramatic great room with a 17-foot vaulted ceiling, fieldstone fireplace, oak post-and-beam detailing, and a custom chef’s kitchen designed for both everyday living and entertaining. Expansive walls of glass and bifold doors frame the surrounding landscape and blur the line between indoors and out. Five bedrooms are complemented by two offices, a gym, bunk room, and walkout recreation room for billiards, media, and relaxation. Two additional outdoor fireplaces create intimate gathering areas, including one just off the primary suite with compelling North Shore views. Built by Rosbeck Builders, the residence reflects exceptional craftsmanship throughout.


Across the lawn, a finished barn offers flexible space for guests and entertaining, with an open living area, a loft with full bath, and a three-car garage on the walkout lower level. Open meadows, thoughtfully designed grounds, and exceptional privacy define the landscape, while private paths provide easy access to Great Rock Bight and its beautiful North Shore beach. The five member homeowner’s association also has private access to 100’ of additional beach, along with a charming camp and fire pit perched on the bluff above the waterfront.


Ownership in Chilmark affords access to the town’s celebrated resident-only Atlantic beaches at Lucy Vincent and Squibnocket, while the fishing village of Menemsha lies approximately 2.5 miles away. 25 Brickyard is a rare legacy property that brings together exceptional architecture, privacy, and the very best of up-island living on Martha’s Vineyard.