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For sale
  • Price cut: $14K (6/4)
    $785,000

    4 Debbie Court, Chester, NY 10918

    5beds
    5,403sqft
    Loading
    Single Family Residence, Residential
    Built in 1982
    5.4 Acres Lot
    $-- Zestimate®
    $145/sqft
    $-- HOA

    What's special

    Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the expansive setting, inviting curb appeal, and peaceful surroundings that make this property truly special. Inside, the home features bright sun-filled living spaces, spacious entertaining areas, hardwood flooring, and a beautifully designed kitchen with abundant cabinetry, generous counter space, and an ideal layout for both everyday living and hosting guests. The warm and inviting family room with fireplace creates the perfect gathering space, while multiple spacious bedrooms and well-appointed baths provide comfort and flexibility for today’s lifestyle. Unique rustic-inspired bonus spaces add warmth, charm, and character throughout the home. Step outside to your own private outdoor oasis featuring expansive lawn space, pool area, multiple entertaining spaces, and scenic wooded surroundings offering year-round enjoyment and tranquility. A rare opportunity to own a property that offers privacy, character, and endless possibilities in one of the area’s most desirable locations. See it today and experience everything this exceptional home has to offer.
    58 days
    |
    3,680
    |
    314
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Flag Realty Group 845-205-0089,

    Joseph Rosenfeld 845-205-0089

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 995223MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Stainless Steel Appliance(s)
      Features
      • First Floor Full Bath, Breakfast Bar, Chefs Kitchen, Eat-in Kitchen, Formal Dining, Granite Counters, Open Kitchen
      • Flooring: Hardwood
      • Basement: Finished,Full
      • Attic: Full
      Interior area
      • Total structure area: 5,403
      • Total interior livable area: 5,403 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Garage spaces: 2
      Lot
      • Size: 5.4 Acres
      Details
      • Parcel number: 3322890070000001067.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Mini Estate
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1982

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Available

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $145/sqft
      • Tax assessed value: $318,150
      • Annual tax amount: $20,945
      • Date on market: 5/26/2026
      • Cumulative days on market: 160 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
        6/4/2026Price change$785,000-1.8%$145/sqft
        Source: OneKey® MLS as distributed by MLS GRID #995223 Report a problem
        5/26/2026Listed for sale$799,000$148/sqft
        Source: OneKey® MLS as distributed by MLS GRID #995223 Report a problem
        5/4/2026Listing removed$799,000$148/sqft
        Source: OneKey® MLS as distributed by MLS GRID #962813 Report a problem
        4/23/2026Price change$799,000-4.9%$148/sqft
        Source: OneKey® MLS as distributed by MLS GRID #962813 Report a problem
        4/12/2026Price change$840,000-1.2%$155/sqft
        Source: OneKey® MLS as distributed by MLS GRID #962813 Report a problem
        2/18/2026Listed for sale$849,999+0.1%$157/sqft
        Source: OneKey® MLS as distributed by MLS GRID #962813 Report a problem
        1/26/2026Listing removed$849,000$157/sqft
        Source: OneKey® MLS as distributed by MLS GRID #942910 Report a problem
        12/22/2025Price change$849,000-0.1%$157/sqft
        Source: OneKey® MLS as distributed by MLS GRID #942910 Report a problem
        12/16/2025Listed for sale$850,000+59.5%$157/sqft
        Source: OneKey® MLS as distributed by MLS GRID #942910 Report a problem
        8/21/2025Sold$533,000-23.7%$99/sqft
        Source: Public Record Report a problem
        6/29/2025Price change$699,000-0.1%$129/sqft
        Source: OneKey® MLS as distributed by MLS GRID #876408 Report a problem
        6/27/2025Price change$699,999-12.5%$130/sqft
        Source: OneKey® MLS as distributed by MLS GRID #876408 Report a problem
        6/24/2025Listed for sale$799,999+2185.7%$148/sqft
        Source: OneKey® MLS as distributed by MLS GRID #876408 Report a problem
        8/21/2019Sold$35,000-89.8%$6/sqft
        Source: Public Record Report a problem
        12/5/2016Sold$341,900-11.2%$63/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4609008 Report a problem
        10/25/2016Price change$385,000-8.1%$71/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        10/21/2016Pending sale$419,000$78/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        6/6/2016Price change$419,000-1.4%$78/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        5/28/2016Price change$425,000-5.6%$79/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        4/26/2016Price change$450,000-4.1%$83/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        4/5/2016Price change$469,000-1.3%$87/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        3/10/2016Listed for sale$475,000-1%$88/sqft
        Source: HomeSmart Homes and Estates #4609008 Report a problem
        7/31/2015Listing removed$479,900$89/sqft
        Source: RE/MAX Homes And Estates-Commercial Division #4514820 Report a problem
        6/14/2015Price change$479,900-4%$89/sqft
        Source: RE/MAX Homes And Estates-Commercial Division #4514820 Report a problem
        4/15/2015Price change$500,000-10.7%$93/sqft
        Source: RE/MAX Homes And Estates #4514820 Report a problem
        3/10/2015Listed for sale$559,900+22.5%$104/sqft
        Source: Regal Homes & Properties Inc #4421841 Report a problem
        9/2/2003Sold$457,000$85/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $314,200 -1.2%
        2024-- $318,150
        2023-- $318,150
        2022-- $318,150
        2021-- $318,150
        2020-- $318,150
        2019-- $318,150
        2018-- $318,150
        2017$18,658 $318,150
        2016-- $318,150 -19.5%
        2015-- $395,000
        2014-- $395,000
        2013-- $395,000
        2012-- $395,000
        2011-- $395,000
        2010-- $395,000
        2009-- $395,000
        2007-- $395,000
        2006-- $395,000
        2005-- $395,000 +59.3%
        2004-- $248,000
        2002-- $248,000
        2001-- $248,000
        2000-- $248,000

        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: 10918

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: North Main Street
        • Middle: Monroe-Woodbury Middle School
        • High: Monroe-Woodbury High School

        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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