Single Family Residence at 37 Plain Field Way, Edgartown MA 02539
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$5,795,000

37 Plain Field Way, Edgartown MA 02539
Edgartown, MA 02539
Listed by Wendy Harman
Bedrooms
5
Bathrooms
5
Living area
3,606 sqft
Year built
2021

About this home

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.

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73569858
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
53
On market date
August 29, 2026
Stories
N/A
Total bathrooms
5
Garage spaces
N/A
Parking spaces
4
Lot size
0.96 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Edgartown Elementary
1.05 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
397
Student:teacher ratio
9.0:1
District
Edgartown
Middle
None found nearby
High
Martha's Vineyard Regional High
4.45 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Walkability

Blended score for Edgartown's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

47
Somewhat walkable
out of 100
EPA National Walkability Index
12.2 / 20 -- Above average walkable
Google Places amenity density
27 / 100
Restaurants & cafes0
Grocery stores0
Parks5
Schools1
Transit stops2
Pharmacies0

Market position

How this listing compares to current activity in Edgartown, from live MLS data.

On the market 53 days -- 371 fewer days than Edgartown's current average of 424 days.
For reference, the median list price across 99 active listings in Edgartown right now is $2,700,000.

Mortgage calculator

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Est. monthly payment
$35,048/mo
$1,159,000 down
$4,636,000 loan
Principal & interest$30,069
Property tax (est.)$4,829
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 2, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.