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.
Single-familyProperty Type
2002Year Built
15 acresLot Size
$257Est. Price/Sq.Ft.
2 car garageParking
Listing by Philip Szumlaski• Keller Williams Realty
Contact: 845-928-8000
Bought with Christina Herschel-Huebner• Herschel Realty Corp
Superb 4 bdrm, 2.5 ba colonial set back on 15 beautiful acs of woods & fields, babbling stream w charming wood cross bridge & seasonal vws. Many custom features. Gleaming oak flrs, archways, open flr plan. Designer kit w maple cab, marble counert st/steel appls, breakfast nk & ceramic tile flrs. Whirlp ba, shower, walkin closet, & dual vanities in mstr bath. Fam rm w hardwd flrs & lovely frplc. Huge bonus rm in addition to 4 bdrms. Wrap around front porch & deck to enjoy nature and the soothing stream sounds. . Horse friendly property. Just 7 min to I84 or Rte. 17,metro north train, Galleria and shopping centers. In area of upscale homes near Winding Hills Pk and golf course. Priced for quick sale.
OneKey® MLS as Distributed by MLS Grid #H4513091
Feb 8, 2016
Sold
$302,000
$114/sq ft
Apr 2, 2015
Listed
$319,000
$121/sq ft
HGMLS #508198
Feb 5, 2015
Contingent
—
Jun 27, 2014
Contingent
—
Public Records
Jul 24, 2002
Sold
$320,000
$121/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$14,262
$31,000 + $132,100
$163,100
2025
$14,262 (−1.5%)
$31,000 + $132,100
$163,100
2024
$14,474 (+0.5%)
$31,000 + $132,100
$163,100
2023
$14,401 (+3.3%)
$31,000 + $132,100
$163,100
2022
$13,943 (−1.4%)
$31,000 + $132,100
$163,100
2021
$14,139 (+1.0%)
$31,000 + $132,100
$163,100
2020
$14,005 (+1.7%)
$31,000 + $132,100
$163,100
2019
$13,766 (+1.1%)
$31,000 + $132,100
$163,100
2018
$13,610 (+1.1%)
$31,000 + $132,100
$163,100
2017
$13,463 (−5.8%)
$31,000 + $132,100
$163,100
2016
$14,289 (+0.9%)
$31,000 + $132,100
$163,100
2015
$14,164 (+2.9%)
$31,000 + $132,100
$163,100
2014
$13,762
$31,000 + $132,100
$163,100
Tax history for 560 Winding Hill Rd
Year
Property tax
Land + Additions
Assessment*
2026
$14,262
$31,000 + $132,100
$163,100
2025
$14,262 (−1.5%)
$31,000 + $132,100
$163,100
2024
$14,474 (+0.5%)
$31,000 + $132,100
$163,100
2023
$14,401 (+3.3%)
$31,000 + $132,100
$163,100
2022
$13,943 (−1.4%)
$31,000 + $132,100
$163,100
2021
$14,139 (+1.0%)
$31,000 + $132,100
$163,100
2020
$14,005 (+1.7%)
$31,000 + $132,100
$163,100
2019
$13,766 (+1.1%)
$31,000 + $132,100
$163,100
2018
$13,610 (+1.1%)
$31,000 + $132,100
$163,100
2017
$13,463 (−5.8%)
$31,000 + $132,100
$163,100
2016
$14,289 (+0.9%)
$31,000 + $132,100
$163,100
2015
$14,164 (+2.9%)
$31,000 + $132,100
$163,100
2014
$13,762
$31,000 + $132,100
$163,100
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.