139 Chappaquiddick Road, Edgartown, MA 02539

Edgartown
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
139 Chappaquiddick Road,Edgartown, MA 02539
$12,250,000
  • 7 Beds
  • 4 Baths
  • 4,855 sq. ft.
  • Single family
  • Active
Listed by: katie donahue & rachel serwa group, katie donahue & rachel serwa group
Office: sandpiper realty, inc.
MLS#:73563263
Source:MLSPIN

Price summary

  • Price:$12,250,000
  • Price per sq. ft.:$2,523.17

About this home

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...

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Home facts

  • Year built:1938
  • Listing ID #:73563263
  • Updated:October 08, 2026 at 08:57 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:4
  • Full bathrooms:4
  • Rooms Total:17
  • Basement Description:Crawl Space, Interior Entry, Partial
  • Living area:4,855 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air
  • Central air:Yes

Structure and exterior

  • Year built:1938
  • Building area:4,855 sq. ft.
  • Lot area:5.03 Acres
  • Lot Features:Cleared, Gentle Sloping, Level

Utilities

  • Water:Private
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$12,250,000
  • Price per sq. ft.:$2,523.17
  • Tax amount:$19,582 (2026)

Parking

  • Total parking spaces:7
  • Parking description:Detached
  • Garage:Yes
  • Garage spaces:1
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.

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