- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$10,750,000
Monthly Est:$53,507
7 Beds
- 4 Baths
4 full baths
4,855sqft
139 Chappaquiddick Rd, Edgartown, MA 02539
$10,750,000
$53,507/moEst:
Get Pre-Approved
Single Family Residence
Built in 1938
$-- HOA
5.03 acres lot
$2,214/sq.ft
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.
- Houzeo last checked: 4 minutes ago
- Listing updated: October 13, 2026 at 7:05 am
- Listing Provided by: |
- Source: MLS Property Information Network-MA | MLS#: 73563263

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1938
HOA Fees
-
Finished Area
4,855 sqft
Lot Size
5.03 acres lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73563263
MLS Status
Active
Days on Market
83

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 7
Bathrooms: 4
Interior
Heating
Forced Air
Cooling
Central Air
Sewer
Private Sewer
Construction
Year Built
Year Built: 1938
Home type
Single Family Residence
Foundation Details
Other
Architectural Style
Other (see Remarks)
Utilities & Energy
Parking Features
Detached
Water Source
Private
Basement
Partial, Crawl Space, Interior Entry
Other Features
Lot Features
Cleared, Gentle Sloping, Level
Subdivision Name
Chappaquiddick
Price History
| Date | Event | Price |
|---|---|---|
10/09/2026 Source: | Price Decreased | $10,750,000 -12.24% $2,214/sqft |
08/13/2026 Source: | Listed for Sale | $12,250,000 $2,523/sqft |
Nearby Homes
Find Homes by Property Features in Edgartown, MA
Nearby New Homes For Sale
Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 11:45PM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
Advertising Broker: Derek Greene | The Greene Realty Group









