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  • $597,000

    1 W Winding Road, Poughkeepsie, NY 12601

    4beds
    2,326sqft
    Single Family Residence
    Built in 1925
    0.36 Acres Lot
    $593,400 Zestimate®
    $257/sqft
    $-- HOA

    What's special

    First-floor ensuite bedroom optionGenerous center islandSub-zero refrigeratorSunny cornerQuiet cul-de-sacRestoration hardware lightingLarge windows
    This beautifully restored 1925 English Tudor perched on a sunny corner in Poughkeepsie's historic Southside is just moments from the walking trails of Springside National Historic Site, which the property abuts. Solidly built and thoughtfully updated, the home blends the craftsmanship of its era with the comfort of modern living. The home is drenched in warm, natural light with large windows illuminating the gleaming hardwood floors. There is a sensible natural flow to the living space - the fireplace-anchored living room opens to a dazzling chef's kitchen with marble countertops, generous center island, Sub-Zero refrigerator, Wolf range, and Restoration Hardware lighting. Just beyond, a bright windowed sunroom offers a welcoming spot for reading, working, or morning coffee. French doors off the kitchen open to a private patio with an outdoor fireplace, perfect for entertaining. The home offers four bedrooms, including a convenient first-floor ensuite bedroom option. Upstairs the primary bedroom centers on a classic brick fireplace and is the perfect place to relax. Two additional rooms provide guest quarters or elegant work from home space. The beautifully finished marble spa bath is a soothing place to unwind. Walk-out basement adds valuable extra space, with laundry, full bath, and plenty of room for hobbies, and storage. The one car garage is conveniently located on this level as well. Set on a quiet cul-de-sac in one of the city's most coveted neighborhoods, the location offers easy access to Vassar and Marist Colleges, hospitals, Metro-North, Amtrak, and the dining and cultural life of downtown Poughkeepsie. A home that feels both rooted and refined--classic architecture, generous living spaces, and the ease of city living close at hand.
    2 days
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    3,367
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    266
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    Zillow last checked: 7 hours ago

    Listing updated: March 25, 2026 at 03:18am

    Listing by:

    BHHS Nutshell Realty 845-687-2200,

    Emily Daniels 917-741-7774,

    Laurel Sweeney 845-325-4431,

    BHHS Nutshell Realty

    Source: HVCRMLS,MLS#: 20261128MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Whole House Fan
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Refrigerator, Range Hood, Gas Range, Dryer, Dishwasher
      • Laundry: Lower Level
      Features
      • Bookcases, Kitchen Island, Primary Downstairs, Walk-In Closet(s)
      • Flooring: Hardwood, Tile
      • Basement: Exterior Entry,Interior Entry,Partially Finished,Storage Space,Walk-Out Access
      • Number of fireplaces: 2
      • Fireplace features: Living Room, Primary Bedroom, Wood Burning
      Interior area
      • Total structure area: 2,326
      • Total interior livable area: 2,326 sqft
      • Finished area above ground: 2,326
      • Finished area below ground: 425

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage Faces Rear, Driveway
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Stories: 2
      • Patio & porch: Patio, Rear Porch
      • Exterior features: Rain Gutters
      Lot
      • Size: 0.36 Acres
      • Features: City Lot, Corner Lot, Cul-De-Sac
      Details
      • Parcel number: 1313006161461665490000
      • Zoning: R4

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Tudor
      • Property subtype: Single Family Residence
      Materials
      • Stone, Stucco, Wood Siding
      • Foundation: Stone
      • Roof: Asphalt,Shingle
      Condition
      • New construction: No
      • Year built: 1925

      Utilities & green energy

      • Electric: 100 Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Location
      • Region: Poughkeepsie

      Financial & listing details

      • Price per square foot: $257/sqft
      • Tax assessed value: $545,300
      • Annual tax amount: $12,697
      • Date on market: 3/25/2026
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $593,400

        $564,000 - $623,000

        $4,004/mo

        Price history

        Price history
        DateEventPrice
        3/25/2026Listed for sale$597,000+15.9%$257/sqft
        Source: HVCRMLS #20261128 Report a problem
        5/22/2018Sold$515,000-6.3%$221/sqft
        Source: OneKey® MLS as distributed by MLS GRID #M366530 Report a problem
        3/6/2018Price change$549,900-7.6%$236/sqft
        Source: CENTURY 21 Alliance Realty Group #366530 Report a problem
        12/5/2017Price change$594,900-4.8%$256/sqft
        Source: CENTURY 21 Alliance Realty Group #366530 Report a problem
        10/28/2017Listed for sale$624,999+346.4%$269/sqft
        Source: C21 ALLIANCE REALTY GROUP WF #366530 Report a problem
        1/11/2017Sold$140,000$60/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024-- $484,900 +24.5%
        2023-- $389,500 +10%
        2022-- $354,100 +10%
        2021-- $321,900 +7%
        2020-- $300,800 +4%
        2019-- $289,200 +2%
        2018-- $283,500 +1%
        2017$7,804 $280,700 +2%
        2016-- $275,200 -2%
        2015-- $280,800
        2014-- $280,800
        2012-- $280,800 -7%
        2011-- $301,900 -10%
        2010-- $335,400 -9%
        2009-- $368,600 -4%
        2008-- $384,000

        Find assessor info on the county website

        BuyAbility℠ payment

        Estimated monthly payment
        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.
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        Climate risks

        Neighborhood: 12601

        Getting around

        37 / 100
        Car-Dependent
        28 / 100
        Some Transit
        37 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        Local experts in 12601

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