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For sale
  • $5,795,000

    37 Plain Field Way, Edgartown, MA 02539

    5beds
    3,606sqft
    : 
    $33,312/mo
    Get pre-qualified
    Single Family Residence
    Built in 2021
    0.96 Acres Lot
    $5,355,700 Zestimate®
    $1,607/sqft
    $-- HOA

    What's special

    Gas fireplaceSeparate wood-burning fire pitBroad lawn areasLaundry areaEntirely private resort-style retreatComplete backyard privacyGenerous living spaces
    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.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Wendy Harman,

    Compass | Point B

    Source: LINK,MLS#: 44835

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 4
      • 1/2 bathrooms: 2
      • Main level bedrooms: 1
      Heating
      • GFHA
      Appliances
      • Included: Stove: Wolf® Gas Range, Washer: Yes
      Features
      • A, AC, Ins, Irr, OSh, Floor 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.
      • Flooring: Hardwood + Tile
      • Basement: The Lower Level offers a TV/Game Room with sofa seating, large screen TV, ping pong and pool table, plus game table, and 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
      • Furnished: Yes
      Interior area
      • Total structure area: 3,606
      • Total interior livable area: 3,606 sqft

      Property

      Parking
      • Parking features: Ample On-Site Parking
      Features
      • Exterior features: Deck, P/Pool, PubBch
      • Has view: Yes
      • View description: None, Res
      • Frontage type: None
      Lot
      • Size: 0.96 Acres
      • Features: Professionally Landscaped Yard
      Details
      • Parcel number: EDGAM0028B0032L21
      • Zoning: R20

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Poured Concrete
      Condition
      • Year built: 2021

      Utilities & green energy

      • Sewer: Town
      • Water: Well
      • Utilities for property: Cbl

      Community & HOA

      Location
      • Region: Edgartown

      Financial & listing details

      • Price per square foot: $1,607/sqft
      • Tax assessed value: $3,302,600
      • Annual tax amount: $8,190
      • Date on market: 8/17/2026
      • Listing agreement: E

        Estimated market value

        $5,355,700

        $5.09M - $5.62M

        $7,753/mo

        Price history

        DateEventPrice
        8/17/2026Listed for sale$5,795,000+92.7%$1,607/sqft
        Source: LINK #44835 Report a problem
        9/8/2021Sold$3,007,000+10.3%$834/sqft
        Source: LINK #37359 Report a problem
        3/4/2021Listing removed$2,725,000$756/sqft
        Source: Martha's Vineyard MLS #32000536 Report a problem
        2/2/2021Pending sale$2,725,000+197.8%$756/sqft
        Source: Vineyard Village Realty #32000536 Report a problem
        10/28/2020Sold$915,000-66.4%$254/sqft
        Source: LINK #37162 Report a problem
        9/29/2020Price change$2,725,000+147.7%$756/sqft
        Source: Vineyard Village Realty #32000536 Report a problem
        8/28/2020Listed for sale$1,100,000$305/sqft
        Source: Wallace & Co. Sotheby's #37162 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,971 +18.4%$3,385,200 +14%
        2024$7,575 +4.6%$2,970,500 +3.3%
        2023$7,243 +290.7%$2,874,300 +369.7%
        2022$1,854 -28.1%$611,900 -22.1%
        2021$2,578 +4.9%$785,900 +7.1%
        2020$2,458 -9.3%$733,600 +4.7%
        2019$2,711 +20.2%$700,500 +20.2%
        2018$2,255 -5.8%$582,800 -13.6%
        2017$2,394 +8.6%$674,500 +10.8%
        2016$2,205 +6.4%$609,000 +2%
        2015$2,072 -13.5%$597,000 -7.7%
        2014$2,394 +1.4%$647,000 -2.7%
        2013$2,360 +3.5%$664,800
        2012$2,280 +5.8%$664,800 +4.9%
        2011$2,154 +2.1%$633,500 -7.2%
        2010$2,110 +0%$682,900 -5.8%
        2009$2,109 -2.2%$724,700 -8.2%
        2008$2,156 -4.3%$789,700 -0.1%
        2007$2,252 0%$790,100 +6.2%
        2006$2,253 +23.4%$743,700 +24.2%
        2005$1,826 +36.1%$598,600 +56.5%
        2004$1,342 +53.5%$382,400 +61.1%
        2003$874 +8.8%$237,400 +52%
        2001$803 +8.2%$156,200 +31.4%
        2000$742 $118,900
        Find assessor info on the county website

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        Climate risks

        Neighborhood: 02539

        Getting around

        6 / 100
        Car-Dependent
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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