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Off market
  • $3,188,100

    20 Winding Way, Water Mill, NY 11976

    4beds
    3,069sqft
    Single Family Residence
    Built in 1985
    0.7 Acres Lot
    $3,188,100 Zestimate®
    $1,039/sqft
    $7,028 Estimated rent

    Home value

    $3,188,100

    $2.87M - $3.57M

    $7,028/mo

    Zestimate® history
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    $21,943/mo

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    What's special

    Separate media loungeTrellised dining areaHot tubDedicated laundry roomSecond-floor primary suiteGenerous in sizeVaulted ceiling

    Overlooking a picturesque vineyard, this contemporary home offers a seamless blend of style, comfort, and outdoor living. A recently added 50-foot heated gunite pool, hot tub, and trellised dining area create an inviting space for relaxation and entertaining. Set back from the road on a beautifully expansive lawn, this four-bedroom home is designed for both openness and privacy. Natural light fills the open living and dining areas, with a vaulted ceiling and fireplace adding warmth to the living room. A separate media lounge at the front of the house provides a cozy retreat for movie nights or quiet moments. The second-floor primary suite is generous in size, offering a private escape, while two first-floor bedrooms share a bath. A fourth bedroom adds extra flexibility for guests or work-from-home needs. A powder room is conveniently located off the dining area, and a dedicated laundry room adds to the home's functionality. With neighborhood home values supporting expansion, there is an excellent opportunity to increase the above-grade square footage. Located on Winding Way, this home enjoys a peaceful setting with no through traffic while being just 3 miles from Flying Point Beach and close to Southampton and Bridgehampton. A rare opportunity to own a modern retreat with breathtaking vineyard views.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Source: Out East,MLS#: 386614

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Cooling
    • Central Air
    Features
    • Basement: Yes
    • Has fireplace: Yes
    Interior area
    • Total structure area: 3,069
    • Total interior livable area: 3,069 sqft

    Property

    Parking
    • Parking features: None
    Features
    • Stories: 2
    • Has private pool: Yes
    • Pool features: Heated
    • Has spa: Yes
    • Spa features: Heated
    Lot
    • Size: 0.70 Acres
    Details
    • Parcel number: 0900113000300008032

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Condition
    • New construction: No
    • Year built: 1985

    Community & neighborhood

    Location
    • Region: Water Mill

    Price history

    DateEventPrice
    12/7/2025Listing removed$3,995,000$1,302/sqft
    Source: Out East #386614 Report a problem
    2/19/2025Listing removed$135,000$44/sqft
    Source: Zillow Rentals Report a problem
    2/19/2025Listed for sale$3,995,000+149.7%$1,302/sqft
    Source: Out East #386614 Report a problem
    12/19/2024Listed for rent$135,000+350%$44/sqft
    Source: Zillow Rentals Report a problem
    5/27/2024Listing removed--
    Source: Zillow Rentals Report a problem
    3/26/2024Listed for rent$30,000-50%$10/sqft
    Source: Zillow Rentals Report a problem
    1/1/2024Listing removed--
    Source: Zillow Rentals Report a problem
    10/27/2023Listed for rent$60,000+100%$20/sqft
    Source: Zillow Rentals Report a problem
    10/16/2023Listing removed--
    Source: Zillow Rentals Report a problem
    6/12/2023Price change$30,000-53.8%$10/sqft
    Source: Zillow Rentals Report a problem
    3/9/2023Listed for rent$65,000-13.3%$21/sqft
    Source: Zillow Rentals Report a problem
    3/9/2023Listing removed--
    Source: Zillow Rentals Report a problem
    1/26/2023Price change$75,000+15.4%$24/sqft
    Source: Zillow Rentals Report a problem
    3/26/2022Price change$65,000-13.3%$21/sqft
    Source: Out East #106415 Report a problem
    1/29/2022Price change$75,000+525%$24/sqft
    Source: Out East #106415 Report a problem
    1/26/2022Price change$12,000-82.9%$4/sqft
    Source: Out East #106415 Report a problem
    10/27/2021Price change$70,000-6.7%$23/sqft
    Source: Out East #106415 Report a problem
    9/30/2021Listed for rent$75,000+15.4%$24/sqft
    Source: Out East #352562 Report a problem
    9/6/2021Listing removed--
    Source: Out East Report a problem
    2/25/2021Price change$65,000+8.3%$21/sqft
    Source: Out East #106415 Report a problem
    1/19/2021Price change$60,000+20%$20/sqft
    Source: Out East #106415 Report a problem
    6/18/2020Listed for rent$50,000+76.5%$16/sqft
    Source: Bridgehampton #106415 Report a problem
    1/15/2020Listing removed$28,333$9/sqft
    Source: Bridgehampton #106415 Report a problem
    9/24/2019Price change$28,333-43.3%$9/sqft
    Source: Bridgehampton #106415 Report a problem
    3/12/2019Listed for rent$50,000$16/sqft
    Source: Sotheby's International Realty Bridgehampton Office #106415 Report a problem
    11/24/2015Sold$1,600,000+281.9%$521/sqft
    Source: Public Record Report a problem
    5/5/1999Sold$419,000$137/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $1,559,000
    2024-- $1,559,000
    2023-- $1,559,000
    2022-- $1,559,000
    2021-- $1,559,000
    2020-- $1,559,000
    2019-- $1,559,000 -3%
    2018-- $1,607,300 +7.6%
    2017$6,713 $1,494,200 +0.9%
    2016-- $1,481,500 +0.8%
    2015-- $1,470,400 +16.3%
    2014-- $1,264,100
    2013-- $1,264,100
    2012-- $1,264,100
    2011-- $1,264,100
    2007$5,547 +34.2%$1,264,100 +71.7%
    2005$4,133 -0.6%$736,111 +6529.2%
    2004$4,159 +4.7%$11,104
    2003$3,973 +3.2%$11,104
    2002$3,849 $11,104

    Find assessor info on the county website

    Neighborhood: 11976

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $3,188,100
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    Estimated market value
    $3,188,100