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$549,000
11 Days On Site

1 Winding Trail
Chester, NY 10918

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,040
SqFt
$269
/SqFt
1991
Built
County:
Orange
Listing courtesy of Howard Hanna Rand Realty donald.serotta@randrealty.com

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1 Winding Trail1 Winding Trail1 Winding Trail1 Winding Trail
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Monthly Payment (Est.)

$2,505
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Welcome to 1 Winding Trail in the Town of Chester. This well-maintained home sits on a picturesque 1.2 acre lot located in the desirable Bull Mill Road area with Monroe-Woodbury Schools. With an easy flow, the home’s first floor boasts a spacious family room with fireplace, an office/den and a half bath. Walk-up a few steps into the large living room and a formal dining room both of which contain hardwood floors and vaulted ceilings. There is a large sized eat-in kitchen accessed from the dining or living room. The slider off of the dining room opens to the 12x12 deck, which overlooks the private backyard and leads down onto a 1,100 sqft paver patio with a slider access into the family room. Up a few more stairs from the living room is the master bedroom with an ensuite bathroom. There are 2 additional bedrooms and another full bathroom. Hardwood floors throughout the entire upstairs. The basement level has laundry and generous storage space. There is an oversized free flowing 2 car garage. If you are looking for a year-round residence, or weekend retreat, Chester, NY is where you can enjoy the tranquility of the Hudson Valley’s suburban feel and the convenience to everything. Great commuter location, minutes to bus/train to NYC, shopping at Woodbury Commons, West Point, restaurants, and wonderful parks, recreation, and hiking trails. With inventory still so low, don't hesitate because this amazing property will not last!

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Listing Snapshot
Price 
$549,000
Days On Site 
11 Days
Bedrooms 
3
Inside Area (SqFt) 
2,040 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
1.2 Acres
Year Built 
1991
MLS® Number 
857601
Status 
Active
Property Tax 
$12,837.49
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
6 days agoPrice changed to $549,000
6 days agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
1.2
Cross Street 
Bull Mill Road
Garage 
Yes
Garage Spaces 
2
Parking 
Driveway
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2040
Style 
SplanchSplit Level
Utilities 
Cable ConnectedElectricity Connected
Water Source 
PrivateWell
Interior Features
Appliances 
DishwasherDryerElectric RangeRefrigeratorWasherWater Softener Owned
Basement 
PartialUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Fireplaces 
1
Flooring 
Hardwood
Heating 
Oil
Interior 
Cathedral Ceiling(s)Central VacuumEat-in KitchenHis and Hers Closets
Laundry Features 
In Basement
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Exterior Features
Construction Details 
Wood Siding
Lot Features 
Level
Patio And Porch 
DeckPatio
Community Features
School District 
Monroe-Woodbury
Schools
School District
Monroe-Woodbury
Elementary School
North Main Street
Middle School
Monroe-Woodbury Middle School
High School
Monroe-Woodbury High School
Listing courtesy of Howard Hanna Rand Realty donald.serotta@randrealty.com


Based on information submitted to the MLS GRID as of 2025-06-09 06:27 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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