$12,250,000

139 Chappaquiddick Rd Edgartown, MA 02539

Edgartown Neighborhood

Estimated payment $66,643/month

Total Views 1,607
7 Beds
4 Baths
4,855 Sq Ft
$2,523 Price per Sq Ft

Highlights

  • Ocean View
  • 5.03 Acre Lot
  • Porch
  • Property Fronts a Bay or Harbor
  • Deck
  • Garden

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.

Listing Agent

Katherine Donahue

Sandpiper Realty Listed on: 08/12/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $19,582

Year Built

  • Built in 1938 | Remodeled in 1990

Lot Details

  • 5.03 Acre Lot
  • Property Fronts a Bay or Harbor
  • Garden
  • Property is zoned R120

Interior Spaces

  • 4,855 Sq Ft Home
  • Ocean Views

Bedrooms and Bathrooms

  • 7 Bedrooms
  • 4 Full Bathrooms

Outdoor Features

  • Deck
  • Porch

Utilities

  • Well
  • Septic Tank
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 140, 141
  • $5,095,141 per year additional tax assessments

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,582

Year Built

Built in 1938 | Remodeled in 1990

Lot Details

5.03 Acres

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Frontage: Bay/Harbor
  • Lot Features: Lush and well manicured
  • LotSizeAcres: 5.03
  • View: Hbr, Ocean
  • Co List Office Mls Id: 717
  • Building Area Total: 4855
  • Has Fireplace?: No
  • Effective Year Built: 1990
  • Year Built: 1938
  • reviewed: Yes
  • Special Features: None
  • Year Built: 1938
  • Year Renovated: 1990

Interior Features

  • Appliances: Stove: Viking, Washer: LG
  • Has Basement: Partial basement under kitchen with built-in storage and work bench.
  • Full Bathrooms: 4
  • Total Bedrooms: 7
  • Fireplace Features: 2 - wood burning
  • Flooring: Wood, Tile
  • Interior Amenities: 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.

Exterior Features

  • Pool Private: No
  • Exterior Features: Tennis, PvtBch, PubBch, WViews, Porch, H/Tub, Garden, Deck
  • Foundation Details: Partial basement and crawl space.
  • Other Structures: Detached single car garage.

Garage/Parking

  • Parking Features: Plenty

Utilities

  • Heating: GFHA
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well

Lot Info

  • Lot Size Sq Ft: 219106
  • Zoning: R120

Multi Family

  • Number Of Units Furnished: Unfurnished

Tax Info

  • Tax Annual Amount: 19582
  • Tax Lot: 140, 141
  • Tax Map Number: 30
  • Tax Other Annual Assessment Amount: 5095141
  • Tax Year: 2026

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $20,803 $7,850,300 $5,105,700 $2,744,600
2024 $18,751 $7,353,400 $4,749,400 $2,604,000
2023 $17,121 $6,794,100 $4,274,500 $2,519,600
2022 $19,778 $6,527,427 $4,881,427 $1,646,000
2021 $21,963 $6,696,127 $4,881,427 $1,814,700
2020 $22,432 $6,696,127 $4,881,427 $1,814,700
2019 $25,232 $6,520,000 $4,881,400 $1,638,600
2018 $25,299 $6,537,100 $4,881,400 $1,655,700
2017 $24,561 $6,918,600 $5,423,800 $1,494,800
2016 $23,474 $6,484,600 $4,989,900 $1,494,700
2015 $22,294 $6,424,800 $4,989,900 $1,434,900
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/12/2026 08/12/26 For Sale $12,250,000 -- $2,523 / Sq Ft
Source: LINK (Vineyard)

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Land Court Massachusetts -- --
Land Court Massachusetts -- --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $71,500 No Value Available
Source: Public Records

Source: LINK (Vineyard)

MLS Number: 44777

APN: EDGA-000030-000140

Massachusetts Dukes County Edgartown 02539 Edgartown

139 Chappaquiddick Rd, Edgartown, MA

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Katherine Donahue
Listing Agent
Katherine Donahue
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Sandpiper Realty
(508) 748-5162
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