Skip to content
Bean Group
← Back to search
Browse photos

Active

139 Chappaquiddick Road

Edgartown, MA 02539

Offered at$12,250,000

Residential · Active · MLS #73563263
Listing Courtesy of Sandpiper Realty, Inc. | Katie Donahue & Rachel Serwa Group

7Bedrooms
4Bathrooms
4,855Square feet
1938Year built

Bean Group guidance

Useful next steps

Request property information

Select a document or report and Bean Group will help track it down.

Availability varies by property and source. Documents are requested from the appropriate source and may not be immediately available.

Considering this property?

Decide whether it deserves a closer look.

A local Bean Group agent can help you compare nearby inventory, understand the listing details, and identify the questions worth answering before you visit.

Compare nearby homes

MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
17
Heating
Forced Air
Cooling
Central Air
Fireplaces
2

Building

Style
Single Family Residence
Year built
1938
Garage
1
Parking
7
Foundation
Other

Land & utilities

Lot size
5.03 acres
Water
Private
Sewer
Private Sewer
Waterfront
Y
Zoning
R120

Financial

Annual taxes
$19,582
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$6,364,524

Estimated range $4,488,717$8,240,331

Request a professional valuation →

Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Edgartown

MetricThis propertyEdgartown
List price$12,250,000$2,895,000323% above local
Price / sq ft$2,523$1,57161% above local
Days on market216668% below local
Explore homes in Edgartown

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

Keep exploring

Similar homes nearby

Common questions

About 139 Chappaquiddick Road

Can I schedule a private showing?

Yes. Request a tour of 139 Chappaquiddick Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.