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139 Chappaquiddick Road and 75 Landing Place Road

$12,250,000

Chappy, Edgartown, MA 02539

Recently Listed

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Single Family Residence in Chappy, Edgartown

7 bedrooms

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4 bathrooms

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4855 SqFt

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5.03 acres

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MLS #44777

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. The grounds are equally captivating, made even more exceptional by the inclusion of 75 Landing Place Road, with the availability of an additional conforming lot further elevating this offering — providing the opportunity to create a one-of-a-kind family compound and enduring legacy estate. Cherished by the same family for generations, this extraordinary waterfront compound is a truly special place.

Property highlights

Unfurnished

Tennis Court

Private Beach

Public Beach

Water Views

Porch

Hot Tub

Garden

Deck

Harbor View

Property Details

Association Fee:
Association Fee Includes:
Basement:
Partial basement under kitchen with built-in storage and work bench.
Fireplace Features:
2 - wood burning
Flooring:
Wood, Tile
Foundation Types:
Partial basement and crawl space.
Frontage Type:
Bay/Harbor
Heating:
GFHA
Interior Features:
A,AC,Ins,Irr,OShFloor 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.
Link MLS Comments:
From Chappy Ferry, take Chappaquiddick Road for roughly a mile, #139 is on the left.
Lot Features:
Lush and well manicured
Parking Features:
Plenty
Possible Use:
Assessed Building Value:
2800800.00
Assessed Land Value:
5095141.00

Price History

August 12, 2026
$12,250,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $7,895,941. The annual tax responsibility for this property is $19,582.

Contact an Agent
Phone number
(508) 696-7777

Property Location

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