Chappaquiddick compound offers private beach, deep water dock and island grace

Perched on Chappaquiddick’s protected shores, this custom built compound commands views across Edgartown Harbor where sailboats drift in the crystalline waters below. The main residence, rendered in weathered shingle and stone, sits elevated among mature oak and pine, its architecture echoing the vernacular refinement that defines Martha’s Vineyard’s most distinguished addresses.

The property unfolds across generous grounds that balance privacy with purposeful entertaining. Beyond the primary residence, a separate guest house provides complete independence for visiting family or friends. A heated pool and spa facility, sheltered within stone walls and wrapped in terraced landscape, creates an intimate sanctuary apart from the main living spaces. The grounds themselves are threaded with generous lawn, native plantings and thoughtful stonework that guides movement from house to water’s edge.

The real distinction lies in direct waterfront access. A private beach fronts the property, and a deep water dock accommodates substantial vessels year round. For those whose sense of place depends on unimpeded connection to the sea, this means genuine autonomy: mooring rights, direct launch access and the quiet authority that comes from private shoreline. The compound sits sheltered from the open Atlantic, positioned within the more protected reaches of Edgartown Harbor.

This is the geography where serious New England wealth chooses to spend its summers: a property that requires no compromise between mainland convenience and island solitude, between formal entertaining space and genuine refuge. The listing is handled through Christie’s Real Estate by Gerret Conover.

Imagery courtesy of Christie's Real Estate (@christiesrealestate).