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For sale
  • Price cut: $20K (6/18)
    $559,900

    20 Winding Hills Drive, Florida, NY 10921

    5beds
    2,644sqft
    Loading
    Single Family Residence, Residential
    Built in 1984
    1.4 Acres Lot
    $-- Zestimate®
    $212/sqft
    $-- HOA

    What's special

    Four spacious bedroomsOpen sky aboveKitchen offers generous workspaceBright connected spaceAbundant cabinetry
    From the moment you step inside, there’s an ease to this home that’s hard to explain but easy to feel. Light moves effortlessly through each space, the layout just makes sense, and everything about it invites you to settle in and stay awhile. At just over 2,600 square feet, this home hits that ideal balance… not too big, not too small, but perfectly sized for the way you actually live. The split-level design is where it truly stands out. The main level opens into a bright, connected space where the living room, dining area, and kitchen flow seamlessly together. Sunlight reflects off the hardwood floors, while custom built-ins add warmth, character, and function. The kitchen offers generous workspace, abundant cabinetry, and a natural connection to the dining area, making everyday living and entertaining feel effortless. Upstairs, four spacious bedrooms and two full bathrooms provide comfort and privacy. The lower level adds an entirely different layer of flexibility, featuring an additional bedroom, a half bath, and a versatile space that can easily adapt to your needs… whether that’s a guest suite, home office, gym, or a place to unwind. Step outside and the pace slows down. There’s a quiet here… the sound of birds in the morning, open sky above, and a sense of calm that makes you want to linger a little longer. A portion of the yard is fenced, while the larger space beyond gives you room to relax, create, or simply enjoy having space around you. Positioned between Warwick and Goshen, this location gives you the best of both worlds. You’re surrounded by some of the Hudson Valley’s most sought-after destinations… from wineries, orchards, and farm markets to charming village shops, restaurants, and year-round events. Whether it’s a morning at a local farm stand, an afternoon exploring nearby trails, or an evening out in Warwick’s vibrant downtown, everything is within easy reach. Major commuter routes are close by, and NYC is approximately 55 miles away, making this a perfect balance of accessibility and escape. This is the kind of home that feels balanced in every way… in size, in layout, and in the lifestyle it offers.
    103 days
    |
    565
    |
    20
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    Zillow last checked:

    Listing updated:

    Listed by:

    KW Hudson Valley United 845-610-6065,

    Brian J Caplicki 845-460-0879

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 981369MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Hot Water
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Range, Refrigerator
      Features
      • First Floor Full Bath, Beamed Ceilings, Built-in Features, Ceiling Fan(s), Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Walk-In Closet(s)
      • Flooring: Hardwood, Laminate
      • Basement: Finished,Partial
      • Attic: Scuttle
      Interior area
      • Total structure area: 2,644
      • Total interior livable area: 2,644 sqft

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Lot
      • Size: 1.4 Acres
      Details
      • Parcel number: 3354890080000002085.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame, Vinyl Siding
      Condition
      • Year built: 1984

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected, Phone Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Florida

      Financial & listing details

      • Price per square foot: $212/sqft
      • Tax assessed value: $46,900
      • Annual tax amount: $12,426
      • Date on market: 4/8/2026
      • Cumulative days on market: 104 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/18/2026Price change$559,900-3.4%$212/sqft
        Source: OneKey® MLS as distributed by MLS GRID #981369 Report a problem
        5/4/2026Price change$579,900-3.3%$219/sqft
        Source: OneKey® MLS as distributed by MLS GRID #981369 Report a problem
        4/8/2026Listed for sale$599,900+71.9%$227/sqft
        Source: OneKey® MLS as distributed by MLS GRID #981369 Report a problem
        12/12/2018Listing removed$349,000$132/sqft
        Source: Village Realty of Orange Cnty #4831724 Report a problem
        9/20/2018Price change$349,000-3%$132/sqft
        Source: Village Realty of Orange Cnty #4831724 Report a problem
        8/24/2018Price change$359,900-2.7%$136/sqft
        Source: Village Realty of Orange Cnty #4831724 Report a problem
        8/7/2018Price change$369,900-1.4%$140/sqft
        Source: Village Realty of Orange Cnty #4831724 Report a problem
        7/11/2018Listed for sale$375,000+59.6%$142/sqft
        Source: Village Realty of Orange Cnty #4831724 Report a problem
        6/30/2000Sold$235,000$89/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $46,900
        2024-- $46,900
        2023-- $46,900
        2022-- $46,900
        2021-- $46,900
        2020-- $46,900
        2019-- $46,900
        2018-- $46,900
        2017$10,050 $46,900
        2016-- $46,900
        2015-- $46,900
        2014-- $46,900
        2013-- $46,900
        2012-- $46,900
        2011-- $46,900
        2010-- $46,900
        2009-- $46,900
        2007-- $46,900
        2006-- $46,900
        2005-- $46,900
        2004-- $46,900
        2002-- $46,900
        2001-- $46,900
        2000-- $46,900
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 10921

        Getting around

        0 / 100
        Car-Dependent
        13 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Golden Hill Elementary
        • Middle: S S Seward Institute
        • High: S.S. Seward Institute

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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