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.
For sale
$12,250,000
139 Chappaquiddick Rd, Edgartown, MA 02539
7beds
4,855sqft
Single Family Residence
Built in 1938
5.03 Acres Lot
$8,767,800 Zestimate®
$2,523/sqft
$-- HOA
What's special
Ever-changing scenery
- 2 days |
- 321 |
- 11 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Katie Donahue & Rachel Serwa Group 413-559-0053,
Sandpiper Realty, Inc. 508-627-3737,
Katie Donahue & Rachel Serwa Group 413-559-0053
Source: MLS PIN,MLS#: 73563263
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Forced Air
Cooling
- Central Air
Features
- Basement: Partial,Crawl Space,Interior Entry
- Number of fireplaces: 2
Interior area
- Total structure area: 4,855
- Total interior livable area: 4,855 sqft
- Finished area above ground: 4,855
Property
Parking
- Total spaces: 7
- Parking features: Detached
- Garage spaces: 1
- Uncovered spaces: 6
Features
- Has view: Yes
- View description: Scenic View(s), Water, Harbor, Ocean
- Has water view: Yes
- Water view: Harbor,Ocean,Water
- Waterfront features: Waterfront, Ocean, Harbor, Dock/Mooring, Private, Harbor, Ocean, Direct Access, 0 to 1/10 Mile To Beach, Beach Ownership(Private, Public)
Lot
- Size: 5.03 Acres
- Features: Cleared, Gentle Sloping, Level
Details
- Parcel number: 3770247
- Zoning: R120
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other (See Remarks)
- Property subtype: Single Family Residence
Materials
- Foundation: Other
Condition
- Year built: 1938
Utilities & green energy
- Sewer: Private Sewer
- Water: Private
Community & HOA
HOA
- Has HOA: No
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: 8/13/2026
Estimated market value
$8,767,800
$6.93M - $10.96M
$7,654/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/13/2026 | Listed for sale | $12,250,000$2,523/sqft |
Source: MLS PIN #73563263 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,803 +10.9% | $7,850,300 +6.8% |
| 2024 | $18,751 +9.5% | $7,353,400 +8.2% |
| 2023 | $17,121 -13.4% | $6,794,100 +4.1% |
| 2022 | $19,778 -9.9% | $6,527,427 -2.5% |
| 2021 | $21,963 -2.1% | $6,696,127 |
| 2020 | $22,432 -11.1% | $6,696,127 +2.7% |
| 2019 | $25,232 -0.3% | $6,520,000 -0.3% |
| 2018 | $25,299 +3% | $6,537,100 -5.5% |
| 2017 | $24,561 +4.6% | $6,918,600 +6.7% |
| 2016 | $23,474 +5.3% | $6,484,600 +0.9% |
| 2015 | $22,294 -1.3% | $6,424,800 +5.2% |
| 2014 | $22,589 +5.6% | $6,105,200 +1.4% |
| 2013 | $21,383 +3.5% | $6,023,300 +0% |
| 2012 | $20,659 +14.8% | $6,023,000 +13.8% |
| 2011 | $17,990 +10% | $5,291,100 |
| 2010 | $16,349 +6.2% | $5,291,100 |
| 2009 | $15,397 +5.2% | $5,291,100 -1.3% |
| 2008 | $14,632 +0.8% | $5,359,700 +5.2% |
| 2007 | $14,520 -5.9% | $5,094,600 |
| 2006 | $15,437 -16.9% | $5,094,600 -16.3% |
| 2005 | $18,567 -8.6% | $6,087,400 +5.1% |
| 2004 | $20,322 +12.5% | $5,789,800 +18% |
| 2003 | $18,063 +9.3% | $4,908,400 +52.6% |
| 2001 | $16,531 +56.9% | $3,216,200 +90.5% |
| 2000 | $10,536 | $1,688,400 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02539
Nearby schools
GreatSchools rating
- 7/10Edgartown Elementary SchoolGrades: PK-8Distance: 1.9 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 6.1 mi
- $12,250,0007 bd4 ba4.8k sqft139 Chappaquiddick Rd #75, Edgartown, MA 02539For Sale
- $1,467,000-- bd-- ba-- sqft75 Landing Place Rd, Edgartown, MA 02539Off Market
- $6,690,100-- bd-- ba-- sqft135 Chappaquiddick Rd, Edgartown, MA 02539Off Market
- $5,438,2005.85 acres77 N Neck Rd, Edgartown, MA 02539Off Market
- $6,189,500-- bd-- ba-- sqft127 Chappaquiddick Rd, Edgartown, MA 02539Off Market
- $1,111,200-- bd-- ba-- sqft145 Chappaquiddick Rd, Edgartown, MA 02539Off Market
- $4,720,00050.89 acres0 Chappaquiddick Rd, Edgartown, MA 02539Sold
- $660,7001 bd1 ba468 sqft138 Chappaquiddick Rd, Edgartown, MA 02539Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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