For sale

$12,250,000

139 Chappaquiddick Rd, Edgartown, MA 02539

7beds

4,855sqft

$76,185/mo

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Single Family Residence

Built in 1938

5.03 Acres Lot

$11,002,900 Zestimate^®

$2,523/sqft

$-- HOA

What's special

Extraordinary waterfront compound

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.

51 days
904
61

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

$11,002,900

$10.34M - $11.55M

Not available

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