18 Windsor Drive

Edgartown MA 02539

1294 sq. ft.

27700 sq. ft.

Single-Family

Last sold for $1,150,000

Stephanie Roache, last sold this property on 08 May 2026 after 48 days on market.

Overview

Welcome to this light-filled Vineyard Cape brimming with potential, offering an open layout and abundant natural light. Vaulted ceilings enhance the spacious living and dining area, creating an airy setting for relaxing or entertaining. The kitchen flows seamlessly to an outdoor deck, ideal for summer gatherings and al fresco dining. Two bedrooms and a full bathroom with laundry complete the first floor. Upstairs, you’ll find a generous primary bedroom with abundant closet space, an additional full bathroom, and a cozy loft-style den overlooking the main living area. Centrally located just moments from the bike path, with easy access to Edgartown, nearby beaches, and all down-Island amenities, this property presents a wonderful opportunity to make it your own. With a 4-bedroom septic in place there is potential room for expansion. The property is being sold “AS IS”.

Features

3 bedrooms

2 bathrooms

3 carspaces

3 open car spaces

1294 sq. ft. floor area

27700 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Edgartown over the last 12 months, the estimated median property value of 18 Windsor Drive is $1.45m.

Median value

$1.45m

Estimated value range

$845k - $5.25m

Median days on market

Estimated value trend

-14%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Edgartown. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 18 Windsor Drive

2026

Sold

$1,150,000

08 May 2026 by Stephanie Roache, of Donnelly + Co.

Happy sellers in Edgartown

We have insufficient information to provide an overview of customer satisfaction for Edgartown. Viewing the agent profiles, reviews and sales for Edgartown can provide insights for this location.