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Sold for $660,000 on 12/19/25
  • $660,000

    560 Winding Hill Road, Montgomery, NY 12549

    4beds
    2,644sqft
    Single Family Residence, Residential
    Built in 2002
    15 Acres Lot
    $660,100 Zestimate®
    $250/sqft
    $3,952 Estimated rent

    Home value

    $660,100

    $601,000 - $720,000

    $3,952/mo

    Zestimate® history
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    What's special

    Welcome to 560 Winding Hill Road, a 4-bedroom, 2.5-bath Colonial set on 15 private acres in the desirable Pine Bush School District. This home offers the perfect combination of comfort, functionality, and outdoor enjoyment for everyday living. A welcoming front porch opens into a bright and spacious interior featuring hardwood floors throughout much of the main level. The living room, anchored by a wood-burning fireplace, creates a warm and inviting gathering space, while the formal dining room is ideal for dinners and celebrations. The naturally sunlit eat-in kitchen offers stainless steel appliances, tile flooring, and plenty of space for daily meals. Upstairs, the oversized primary suite provides a true retreat with a walk-in closet, jacuzzi tub, and separate shower. Practical features include a 2-car garage, full unfinished basement with endless storage potential, and generator hook-up for peace of mind. Outdoors, the property invites year-round enjoyment—host summer barbecues on the back deck, gather around the firepit on crisp fall evenings, or take advantage of private trails that wind through your very own 15 acres. All this is just minutes from local parks, restaurants, shopping, fitness centers, and commuter routes—making it easy to balance country living with modern convenience. 560 Winding Hill Road is more than a home; it’s a place to grow, relax, and enjoy every season.

    Zillow last checked: 8 hours ago

    Listing updated: December 19, 2025 at 11:19am

    Listed by:

    Phil Szumlaski 845-913-5936,

    Keller Williams Realty 845-928-8000

    Bought with:

    Christina Herschel-Huebner, 10401349669

    Herschel Realty Corp

    Source: OneKey® MLS,MLS#: 907550MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Second
    Bedroom 1
    • Level: Second
    Bedroom 2
    • Level: Second
    Bedroom 3
    • Level: Second
    Primary bathroom
    • Level: Second
    Bathroom 1
    • Level: First
    Bathroom 2
    • Level: Second
    Basement
    • Level: Lower
    Dining room
    • Level: First
    Family room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Oil
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Microwave, Oven, Refrigerator, Indirect Water Heater
    • Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Washer Hookup
    Features
    • Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Storage
    • Flooring: Hardwood, Tile, Vinyl
    • Basement: Storage Space,Unfinished
    • Attic: Pull Stairs
    • Number of fireplaces: 1
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 2,644
    • Total interior livable area: 2,644 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage
    • Garage spaces: 2
    Lot
    • Size: 15 Acres
    Details
    • Parcel number: 3326000170000001057.7000000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence, Residential
    Materials
    • Vinyl Siding
    Condition
    • Year built: 2002

    Utilities & green energy

    • Sewer: Septic Tank
    • Utilities for property: Cable Available, Electricity Connected, Phone Available, Propane

    Community & neighborhood

    Location
    • Region: Montgomery

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    12/19/2025Sold$660,000+1.5%$250/sqft
    Source: OneKey® MLS #907550
    10/10/2025Pending sale$649,999$246/sqft
    Source: OneKey® MLS #907550
    10/4/2025Listing removed$649,999$246/sqft
    Source: OneKey® MLS #907550
    9/22/2025Listed for sale$649,999+66.7%$246/sqft
    Source: OneKey® MLS #907550
    12/26/2019Listing removed$389,999$148/sqft
    Source: Curasi Realty, Inc. #5110799

    Public tax history

    YearProperty taxesTax assessment
    2024-- $163,100
    2023-- $163,100
    2022-- $163,100

    Find assessor info on the county website

    Neighborhood: 12549

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: E J Russell Elementary School
    • Middle: Crispell Middle School
    • High: Pine Bush Senior 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

    $660,100

    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

    $660,100