Orange County  »  10918  »  Winding Trl  »  1 Winding Trl

1 Winding Trl, Chester, NY 10918 - Property report

Also known as: 1 Winding Trl

Property image for 1 Winding Trl, Chester, NY 10918
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Property type

One Family Year-Round Residence (210)

Year built

1991

Acreage

1.2

Sale price

$540,000

General information

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Access up-to-date information from property owner names to sales history, deeds, tax info, mortgages, development data, planimetric maps and more.

Address
Primary address
1 Winding Trl
ZIP code
10918
County
Orange
Neighborhood
Chester
Parcel ID
5-1-91.100

Owner

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Sales
Sale date
08/28/2025
Sale price
$540,000
Arm's length
Tax
Tax year
2025-2026
Current property tax
$9,801
Zoning & Use
Zoning
AR-3
Building
Property type
One Family Year-Round Residence (210)
Building sq. ft.
2040
Buildings on lot
1
Stories
1
Year built
1991
AC
Yes
Rooms
8
Bedrooms
3
Bathrooms
2
Half bathrooms
1
Condition
Good
Exterior wall
Wood
Building style
Split level
Kitchen
1
Basement
Full
Fireplaces
1
Heating
Hot water/steam
Fuel
Oil
First story sq. ft.
Lot
Acreage
1.2
Water
Private
Sewer
Private

Area overview

Walk score
2 /100.  Car-Dependent
Transit score
0 /100.  Minimal Transit
Bike score
19 /100.  Somewhat Bikeable
School district
334001

View more such as transportation, nearby schools and risk designations.

Ownership

Ownership information for 1 Winding Trl, Chester, NY

Property owner name
Registered owner
Source
Deed
Owner contact information
Phone number
Owner address
Documents

Sales history for 1 Winding Trl, Chester, NY 10918

Sale date Sale price Buyer name Seller name
08/28/2025 $540,000 XXXXX XXXXXXX X XXXXXX XXXXXXXXX XXXXXX X

*Most recent sale on record for this property.

More about Orange County property records.

Title documents

Date Type Amount Party 1 Party 2
09/10/2025 - R
08/28/2025 - D		 Mortgage
(RP / MTG)		 XXXXX XXXXXXX X XXXXXX XXXX XXXXX XXXXXXX XXXX XX XXX XXXXXXXX XXXXXXXXXX XXXXXXXXXXXX XXXXXXX XXX XXX
09/10/2025 - R
08/28/2025 - D		 Deed XXXXXXXXX XXXXXX X XXXXX XXXXXXX X XXXXXX

*Most recent recorded documents on file for this property.

R: Recorded date
D: Document date

Tax

Property taxes for 1 Winding Trl, Chester, NY

Property tax data includes tax amount, market value and assessed value, exemptions, abatements and assessment history.

Current property tax
Tax year
2025-2026
Current property tax
$9,801
Base tax
$10,469
Recent tax assessments
Market value
$525,000
Land value
$52,000
Building value
$473,000
Assessed value
$191,800

More about Orange County property taxes

Assessment history

See the assessment and property tax history, including the evolution of the total tax rate and corresponding property tax amount.

Tax year Market value Assessed value Tax rate Property tax Y-o-Y change
2025 $485,300 $191,800 54.5845 $10,469 +115.92%
2024 $467,800 $191,800 25.28 $4,849 -13.63%
2023 $398,000 $191,800 29.27 $5,614 -13.63%
2022 $346,200 $191,800 33.89 $6,500 +0.39%
2021 $350,400 $191,800 33.76 $6,475 -4.25%
2020 $329,600 $191,800 35.26 $6,763 +2.03%
2019 $325,100 $191,800 34.56 $6,629 n/a
Permits

Permit information for 1 Winding Trl, Chester, NY

No recently recorded permits for this property.

Neighborhood

Risk

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FEMA flood zones

FEMA flood zones
X

Transportation

Daily traffic map
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Access the detailed traffic volume map for 1 Winding Trl, Chester, NY 10918 to see estimated average daily traffic on streets surrounding the property as well as the types of properties in its vicinity.

