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560 Winding Hill Road
Montgomery NY 12549 US

$649,999

Pending Listing ID 907550
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4 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 15.00 Acres
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Single Family Residence

$649,999

Pending Listing ID 907550
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560 Winding Hill Road 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.

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Property Features

  • Facts
  • Lot Size: 15.00 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Floor Covering: Hardwood, Tile, Vinyl
  • Heating Fuels: Fireplace(s), Oil
  • Additional Features
  • Fireplace

School Information

  • School
  • E J Russell Elementary School(Elementary)
  • Crispell Middle School(MiddleSchool)
  • Pine Bush Senior High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 649999
  • unparsedaddress: 560 Winding Hill Road
  • postalcity: Montgomery
  • stateorprovince: NY
  • country: US
  • postalcode: 12549
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 15
  • lotsizeunits: Acres
  • lotsizearea: 15
  • livingarea: 2644
  • livingareaunits: Square Feet
  • listagentfullname: Phil Szumlaski
  • listagentemail: pszumlaski@kw.com
  • listagentkey: 3yd-MLSLINY-51110
  • listagentmlsid: 51110
  • listagentpreferredphone: 8459288000
  • listagentofficephone: 8459288000
  • listofficekey: 3yd-MLSLINY-KWRE01
  • listagentstatelicense: 10401328601
  • listofficemlsid: KWRE01
  • disclaimer: Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLSLINY
  • yearbuilt: 2002
  • listingcontractdate: 2025-09-16
  • listagenturl: http://kwhv.com/
  • countyorparish: Orange County
  • parcelnumber: 332600-017-000-0001-057.700-0000
  • elementaryschool: E J Russell Elementary School
  • highschool: Pine Bush Senior High School
  • elementaryschooldistrict: Pine Bush
  • middleorjuniorschooldistrict: Pine Bush
  • highschooldistrict: Pine Bush
  • appliances: Dishwasher, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Vinyl Siding
  • flooring: Hardwood, Tile, Vinyl
  • heating: Fireplace(s), Oil
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Storage, Walk-in Closet(s), Washer/Dryer Hookup
  • architecturalstyle: Colonial
  • rooms: Basement, Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"chris@chrisscibelli.com, \t29a12692-e4d0-40b9-87fc-86864bbc45b5@myrealestateplatform.com", "ListBrokerageCity":"Chester", "ListBrokerageCountry":"US", "ListBrokerageEmail":"chris@chrisscibelli.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Keller Williams Realty", "ListBrokeragePhone":"845-928-8000", "ListBrokeragePostalCode":"10918", "ListBrokerageStateOrProvince":"NY", "ListBrokerageUnitNumber":"Suite 225", "ListBrokerageUnparsedAddress":"69 Brookside Ave", "ListBrokerageWebsiteUrl":"http://kwhv.com/", "ListOfficeAddress1":"69 Brookside Ave. Ste 225", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"38894", "ListOfficeCity":"Chester", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw410@kw.com", "ListOfficePostalCode":"10918", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Colonial - Montgomery, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/560-Winding-Hill-Rd_Montgomery_NY_12549_M33679-95104?f=listhub&s=MLSLINY&m=907550&c=rexren", "MLSModificationTimestamp":"2025-10-10T17:17:36Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":14113, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/11/2025 2:08:28 AM GMT
Source Updated Date: 12/8/2025 12:55:19 PM GMT

Courtesy of: Phil Szumlaski, Keller Williams Realty, pszumlaski@kw.com

Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.