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For sale
  • $825,000

    45 Whitetail Run, Chester, NY 10918

    4beds
    2,732sqft
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    Single Family Residence, Residential
    Built in 2017
    10.9 Acres Lot
    $-- Zestimate®
    $302/sqft
    $-- HOA

    What's special

    Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely find. From the moment you enter, soaring ceilings, natural woodwork, and an open-concept layout create a warm yet sophisticated atmosphere. The heart of the home is the stunning chef’s kitchen featuring granite countertops, a leathered granite kitchen island with storage, breakfast bar, 2 pantry's, and seamless flow into the dining and living spaces; perfect for entertaining or everyday living. A dramatic wood-burning fireplace anchors the living room, while oversized UV tinted windows frame peaceful mountain and wooded views in every direction. The flexible floor plan includes a highly sought-after first-floor bedroom with tray ceilings, spa-like finishes in the bath, whirlpool tub, double vanity, oversized walk-in closets, laundry and balcony. That kind of retreat style feel that makes home hard to leave. Outside, the property truly shines. Enjoy morning coffee on the covered porch, host summer gatherings on the expansive deck and patio, or unwind beneath the pergola surrounded by nature and professionally maintained grounds and gardens. The 10.9-acre setting provides exceptional privacy while still keeping you close to shopping, dining, schools, and commuter access. Additional highlights include central air, smart thermostat, walk-out basement with endless potential, oversized two-car garage, new windows, security system, drilled well, septic, propane heat, and multiple outdoor structures for storage or hobby use. A property like this doesn’t just offer a home, it offers space, serenity, and a lifestyle upgrade. Welcome home to 45 Whitetail Run.
    48 days
    |
    392
    |
    17
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    Zillow last checked:

    Listing updated:

    Listed by:

    Hudson Valley Home Connection 914-213-4259,

    Melissa M Forsyth 914-213-4259,

    Pete Wolven 845-913-6855,

    Hudson Valley Home Connection

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 999741MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Propane
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: Washer/Dryer Hookup
      Features
      • First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Ceiling Fan(s), Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Recessed Lighting, Smart Thermostat, Storage, Tray Ceiling(s), Walk-In Closet(s)
      • Windows: New Windows, Tinted Windows
      • Basement: Full,Walk-Out Access
      • Attic: Pull Stairs
      • Number of fireplaces: 1
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 2,732
      • Total interior livable area: 2,732 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage, Garage Door Opener
      • Garage spaces: 2
      Features
      • Patio & porch: Covered, Deck, Patio, Porch, Terrace
      • Exterior features: Balcony, Garden, Lighting, Mailbox
      • Has view: Yes
      • View description: Mountain(s), Trees/Woods
      Lot
      • Size: 10.9 Acres
      Details
      • Additional structures: Outbuilding, Pergola, Shed(s)
      • Parcel number: 3320890520000003005.0000000
      • Special conditions: None
      • Other equipment: Negotiable

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 2017

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Building Security, Security System, Smoke Detector(s)
      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $302/sqft
      • Tax assessed value: $72,800
      • Annual tax amount: $19,393
      • Date on market: 5/22/2026
      • Cumulative days on market: 41 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
        5/22/2026Listed for sale$825,000$302/sqft
        Source: OneKey® MLS as distributed by MLS GRID #999741 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $72,800
        2024-- $72,800
        2023-- $72,800
        2022-- $72,800
        2021-- $72,800
        2020-- $72,800 -7.6%
        2019-- $78,800
        2018-- $78,800 +104.1%
        2017$8,207 $38,600 -3.5%
        2016-- $40,000 -33.3%
        2015-- $60,000
        2014-- $60,000
        2013-- $60,000
        2012-- $60,000
        2011-- $60,000
        2010-- $60,000
        2009-- $60,000
        2007-- $60,000
        2006-- $60,000
        2005-- $60,000
        2004-- $60,000
        2002-- $60,000
        2001-- $60,000
        2000-- $60,000

        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
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Central Valley Elementary School
        • Middle: Monroe-Woodbury High 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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