139 Chappaquiddick Road

Taxes: $19,582 (2026)

About this home

You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of the harbor. Inside, casual elegance defines the home, with a seamless blend of gracious formal spaces and inviting areas for relaxed gatherings. An enclosed porch opens onto a spacious deck overlooking the harbor, creating the perfect setting to take in picture-worthy sunsets, the beloved Fourth of July fireworks display, and the ever-changing scenery. The grounds are equally captivating, made even more exceptional by the inclusion of 75 Landing Place Road and a beloved clay tennis court framed by sweeping water views. Cherished by the same family for generations, this extraordinary waterfront compound is a truly special place.

Property details

Sewer

On-Site

Style

Other (See Remarks)

Water

Private Water

Cooling

Central Air

Heating

Forced Air

Type

Detached

Waterfront

Ocean, Harbor, Dock/Mooring, Private

Garage

Detached

Lot

Cleared, Gentle Slope, Level, Scenic View(s)

Basement

Partial, Crawl, Interior Access

Waterview Features

Harbor, Ocean