
139 Chappaquiddick Road Edgartown — Photo 1 of 42
$12,250,000
139 Chappaquiddick Road, Edgartown, MA 02539
Edgartown, MA 02539 — Chappaquiddick
Beds
7
Baths
4
SqFt
4,855
Style
Single Family
Built
1938
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.
Market Value Analysis
* Analysis is based on 14 actively listed and recently sold comparable properties strictly within Edgartown, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Geography
Population
5,278
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$125K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
13.0%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Dukes County
164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,855 sq ft principal dwelling). Lot size: 219,106 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Katie Donahue & Rachel Serwa Group
Listing Office: Sandpiper Realty, Inc.
MLS® Number: 73563263
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