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$660,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
See This Home
Save This Home
See This Home
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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.

Full Property Details for 560 Winding Hill Rd

General

  • Sold For: $660,000
  • Taxes: $14,113
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 907550
  • Added to Site: 117 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Storage, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Microwave, Oven, Refrigerator, Indirect Water Heater
  • Laundry Facilities: Yes
  • Flooring: Hardwood, Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Washer Hookup

Parking

  • Garage: Yes
  • Garage Spaces: 2

Location

  • County: Orange County

School Information

  • High School District: Pine Bush
  • Elementary School: E J Russell Elementary School
  • Middle School: Crispell Middle School
  • High School: Pine Bush Senior High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Oil

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Available, Electricity Connected, Phone Available, Propane

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Storage Space, Unfinished
  • Sq. Ft. Source: Public Records
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 15
  • Lot Size (Sq. Ft.): 653,400

Financial Considerations

  • Tax Amount: $14,113

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 332600-017-000-0001-057.700-0000

Listed by Keller Williams Realty
Sold by Herschel Realty Corp

Listing agent

— 560 Winding Hill Rd —

  • Keller Williams Realty

845-928-8000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 560 Winding Hill Rd

School District:Pine Bush Central School District
NameGradesDistance
E J Russell Elementary School
78 Holland Avenue, Pine Bush, NY 12566
PK-53.8 mi
Crispell Middle School
77 Maple Avenue, Pine Bush, NY 12566
6-84 mi
Pine Bush Senior High School
156 New York 302, Pine Bush, NY 12566
9-123.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 560 Winding Hill Rd

Date
Details
Price
Change
Source
12/19/2025
Sold
$660,000
1.54%
MLS
9/22/2025
Listed
$649,999
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Keller Williams Realty
Sold by Herschel Realty Corp

560 Winding Hill Road, Montgomery, NY 12549 (MLS# 907550) is a Single Family property that was sold at $660,000 on December 19, 2025. Want to learn more about 560 Winding Hill Road? Do you have questions about finding other Single Family real estate for sale in Montgomery? You can browse all Montgomery real estate or contact a Coldwell Banker agent to request more information.