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No photos available for this listing

$12,250,000

139 Chappaquiddick Road, Edgartown MA 02539
Edgartown, MA 02539
Listed by Katie Donahue & Rachel Serwa Group
Bedrooms
7
Bathrooms
4
Living area
4,855 sqft
Year built
1938

About this home

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.

Highlights

WaterfrontViewFireplace

Property details

MLS #
73563263
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
7
On market date
August 13, 2026
Stories
N/A
Garage spaces
1
Lot size
5.03 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Edgartown Elementary
1.89 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
397
Student:teacher ratio
9.0:1
District
Edgartown
Middle
None found nearby
High
Martha's Vineyard Regional High
6.17 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Mortgage calculator

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Est. monthly payment
$73,921/mo
$2,450,000 down
$9,800,000 loan
Principal & interest$63,563
Property tax (est.)$10,208
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 3 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.