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. The grounds are equally captivating, made even more exceptional by the inclusion of 75 Landing Place Road, with the availability of an additional conforming lot further elevating this offering — providing the opportunity to create a one-of-a-kind family compound and enduring legacy estate. Cherished by the same family for generations, this extraordinary waterfront compound is a truly special place.
For sale
$12,250,000
139 Chappaquiddick Rd #75, Edgartown, MA 02539
7beds
4,855sqft
Single Family Residence
Built in 1938
5.03 Acres Lot
$6,071,100 Zestimate®
$2,523/sqft
$-- HOA
What's special
- 47 days
- 440
- 16
Zillow last checked:
Listing updated:
Listed by:
Katie Donahue and Rachel Serwa,
Sandpiper Realty
Source: LINK,MLS#: 44777
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 4
- Full bathrooms: 4
- Main level bedrooms: 6
Heating
- GFHA
Appliances
- Included: Stove: Viking, Washer: LG
Features
- A, AC, Ins, Irr, OSh, Floor 1: 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., Floor 2: 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.
- Flooring: Wood, Tile
- Basement: Partial basement under kitchen with built-in storage and work bench.
- Fireplace features: 2 - wood burning
Interior area
- Total structure area: 4,855
- Total interior livable area: 4,855 sqft
Property
Parking
- Parking features: Plenty
Features
- Exterior features: Tennis, PvtBch, PubBch, WViews, Porch, H/Tub, Garden, Deck
- Has view: Yes
- View description: Harbor, Ocean
- Has water view: Yes
- Water view: Harbor,Ocean
- Waterfront features: Bay/Harbor
- Frontage type: Bay/Harbor
Lot
- Size: 5.03 Acres
- Features: Lush and well manicured
Details
- Additional structures: Detached single car garage.
- Zoning: R120
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Partial basement and crawl space.
Condition
- Year built: 1938
- Major remodel year: 1990
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $2,523/sqft
- Tax assessed value: $7,895,941
- Annual tax amount: $19,582
- Date on market: 8/12/2026
- Listing agreement: E
Estimated market value
$6,071,100
$4.01M - $9.41M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2026 | Listed for sale | $12,250,000$2,523/sqft |
Source: LINK #44777 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment





