$12,250,000
139 Chappaquiddick Road
Edgartown, MA, 02539
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.
Property Details
Price:
$12,250,000
MLS #:
73563263
Status:
Active
Beds:
7
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chappaquiddick
Listed Date:
Aug 13, 2026
Finished Sq Ft:
4,855
Total Sq Ft:
4,855
Lot Size:
219,106 sqft / 5.03 acres (approx)
Year Built:
1938
Schools
Interior
Above Grade Finished Area
4855
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Fireplaces Total
2
Heating
Forced Air
Exterior
Architectural Style
Other (See Remarks)
Covered Spaces
1
Garage Spaces
1
Lot Features
Cleared, Gentle Sloping, Level
Open Parking Spaces
6
Parking Features
Detached
Parking Spots
7
Parking Total
7
View
Scenic View(s)
Waterfront Features
Waterfront, Ocean, Harbor, Dock/Mooring, Private, Harbor, Ocean, Direct Access, 0 to 1/10 Mile To Beach, Beach Ownership(Private,Public)
Financial
Tax Year
2026
Taxes
$19,582
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Edgartown as of Aug 23, 2026
44
Single Family Listed
151
Avg DOM
1,690
Avg $ / SqFt
$6,693,023
Avg List Price
Community
- Address139 Chappaquiddick Road Edgartown MA
- CityEdgartown
- CountyDukes
- Zip Code02539
Subdivisions in Edgartown
Similar Listings Nearby
Property Summary
- 139 Chappaquiddick Road Edgartown MA is a Single Family for sale in Edgartown, MA, 02539. It is listed for $12,250,000 and features 7 beds, 4 baths, and has approximately 4,855 square feet of living space, and was originally constructed in 1938. The current price per square foot is $2,523. The average price per square foot for Single Family listings in Edgartown is $1,690. The average listing price for Single Family in Edgartown is $6,693,023. To schedule a showing of MLS#73563263 at 139 Chappaquiddick Road in Edgartown, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Sandpiper Realty, Inc.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
139 Chappaquiddick Road
Edgartown, MA