Skip main navigation
For sale
  • $389,900

    20 Hilltop Drive, New Windsor, NY 12553

    2beds
    1,152sqft
    Loading
    Single Family Residence, Residential
    Built in 1952
    9,150 Square Feet Lot
    $-- Zestimate®
    $338/sqft
    $-- HOA

    What's special

    Welcome to 20 Hilltop Dr in New Windsor—an excellent opportunity for both investors and owner-occupants alike. Conveniently located with easy access to Interstate 84, the New York State Thruway, and Route 9W, this property offers an ideal location for commuters traveling throughout the Hudson Valley and beyond. Inside, you’ll find hardwood floors throughout much of the home, along with two full bathrooms and a functional layout designed for comfortable living. The walkout basement provides direct access to a level backyard, offering additional potential and flexibility. Outside, enjoy a rear deck perfect for entertaining, a spacious yard, and a storage shed for extra storage. Currently occupied by a month-to-month tenant that can be vacated with 60 days notice, this property presents an attractive opportunity for investors seeking immediate rental income while also offering flexibility for future owner-occupancy. Buyers are encouraged to look beyond the current occupancy and focus on the home’s overall layout, features, and potential. The property is actively lived in by a family with young children, and while every effort is made to accommodate showings, the home may not always present as a staged or vacant property. This is a wonderful opportunity to envision the long-term value and possibilities this home has to offer. Whether you’re looking to expand your investment portfolio or purchase a home in a highly convenient location, 20 Hilltop Dr is a property you won’t want to miss.
    74 days
    |
    371
    |
    14
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    eXp Realty 888-276-0630,

    Martin Krakower 845-475-7489

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 979998MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Forced Air, Oil
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Other, Oven, Range, Refrigerator
      • Laundry: Washer/Dryer Hookup, In Basement
      Features
      • First Floor Bedroom, Eat-in Kitchen, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters
      • Basement: Walk-Out Access
      • Attic: Walkup
      • Has fireplace: No
      Interior area
      • Total structure area: 1,152
      • Total interior livable area: 1,152 sqft

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Lot
      • Size: 9,150 Square Feet
      Details
      • Additional structures: Shed(s)
      • Parcel number: 3348000160000004019.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1952

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: New Windsor

      Financial & listing details

      • Price per square foot: $338/sqft
      • Tax assessed value: $22,100
      • Annual tax amount: $4,880
      • Date on market: 6/12/2026
      • 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
        6/12/2026Listed for sale$389,900+56%$338/sqft
        Source: OneKey® MLS as distributed by MLS GRID #979998 Report a problem
        2/13/2025Listing removed$2,250$2/sqft
        Source: Zillow Rentals Report a problem
        2/4/2025Listed for rent$2,250$2/sqft
        Source: Zillow Rentals Report a problem
        11/15/2021Sold$250,000$217/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6125783 Report a problem
        8/19/2021Pending sale$250,000$217/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6125783 Report a problem
        7/27/2021Price change$250,000-5.7%$217/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6125783 Report a problem
        6/22/2021Price change$265,000-5.4%$230/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6125783 Report a problem
        6/13/2021Listed for sale$279,999+127.6%$243/sqft
        Source: Owner Report a problem
        1/17/2013Sold$123,000-8.5%$107/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H531782 Report a problem
        9/20/2012Price change$134,431-3.2%$117/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        9/5/2012Price change$138,831-0.8%$121/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        8/12/2012Price change$139,931-5.3%$121/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        8/7/2012Price change$147,741-1.5%$128/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        7/7/2012Price change$149,941-2.2%$130/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        6/27/2012Price change$153,351+2.3%$133/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        6/22/2012Price change$149,941-2.9%$130/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        4/1/2012Price change$154,451-2.1%$134/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        3/9/2012Price change$157,751-1.4%$137/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        2/14/2012Price change$159,951-2.1%$139/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        1/15/2012Price change$163,361-3.9%$142/sqft
        Source: Your Move Matters, LLC #531782 Report a problem
        11/10/2011Listed for sale$169,961$148/sqft
        Source: Your Move Matters LLC #518115 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $22,100
        2024-- $22,100
        2023-- $22,100
        2022-- $22,100
        2021-- $22,100
        2020-- $22,100
        2019-- $22,100
        2018-- $22,100
        2017$4,194 $22,100
        2016-- $22,100
        2015-- $22,100
        2014-- $22,100 +22.1%
        2013-- $18,100
        2012-- $18,100
        2011-- $18,100
        2010-- $18,100
        2009-- $18,100
        2007-- $18,100
        2006-- $18,100
        2005-- $18,100
        2004-- $18,100
        2002-- $18,100
        2001-- $18,100
        2000-- $18,100
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12553

        Getting around

        32 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Newburgh
        • Middle: Newburgh
        • High: Newburgh Free Academy

        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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes