$5,795,000
37 Plain Field Way
Edgartown, MA, 02539
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.
Property Details
Price:
$5,795,000
MLS #:
73569858
Status:
Pending
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
katama
Listed Date:
Aug 29, 2026
Finished Sq Ft:
3,606
Total Sq Ft:
3,606
Lot Size:
41,818 sqft / 0.96 acres (approx)
Year Built:
2021
Schools
Interior
Above Grade Finished Area
3606
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
1
Heating
Forced Air, Natural Gas
Exterior
Architectural Style
Contemporary
Community Features
Shopping, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Marina
Exterior Features
Porch, Deck, Patio, Pool – Inground Heated, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Outdoor Shower
Fencing
Fenced
Lot Features
Wooded, Cleared, Level
Open Parking Spaces
4
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch, Deck, Patio
Waterfront Features
Ocean, 1 to 2 Mile To Beach, Beach Ownership(Public)
Financial
Tax Year
2026
Taxes
$8,190
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Edgartown as of Oct 08, 2026
49
Single Family Listed
155
Avg DOM
1,514
Avg $ / SqFt
$5,164,653
Avg List Price
Community
- Address37 Plain Field Way Edgartown MA
- CityEdgartown
- CountyDukes
- Zip Code02539
Subdivisions in Edgartown
Similar Listings Nearby
Property Summary
- 37 Plain Field Way Edgartown MA is a Single Family for sale in Edgartown, MA, 02539. It is listed for $5,795,000 and features 5 beds, 5 baths, and has approximately 3,606 square feet of living space, and was originally constructed in 2021. The current price per square foot is $1,607. The average price per square foot for Single Family listings in Edgartown is $1,514. The average listing price for Single Family in Edgartown is $5,164,653. To schedule a showing of MLS#73569858 at 37 Plain Field Way in Edgartown, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
37 Plain Field Way
Edgartown, MA












































