139 Chappaquiddick Road and 75 Landing Place Road, Edgartown MA 02539

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.

Listing Courtesy of Sandpiper Realty

DETAILS

Mls Id
44777
Status
Active
Bedrooms
7
Full Baths
4
Appliances
Stove: Viking, Washer: LG
Water Source
Well
Flooring
Wood, Tile
Foundation
Partial basement and crawl space.
Year Built
1938
Exterior Features
Private Tennis Court, Beach Access - Private, Beach Access - Public, Water Views, Porch, Hot Tub, Garden, Deck
Other Structures
Detached single car garage.
Parking Features
Plenty
Sewer
Septic Tank
Heating
Gas/FHA
Basement
Partial basement under kitchen with built-in storage and work bench.
Utilities
Cable
Lot Features
Lush and well manicured
Frontage
Bay/Harbor
View
Hbr, Ocean
Interior Features
A,AC,Ins,Irr,OSh, Floor 1: Upon entry, you are welcomed into a fully equipped kitchen that flows into the main living areas of the home, including a formal living and dining space. A built-in bar area, with an ice machine and refrigerator, sits just outside the enclosed porch, which offers ample space for both dining and relaxation, overlooking a large back deck and Edgartown Harbor. Two bedroom wings, each with three bedrooms and a full bath. A full bath with exterior access to the tennis court and outdoor shower., Floor 2: Private staircase to the primary suite, which boasts water views, an ensuite bathroom, and a large walk-in closet. A separate spiral staircase brings you to the "cupola," perfect as an office or sitting room with expansive water views. Two large attics with built-in storage.
Furnished
Unfurnished
Zoning
R120
Listing Updated
Thursday, August 13, 2026 at 5:07 PM