139 Chappaquiddick Road Edgartown, MA $ 12,250,000
139 Chappaquiddick Road
$ 12,250,000
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139 Chappaquiddick Road

Edgartown, MA, 02539
$ 12,250,000
Bedrooms7 Baths4.0 Sq 4,855

Monthly Estimate*

$ 77,348

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Single Family Home for sale in Edgartown, MA

for $12,250,000 with 7 bedrooms and 4 full baths. This 4,855 square foot home was built in 1938 on a lot size of 5.03.

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.

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Single Family Active

Price

$ 12,250,000

Bedrooms

7

Full Bath

4

Property Type

Single Family

Taxes

$ 19,582

Style

Lot Size

5.03

Year Built

1938

Town/City

Edgartown

County/Region

Dukes

MLS | Web ID

73563263

List By
Katie Donahue & Rachel Serwa Group

Listing Agent

Sandpiper Realty, Inc.

Broker

Affordability Calculator

$78,980
Per Month
98%
2%
0%
Monthly Principal & Interest
$77,348
Monthly Property Taxes
$1,632
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
8/13/2026$12,250,000 Listed Price

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139 Chappaquiddick Road, Edgartown, MA, 02539 is a Single Family Home for sale at $12,250,000 with 4,855 sqft and a lot size of 5.03. 139 Chappaquiddick Road has 7 bedrooms, 4.0 baths, and was built in 1938. The property's zip code is 02539 which is in Edgartown, MA