Active
11 Days on market
37 Plain Field Way Edgartown — Photo 1 of 42

37 Plain Field Way Edgartown — Photo 1 of 42

$5,795,000

37 Plain Field Way, Edgartown, MA 02539

Edgartown, MA 02539 — Katama

Beds

5

Baths

5

SqFt

3,606

Style

Single Family

Built

2021

Sophisticated Katama Retreat with Pool and Custom Finishes - Tucked at the end of a lightly traveled road, this modern farmhouse blends sophisticated design, generous living spaces, and exceptional backyard privacy. Thoughtfully customized by the owners in collaboration with the builder, the home features distinctive design details and elevated finishes throughout. A dramatic wall of glass fills the open-concept great room with natural light and connects seamlessly to the outdoor entertaining areas. Spacious living and dining spaces are anchored by a gas fireplace and custom built-ins. The chef’s kitchen features marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and sliding glass panels opening to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete the main level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom upstairs. Two additional upper-level bedrooms share a well-designed Jack-and-Jill bath. The finished lower level includes a fifth bedroom, full bath, and expansive game/media room with pool and ping-pong tables, providing flexible space for guests and recreation. Outside, the property becomes a private resort-style retreat with a heated 16-by-38-foot gunite saltwater pool and generous sun shelf. An expansive bluestone patio offers multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, broad lawn areas, and an enclosed outdoor shower complete the setting. With a strong rental income history, the property offers compelling potential for personal enjoyment and investment. Offered turnkey with indoor and outdoor furnishings for immediate enjoyment or continued rental use.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1607/sqft
Local Avg (Edgartown)$1276/sqft
26% AboveMarket Average

* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Edgartown, MA.

Property Details

Financials

Original Price$5,795,000
Annual Taxes$8,190

Parking

Garage0
Off-Street4

Interior Specifications

Total Rooms8
Fireplaces1
Flooring--
BasementFull, Finished, Interior Entry

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPrivate
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR20

Property & Lot

Acres0.96
SqFt Lot41,818
Lot FeaturesWooded, Cleared, Level

Neighborhood

Shopping • Tennis Court(s) • Walk/Jog Trails • Golf • Medical Facility • Bike Path

Geography

Population

5,278

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$125K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,606 sq ft principal dwelling). Lot size: 41,818 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Wendy Harman

Listing Office: Compass

MLS® Number: 73569858

Browse More Homes in Edgartown

Explore other active listings in the area.