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560 Winding Hill Road, 
Montgomery, NY 12549

$649,999


4

Beds


3

Baths


2,644

Sq Ft


Single Family

Active

Listed by

Phil Szumlaski

Keller Williams Realty

Last updated:

September 22, 2025, 11:39 PM

MLS#

907550

Source:

OneKey MLS

About This Home

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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 2002

Price Summary

649,999

$245 per Sq. Ft.

MLS #:

907550

Last Updated:

September 22, 2025, 11:39 PM

Added:

8 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,644 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,644 Sq. Ft.

Year Built:

2002


Lot

Lot Size (Sq. Ft):

653,400


Finances & Disclosures

Finances

Price:

$649,999

Price per Sq. Ft:

$245 per Sq. Ft.

Source:OneKey MLS
Copyright 2025 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

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