Schools

Nearest elementary schools

Name Rating Type Grade range No of students Distance (miles)
Monroe Day School NR Private PK, K-2 0 1.90
Monroe Day School NR Private PK, K-2 0 1.90
Sheri Torah V'yoel Moshe NR Private PK-12 3,663 2.19
Sheri Torah V'yoel Moshe NR Private PK-12 3,663 2.19
Cong Bnai Yoel NR Private K-12 1,800 2.19
North Main Street School 6 Public 2-5 532 2.41
Nearest middle schools

Name Rating Type Grade range No of students Distance (miles)
Sheri Torah V'yoel Moshe NR Private PK-12 3,663 2.19
Cong Bnai Yoel NR Private K-12 1,800 2.19
United Talmudical Academy Of Kiryas Joel NR Private PK, K-12 6,472 2.19
Bais Rochel School NR Private PK-12 4,845 2.19
Uta of Kiryas Joel-Girls NR Private PK-11 9,640 2.19
Chester Academy Middle High School 5 Public 6-12 570 3.72
Kiryas Joel Village School NR Public K-3, 7 150 3.82
Greenwood Lake Middle School 7 Public 4-8 258 4.32
Monroe Woodbury Middle School 6 Public 6-8 1,584 4.97
Nearest high schools

Name Rating Type Grade range No of students Distance (miles)
Sheri Torah V'yoel Moshe NR Private PK-12 3,663 2.19
Cong Bnai Yoel NR Private K-12 1,800 2.19
United Talmudical Academy Of Kiryas Joel NR Private PK, K-12 6,472 2.19
Bais Rochel School NR Private PK-12 4,845 2.19
Uta of Kiryas Joel-Girls NR Private PK-11 9,640 2.19
Chester Academy Middle High School 5 Public 6-12 570 3.72
Monroe Woodbury High School 7 Public 9-12 2,353 5.08
S S Seward Institute 5 Public 6-12 390 6.50
Washingtonville Senior High School 7 Public 9-12 1,318 7.42
Orange Ulster Boces NR Public K-12 994 7.53

Data provided by GreatSchools.org © 2026. All rights reserved.

Neighbors for 1 Winding Trl, Chester, NY

21 Winding Trl, Chester 290 Bull Mill Rd, Chester 284 Bull Mill Rd, Chester 207 Greycourt Rd, Chester 79 Hambletonian Ave, Chester 65 Hambletonian Ave, Chester 317 Bull Mill Rd, Chester 22 Red Fox Run, Chester 163 Lehigh Ave, Chester 128 Booth Rd, Chester 272 Bull Mill Rd, Chester 278 Bull Mill Rd, Chester 320 Bull Mill Rd, Chester 81 Hambletonian Ave, Chester 67 Hambletonian Ave, Chester 57 Hambletonian Ave, Chester 11 Winding Trl, Chester 191 Lehigh Ave, Chester 120 Booth Rd, Chester 189 Greycourt Ave, Chester

Nearby ZIP codes for 1 Winding Trl, Chester, NY

10910, Orange County, NY 10914, Orange County, NY 10916, Orange County, NY 10917, Orange County, NY 10921, Orange County, NY 10924, Orange County, NY 10925, Orange County, NY 10926, Orange County, NY 10930, Orange County, NY 10941, Orange County, NY 10958, Orange County, NY 10975, Orange County, NY 10979, Orange County, NY 10987, Orange County, NY 10990, Orange County, NY 10992, Orange County, NY 12543, Orange County, NY 12549, Orange County, NY 12577, Orange County, NY

Frequently asked questions

What is the year built for 1 Winding Trl, Chester, NY 10918?

The development at 1 Winding Trl, Chester, NY 10918 was built in 1991.

What is the total square footage of 1 Winding Trl, Chester, NY 10918?

1 Winding Trl, Chester, NY 10918 has a total of 2,040 square feet.

When was 1 Winding Trl, Chester, NY 10918 last sold and what was the sale price?

1 Winding Trl, Chester, NY 10918 was last sold on 08/28/2025 for $540,000.

What is the assessed value of 1 Winding Trl, Chester, NY 10918?

1 Winding Trl, Chester, NY 10918 is currently assessed at $191,800.

What are the property taxes for 1 Winding Trl, Chester, NY 10918?

The property taxes for 1 Winding Trl, Chester, NY 10918 total $10,469.

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