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For sale
    • $449,000

    66 Whitetail Run, Chester, NY 10918

    3beds
    1,500sqft
    Single Family Residence, Residential
    Built in 1983
    0.92 Acres Lot
    $-- Zestimate®
    $299/sqft
    $-- HOA

    What's special

    Attached one-car garageSoaring ceilingsWood-burning fireplaceAmple tree-lined lot
    Welcome to 66 Whitetail Run – Chester, NY. Tucked back from the road on an ample, tree-lined lot, this charming contemporary colonial offers the perfect blend of privacy and convenience in the Monroe-Woodbury school district. Surrounded by nature and filled with birdsong, this peaceful setting feels like a retreat while still being close to all local amenities. Step inside to a bright, open living room featuring soaring ceilings, a wood-burning fireplace, and oversized windows that flood the space with natural light. Hard floors flow throughout the main level, leading to a spacious eat-in kitchen with granite countertops, plus a formal dining room perfect for hosting gatherings and special occasions. This 3-bedroom, 1.5-bath home also offers both bathrooms newly renovated, along with the convenience of a main-floor laundry room with a new washer and dryer. An attached one-car garage adds everyday practicality, while the back patio invites you to unwind and enjoy the tranquil, wooded surroundings. Don't miss your opportunity to make this move-in ready home yours!
    17 days
    |
    1,082
    |
    80
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Howard Hanna Rand Realty 845-928-9691,

    Soleil Jackman 845-300-4937,

    Michael S. Tetro Jr 914-262-2396,

    Howard Hanna Rand Realty

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1033721MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Oil
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
      • Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, In Hall, Inside, Washer Hookup
      Features
      • Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Natural Woodwork, Original Details, Primary Bathroom, Stone Counters, Storage, Walk Through Kitchen
      • Attic: Pull Stairs,Storage
      • Number of fireplaces: 1
      • Fireplace features: Living Room, Masonry, Wood Burning
      Interior area
      • Total structure area: 1,500
      • Total interior livable area: 1,500 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Attached, Driveway, Garage, Off Street, Private
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Lot
      • Size: 0.92 Acres
      Details
      • Parcel number: 3320890520000001105.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Contemporary
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1983

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $299/sqft
      • Tax assessed value: $42,700
      • Annual tax amount: $11,768
      • Date on market: 8/2/2026
      • Cumulative days on market: 17 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
        8/2/2026Listed for sale$449,000+66.3%$299/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1033721 Report a problem
        8/7/2018Sold$270,000-1.5%$180/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4806096 Report a problem
        7/4/2018Pending sale$274,000$183/sqft
        Source: Better Homes and Gardens Rand Realty #4806096 Report a problem
        5/7/2018Price change$274,000-7.1%$183/sqft
        Source: Better Homes and Gardens Rand Realty #4806096 Report a problem
        3/28/2018Price change$295,000-3.3%$197/sqft
        Source: Better Homes and Gardens Rand Realty #4806096 Report a problem
        2/27/2018Price change$305,000-6.1%$203/sqft
        Source: Better Homes and Gardens Rand Realty #4806096 Report a problem
        2/16/2018Listed for sale$324,900+17.1%$217/sqft
        Source: BHG Rand Realty #4806096 Report a problem
        9/25/2009Sold$277,500-5.9%$185/sqft
        Source: Public Record Report a problem
        5/1/2009Listed for sale$295,000-3.3%$197/sqft
        Source: Better Homes and Gardens Rand Realty #466152 Report a problem
        12/3/2008Listing removed$305,000$203/sqft
        Source: Century 21 #445244 Report a problem
        7/13/2008Price change$305,000-3.2%$203/sqft
        Source: Century 21 #445244 Report a problem
        5/24/2008Listed for sale$315,000+31.8%$210/sqft
        Source: Century 21 #445244 Report a problem
        12/4/2003Sold$239,000$159/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $42,700
        2024-- $42,700
        2023-- $42,700
        2022-- $42,700
        2021-- $42,700
        2020-- $42,700
        2019-- $42,700
        2018-- $42,700
        2017$7,573 $42,700
        2016-- $42,700
        2015-- $42,700
        2014-- $42,700
        2013-- $42,700
        2012-- $42,700
        2011-- $42,700
        2010-- $42,700 +0.7%
        2009-- $42,400
        2007-- $42,400
        2006-- $42,400
        2005-- $42,400 -1.4%
        2004-- $43,000
        2002-- $43,000
        2001-- $43,000
        2000-- $43,000
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 10918

        Getting around

        0 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        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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