7 beds4,855 sqft$2,523/sqft
139 Chappaquiddick Rd, Edgartown, MA 02539
Est: $63,897/moGet pre-approved

Description

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...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 manicured grounds are equally captivating, highlighted by a beloved clay tennis court framed by water views. Cherished by the same family for generations, this extraordinary waterfront compound is a truly special place.
LISTING UPDATED: 08/12/2026 02:37 PM

  1. Listed by Katie Donahue • Sandpiper Realty

Property Details for 139 Chappaquiddick Road

Status
MLS #
44777
Days on Market
Listed Today
Taxes
$19,582 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
1 Family / Single Family Residence
Year Built
1938
Lot Size
5.03 AC / 219,106 SF
Zoning
R120
View
Hbr, Ocean

Location

Listing Courtesy of Sandpiper Realty, Katie Donahue
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Building Information for 139 Chappaquiddick Road

Stories-Year Built1938Building Size-Lot Size5.03 AC / 219,106 SF

Payment Calculator

$63,897 per month

30 year fixed, 6.55% Interest

Principal and Interest

$62,265

Property Taxes

$1,632

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 139 Chappaquiddick Road

Summary
Location and General Information
  • Latitude: 41.3839197
  • Longitude: -70.4862656
  • Listing ods: Tennis, PvtBch, PubBch, WViews, Porch, H/Tub, Garden, Deck
  • Listing other Building: Grg
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $2,800,800.00
  • Tax Lot: 140, 141
  • Tax Map Number: 30
  • Tax Other Annual Assessment Amount: $5,095,141.00
  • Tax Year: 2026
Parking
  • Parking Features: Plenty
Property
Lot Information
  • Lot Features: Lush and well manicured
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 43
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 1990
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: Tennis, PvtBch, PubBch, WViews, Porch, H/Tub, Garden, Deck
Interior Features
  • Main Level Bedrooms: 6
  • Other Structures: Detached single car garage.
  • Rooms Total: 17
  • Appliances: Stove: Viking, Washer: LG
  • Fireplace Features: 2 - wood burning
  • Fireplace: No
  • Flooring: Wood, Tile
  • Foundation Details: Partial basement and crawl space.
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior 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.

Property History for 139 Chappaquiddick Road

DateEvent & SourcePriceAppreciation
Aug 12, 2026

Listed (Active)

LINK #44777

$12,250,000
Jun 8, 2006

Sold (Public Record)

Public Record #326397074

$1
Jun 8, 2006

Sold (Public Record)

Public Record #326397073

$1
DateEvent & SourcePrice
08/12/2026

Listed (Active)

LINK #44777

$12,250,000
06/08/2006

Sold (Public Record)

Public Record #326397074

$1
06/08/2006

Sold (Public Record)

Public Record #326397073

$1

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 139 Chappaquiddick Road

Taxable ValueLand$5,105,700Additions$2,744,600Total$7,850,300
Tax Record2025$20,803 ($1,734 / month)
Home Facts
Beds5Baths3Total Finished SqFt4,855 SqFtAbove Grade Finished SqFt4,855 SqFtStories2Lot Size296,208 SqFtStyleSingle Family ResidenceYear Built1938CountyDUKESAPNEDGA M:0030 B:0140 L:

Schools near 139 Chappaquiddick Road

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

139 Chappaquiddick Road is a single family home for sale in Edgartown, MA 02539. This listing's school districts are Edgartown School District, Marthas Vineyard School District. Nearby schools include Edgartown Elementary School and Martha's Vineyard Regional High School. 139 Chappaquiddick Road is a 7-bed, 4-bath, 4,855 sqft single family home built in 1938.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Sandpiper Realty, Katie Donahue

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.