$3,895,000

44 Plantingfield Way, Edgartown, MA 02539

4 beds |
3 baths |
2,300 sqft

Single-Family Home
Built in 1978
0.53acre lot
1 car garage
$1,693/sqft
Listed 3 months ago

Property Description

Post-and-beam style Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA accessory apartment over a one-car, detached garage on a 1/2 acre lot. The garage structure also boasts a finished first floor studio space. The large, level lot also presents an excellent opportunity for those looking to start new and create a custom island retreat or private oasis complete with a pool. This property can be connected to town sewer and support up to six bedrooms with a grandfathered guest house. Located close to shops, restaurants, beaches, and the harbor, the home provides a perfect blend of convenience and privacy — ideal for year-round living, vacation use, or rental potential in one of Edgartown’s most sought-after areas.

Listing Status:: Pending
Date Added:: December 8, 2025
Data Last Updated:: April 4, 2026 at 9:07PM
Listing Office:: Compass : 617-206-3333
Listing Agent:: David Dickinson : 617-217-1106
MLS ID:: 73460777

General: Internet Available - Broadband
Appliances: Electric Water HeaterRangeDishwasherDisposalMicrowaveRefrigeratorWasherDryer
Basement: BulkheadConcreteUnfinished
Flooring: WoodTileReclaimed Wood
A/C: Heat Pump
Heating: BaseboardHeat PumpOil
Fireplace: FireplaceFireplaces: 1

General: Deck - WoodRain GuttersStorageGuest HouseOutdoor ShowerGuest House
Style: Cape
Parking: DetachedGarage Door OpenerOff StreetStone/GravelParking spaces: 5

Roofing: Shingle
Windows: Insulated Windows
General: FrameConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Dukes

Zoning: R201843434652589

Utilities: for Electric Rangefor Electric Oven200+ Amp ServiceNet Meter
Water: Public
Sewer: Private Sewer

Source: MLS Property Information Network

This listing courtesy of David Dickinson , Compass

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Martha's Vineyard Regional High School

100 Edgartown Vineyard Hvn # R, Oak Bluffs, MA, 02557

Grades 9-12

4.42 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.