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139 Chappaquiddick Road, Edgartown

$10,750,000

Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s comforts, with a thoughtful layout well suited to both intimate family living and multigenerational gatherings. The estate extends beyond the main residence to include 75 Landing Place, an additional waterfront parcel that seamlessly expands the property, offering beautiful vistas, greater privacy, and a sense of scale rarely found on Chappaquiddick. An additional three-acre parcel is also available, creating a singular opportunity to assemble a one-of-a-kind family compound of exceptional size and privacy, with the flexibility to shape the property for generations to come. Cherished by the same family for generations, this remarkable waterfront estate represents a rare opportunity to create something truly enduring—a private family retreat with the space, setting, and flexibility to become a legacy for generations to come.

HIGHLIGHTS

Link ID 44777
Bedrooms 7
Baths 4
Rooms 17
Living Space 4855
Acreage 5.03
Water Frontage Bay/Harbor
Waterview
Yes
Private|Assoc Beach
Yes

FEATURES AND AMENITIES

Link ID
44777
Price
$10,750,000
Bedrooms
7
Baths
4
Rooms
17
Living Space
4855
Acreage
5.03
Zoning
R120
Water Frontage
Bay/Harbor
Water
Well
Sewer
Septic Tank
Heat
GFHA
2026 Tax Assessment
$7,895,941
Building Assessment
$2,800,800
Land Assessment
$5,095,141
Estimated Taxes
$19,582
Outdoor Spaces
Private Tennis Court
Beach Access - Private
Beach Access - Public
Water Views
Porch
Hot Tub
Garden
Deck
Year Built
1938
Fireplaces
Yes
Flooring
Wood, Tile
Listing Broker
Sandpiper Realty

139 Chappaquiddick Road, Edgartown

Copyright 2026 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
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