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Sold for $540,000 on 08/28/25
  • $540,000

    1 Winding Trail, Chester, NY 10918

    3beds
    2,040sqft
    Single Family Residence, Residential
    Built in 1991
    1.2 Acres Lot
    $550,000 Zestimate®
    $265/sqft
    $3,451 Estimated rent

    Home value

    $550,000

    $495,000 - $611,000

    $3,451/mo

    Zestimate® history
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    What's special

    Welcome to 1 Winding Trail in the Town of Chester. This well-maintained home sits on a picturesque 1.2 acre lot located in the desirable Bull Mill Road area with Monroe-Woodbury Schools. With an easy flow, the home’s first floor boasts a spacious family room with fireplace, an office/den and a half bath. Walk-up a few steps into the large living room and a formal dining room both of which contain hardwood floors and vaulted ceilings. There is a large sized eat-in kitchen accessed from the dining or living room. The slider off of the dining room opens to the 12x12 deck, which overlooks the private backyard and leads down onto a 1,100 sqft paver patio with a slider access into the family room. Up a few more stairs from the living room is the master bedroom with an ensuite bathroom. There are 2 additional bedrooms and another full bathroom. Hardwood floors throughout the entire upstairs. The basement level has laundry and generous storage space. There is an oversized free flowing 2 car garage. If you are looking for a year-round residence, or weekend retreat, Chester, NY is where you can enjoy the tranquility of the Hudson Valley’s suburban feel and the convenience to everything. Great commuter location, minutes to bus/train to NYC, shopping at Woodbury Commons, West Point, restaurants, and wonderful parks, recreation, and hiking trails. With inventory still so low, don't hesitate because this amazing property will not last!

    Zillow last checked: 8 hours ago

    Listing updated: August 28, 2025 at 01:10pm

    Listed by:

    Donald L Serotta 914-772-2468,

    Howard Hanna Rand Realty 845-928-9691

    Bought with:

    Robert Addon, 10401367962

    Keller Williams Realty

    Source: OneKey® MLS,MLS#: 857601MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Oil
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Water Softener Owned
    • Laundry: Washer/Dryer Hookup, In Basement
    Features
    • Cathedral Ceiling(s), Central Vacuum, Eat-in Kitchen, Formal Dining, His and Hers Closets
    • Flooring: Hardwood
    • Basement: Partial,Unfinished
    • Attic: Pull Stairs
    • Number of fireplaces: 1
    • Fireplace features: Family Room
    Interior area
    • Total structure area: 2,040
    • Total interior livable area: 2,040 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck, Patio
    Lot
    • Size: 1.20 Acres
    • Features: Level
    Details
    • Parcel number: 3322890050000001091.1000000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Splanch
    • Property subtype: Single Family Residence, Residential
    Materials
    • Wood Siding
    Condition
    • Actual
    • Year built: 1991

    Utilities & green energy

    • Sewer: Septic Tank
    • Utilities for property: Cable Connected, Electricity Connected, Trash Collection Public

    Community & neighborhood

    Location
    • Region: Chester

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    8/28/2025Sold$540,000-1.6%$265/sqft
    Source: OneKey® MLS #857601
    7/2/2025Pending sale$549,000$269/sqft
    Source: OneKey® MLS #857601
    6/3/2025Price change$549,000-8.3%$269/sqft
    Source: OneKey® MLS #857601
    5/28/2025Listed for sale$599,000$294/sqft
    Source: OneKey® MLS #857601

    Public tax history

    YearProperty taxesTax assessment
    2024-- $191,800
    2023-- $191,800
    2022-- $191,800

    Find assessor info on the county website

    Neighborhood: 10918

    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. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value

    $550,000

    Get a cash offer in 3 minutes

    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.

    Estimated market value

    $550,000