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Stacey McDowell
REALTOR®
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37 Plain Field Way, Edgartown, MA 02539

$5,795,000
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Active
BEDS5 BATHS4 full 2 partial SQUARE FEET3,606 MLS#73569858
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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 chefs 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.

37 Plain Field Way | MLS# 73569858

This single family home located at 37 Plain Field Way, Edgartown, MA 02539 is currently listed for sale with an asking price of $5,795,000. This property was built in 2021 and has 5 bedrooms and 4 full and 2 partial baths with 3606 sq. ft. Search Edgartown real estate on staceymcdowell.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Finished, Interior Entry
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Heating: Forced Air, Natural Gas
Home Style: Contemporary
Lot Size: 0.96 Acres
Taxes: $8,190
Year Built: 2021

Amenities

Porch
Deck
Patio
Pool - Inground Heated
Rain Gutters
Professional Landscaping
Sprinkler System
Decorative Lighting
Fenced Yard
Outdoor Shower

Feature Descriptions

Building Area Total: 3606
Community Features: Shopping, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Marina
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 15
Fencing: Fenced
Fireplace Y/N: Yes
HeatingY/N: 1
HOA Y/N: Yes
Lot Features: Wooded, Cleared, Level
Master Bathroom: Yes
Parcel Number: M:0028 B:0032 L:0021,3769697
Parking Total: 4
Patio And Porch: Porch, Deck, Patio
Pool Features: Pool - Inground Heated
Rooms Total: 8
Sewer: Public Sewer
Swimming Pool: Yes
Water: Private
Waterfront Features: Ocean,1 to 2 Mile To Beach, Beach Ownership(Public)
Wooded: Yes

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Wendy Harman
Agency Phone: 508-206-8726

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Estimated Payment

$ 15,269.87 per month $12,897.16 Principal & Interest $682.50 Property Tax $1,690.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/13/2026. The listing information on this page last changed on 09/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 09/13/2026 12:09:53 AM EST) or MLSPIN MLS (last updated Sat 09/12/2026 11:38:36 PM EST) or Prime MLS (last updated Sat 09/12/2026 11:33:34 PM EST) or MREIS (last updated Sun 09/13/2026 12:05:16 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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