37 Road To the Plains

Edgartown MA 02539

2500 sq. ft.

45302 sq. ft.

Single-Family

Last sold for $3,695,000

Wendy Harman, last sold this property on 20 November 2025 after 104 days on market.

Overview

Exceptional Opportunity to Create Your Signature Vineyard Compound. Behind a charming white picket fence with blooming hydrangeas, this beautifully renovated Edgartown property blends island charm with new construction. Renovated in 2024 by top-tier builders, the nearly new home offers immediate comfort and timeless style, with potential for expansion into a luxury compound. On a private double-sized one-acre lot, it supports up to 7 bedrooms, including a future guest house, carriage house, and space for a pool, hot tub, and outdoor entertaining areas. The main residence features hardwood floors, shiplap, custom built-ins, designer fixtures, and an inviting chef’s kitchen with premium appliances, stone countertops, and custom cabinetry. Seamless indoor-outdoor living includes a covered porch, screened porch, expansive deck, outdoor shower, and mature landscaping. Whether enjoyed as-is or expanded, this coastal chic property combines quality finishes with a prime Edgartown location

Features

4 bedrooms

3 bathrooms

4 carspaces

2500 sq. ft. floor area

45302 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Edgartown over the last 12 months, the estimated median property value of 37 Road To the Plains is $2.59m.

Median value

$2.59m

Estimated value range

$1.26m - $15m

Median days on market

Estimated value trend

-13%

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 37 Road To the Plains

2025

Sold

$3,695,000

20 Nov 2025 by Wendy Harman

2023

Sold

$2,220,608

13 Jan 2023 by Wendy Harman, of Compass

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.