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37 Plain Field Way

$5,795,000

Katama, Edgartown, MA 02539

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Single Family Residence in Katama, Edgartown

5 bedrooms

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5 bathrooms

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3606 SqFt

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0.96 acres

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MLS #44835

COMING SOON: SOPHISTICATED KATAMA RETREAT WITH POOL AND CUSTOM FINISHES. Tucked at the end of a lightly traveled road, this modern farmhouse offers an exceptional combination of sophisticated design, generous living spaces, and complete backyard privacy. Working closely with the builder, the owner thoughtfully incorporated custom design elements and elevated finishes throughout the home, creating a residence that feels both distinctive and effortlessly livable. A dramatic wall of glass fills the open-concept great room with natural light and creates a seamless connection to the outdoor entertaining spaces. Designed for everyday comfort as well as memorable gatherings, the main level features spacious living and dining areas anchored by a gas fireplace and custom built-ins. The chef’s kitchen is equally impressive, with marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and a wall of sliding glass panels that opens to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete this level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom on the upper level. Two additional upstairs bedrooms share a thoughtfully designed Jack-and-Jill bath, while the finished lower level provides a fifth bedroom, full bath, and expansive game and media room with pool and ping-pong tables—creating flexible space for guests, recreation, or extended stays. Outside, the property transforms into an entirely private, resort-style retreat. A heated 16-by-38-foot gunite saltwater pool with a generous sun shelf is surrounded by an expansive bluestone patio, multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, an enclosed outdoor shower, and broad lawn areas complete the setting. In addition to its appeal as a refined island residence, the property has a strong rental income history, offering an attractive opportunity for buyers seeking both personal enjoyment and investment potential. The home is being offered turnkey with indoor and outdoor furnishings, allowing the next owner to begin enjoying the property—or continue its successful rental use—with ease. ***NOTE: Showings to commence on Sunday, August 23rd.

Property highlights

Furnished

Deck

Private Pool

Public Beach

Town Sewer

Cable

Well Water

Property Details

Association Fee:
Association Fee Includes:
Basement:
The Lower Level offers a TV/Game Room with sofa seatinglarge screen TVping pong and pool tableplus game tableand a custom-built children's Play Area with double dutch doors located under the stairs. The fifth Bedroom is located on the Lower Level with a full shared bath.
Fireplace Features:
Gas Fireplace In Living Room
Flooring:
Hardwood + Tile
Foundation Types:
Poured Concrete
Frontage Type:
None
Heating:
GFHA
Interior Features:
A,AC,Ins,Irr,OShFloor 1: The first-floor has an open design Great Room with Living, Dining, and Kitchen Areas. A wall of glass windows and sliding doors frames one side of the light-filled room. The Living Area anchors one end of the room with sofa seating, gas fireplace with built-ins, and 70" large screen TV, while the Gourmet Kitchen anchors the other end. Just off the Kitchen is the Dining Area, which is framed by two walls of custom built-in cabinets. The Chef's Kitchen has a large center prep island/breakfast bar, commercial stainless and cabinet-fronted appliances, quartz counters, beverage refrigerator, plus a sliding wall of glass panels that open as a pass-thru to the outside deck and pool area with bar and four seats. There is also a first-floor Primary Bedroom with deluxe Primary Bath, and small office, plus one of two Laundry Areas, and a Powder Room.Floor 2: The second floor features three bedrooms, including a second Primary Bedroom with en suite bath and desk/work area, plus a shared Jack and Jill Bathroom for the other two bedrooms.
Link MLS Comments:
From Clevelandtown Road turn onto Road To The Plains. Take the first right onto Plain Field Way. The property is located at the end of the road. NOTE: This property offers expansion potential up to seven bedrooms.
Lot Features:
Professionally Landscaped Yard
Parking Features:
Ample On-Site Parking
Possible Use:
Assessed Building Value:
2604800.00
Assessed Land Value:
697800.00

Price History

August 17, 2026
$5,795,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $3,302,600. The annual tax responsibility for this property is $8,190.

Contact an Agent
Phone number
(508) 696-7777

Property Location

©2022 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Compass | Point B.