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Island Wide Listings

EDGARTOWN
Single Family Residence

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

$12,250,000.00
Listed 12th August, 2026 for $12,250,000
LINK ID: 44777
STATUS: AVAILABLE
Bedrooms: 7
Baths: 4
Rooms: 17
Living Space: 4855
Acreage: 5.0300
Water Frontage: Bay/Harbor
1st Floor Bedrooms 6

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Outdoor Spaces: Tennis, Beach Access - Private, Beach Access - Public, Water Views, Porch, Hot Tub, Garden, Deck
Features: Alarm, Central Alarm/C, Insulation, Irrigation, Outdoor Shower
Year Built: 1938
Year Renovated: 1990
Second Dwelling: None
Zoning: R120
Water: Well
Sewer: Septic Tank
Lead Paint: Unknown
Foundation : Partial basement and crawl space.
Heat: GFHA
Fireplaces: 2 - wood burning
Yard Type: Lush and well manicured
Flooring: Wood, Tile
Stove: Viking
Washer: LG
TV: Cable

DESCRIPTION

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.

FIRST FLOOR DESCRIPTION
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.

SECOND FLOOR DESCRIPTION
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.

BASEMENT DESCRIPTION
Partial basement under kitchen with built-in storage and work bench.

OTHER BUILDINGS
Detached single car garage.

SECOND DWELLING
None

PARKING
Plenty
Martha's Vineyard - Island Wide Listings - Updated September 20, 2026
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Not responsible for misinformation or typographical errors. Prices are subject to change without notice.
 

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ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals
PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

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