Alisan Lohan-Conway Properties
salesrentalslist propertyproperty inquiryreal estate infomartha's vineyardcontact us
Island Wide Listings
↑ Click or tap to view or enlarge all 37 photos

EDGARTOWN

139 Chappaquiddick Road, Edgartown, MA 02539

Single Family Residence
Lot Size: 5.03 Acres / 219,106 sq.ft.
$10,750,000.00
Listed: 12th August, 2026
Listed Price: $12,250,000
Price change: 9th October, 2026
New Price: ↓ $10,750,000
LINK ID: 44777
STATUS: AVAILABLE
Bedrooms: 7
Baths: 4
Rooms: 17
Living Space: 4855
Acreage: 5.0300
Water Frontage: Bay/Harbor
1st Floor Bedrooms 6

TO INQUIRE ABOUT THIS LISTING CLICK HERE

Outdoor Spaces: Tennis, Beach Access - Private, Beach Access - Public, Water Views, Porch, Hot Tub, Garden, Deck
Features: Alarm, Central Alarm/C, Insulation, Irrigation, Outdoor Shower
Year Built: 1938
Year Renovated: 1990
Second Dwelling: None
Zoning: R120
Water: Well
Sewer: Septic Tank
Lead Paint: Unknown
Foundation : Partial basement and crawl space.
Heat: GFHA
Fireplaces: 2 - wood burning
Yard Type: Lush and well manicured
Flooring: Wood, Tile
Stove: Viking
Washer: LG
TV: Cable

DESCRIPTION

Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s comforts, with a thoughtful layout well suited to both intimate family living and multigenerational gatherings. The estate extends beyond the main residence to include 75 Landing Place, an additional waterfront parcel that seamlessly expands the property, offering beautiful vistas, greater privacy, and a sense of scale rarely found on Chappaquiddick. An additional three-acre parcel is also available, creating a singular opportunity to assemble a one-of-a-kind family compound of exceptional size and privacy, with the flexibility to shape the property for generations to come. Cherished by the same family for generations, this remarkable waterfront estate represents a rare opportunity to create something truly enduring—a private family retreat with the space, setting, and flexibility to become a legacy for generations to come.

FIRST FLOOR DESCRIPTION
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.

SECOND FLOOR DESCRIPTION
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.

BASEMENT DESCRIPTION
Partial basement under kitchen with built-in storage and work bench.

OTHER BUILDINGS
Detached single car garage.

SECOND DWELLING
None

PARKING
Plenty

Martha's Vineyard - Island Wide Listings - Updated 10th of November, 2026
©2026 LINK, All Rights Reserved
Not responsible for misinformation or typographical errors. Prices are subject to change without notice.
 

Home | Martha's Vineyard Sales | Martha's Vineyard Rentals | List with Us | Property Inquiry | Real Estate Info | Martha's Vineyard | Contact Us

 

ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

THE INFORMATION CONTAINED ON THIS WEBSITE IS DEEMED RELIABLE BUT NOT GUARANTEED

© 2026 Alisan Lohan-Conway Properties. All Rights Reserved.
Original content created by Alisan Lohan-Conway Properties, together with subsequent custom website modifications, design enhancements, functionality and presentation, is the property of Alisan Lohan-Conway Properties.
Third-party listing data, images, mapping and other credited materials remain the property of their respective owners.
Original website design by goffgrafix.com