| Primary address | 1 Winding Trl, Chester |
| Zip code | 10918 |
| County | Orange |
| Municipality | Chester |
| Neighborhood | Chester |
| Parcel ID | 5-1-91.100 |
View detailed information on past sales, title documents and property taxes, including the assessed market value, in their dedicated tabs.
| Sale date | 08/28/2025 |
| Sale price | $540,000 |
| Arm's length | Register |
| Current property tax | $9,801 |
| Building sqft | 2,040 |
| Building class | One Family Year-Round Residence (210) |
| Acreage | 1.2 |
| Year built | 1991 |
| Stories | 1 |
| Rooms | 8 |
| Bedrooms | 3 |
| Bathrooms | 2 |
| Half bathrooms | 1 |
| Kitchen | 1 |
| Water supply | Private |
| Sewer type | Private |
| Building style | Split level |
| Condition | Good |
| Basement type | Full |
| Exterior wall material | Wood |
| Heat | Hot water/steam |
| Fuel | Oil |
| Central air conditioning | Yes |
| Fireplaces | 1 |
| First story sqft | Register |
| Zoning district | Register |
| School district | Monroe-Woodbury |
View more neighborhood information such as transportation, nearby schools and risk designations in the dedicated tab.
Property reports include comprehensive occupancy, improvement and development information (where available).
Create a free account to access valuable data points such as:
1 Winding Trl, Chester, NY 10918 was built in 1991 and has a total of 2,040 square feet.
What is the assessed value of 1 Winding Trl, Chester, NY 10918 and the property tax paid?Assessed at $191,800, the tax amount paid for 1 Winding Trl, Chester, NY 10918 is $10,469.
When was 1 Winding Trl, Chester, NY 10918 last sold and what was the last sale price?1 Winding Trl, Chester, NY 10918 was last sold in 08/28/2025 for $540,000.
View detailed property contacts like owners, building management, representatives from permits and tenants with a free account.
Create a free account to view the complete sales history for 1 Winding Trl, Chester, including title documents, transfer conditions, mortgages and liens.
| Purchase date | Purchase price | Buyer name | Seller name |
|---|---|---|---|
| 08/28/2025 | $540,000 | Register | Register |
To view the complete history of deeds, mortgages, assignments of leases and rents, and more, sign up for free. Available data goes back to 1966.
R: Recorded date
D: Document date
Access detailed property tax data for 1 Winding Trl, Chester, NY 10918. Tax information included: property tax, market value and assessed value, exemptions, abatements, and assessment history.
| Tax year | 2025-2026 |
| Base tax | $10,469 |
| Current property tax | $9,801 |
| Market value | $525,000 |
| Assessed value | $191,800 |
Here's the assessment & property tax history for 1 Winding Trl, Chester, including the evolution of the total tax rate and corresponding property tax.
| Year | Market value | Assessment value | Total tax rate | Property tax | Year over year 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% |
Create a free account to unlock extended information for 1 Winding Trl, Chester, including whether it's located in FEMA flood zones, floodways or special flood hazard areas, as well as the Coastal barriers resources system area (COBRA).
| FEMA flood zone(s) | X (See more on map) |
Access the detailed traffic volume map for 1 Winding Trl, Chester to see estimated average daily traffic on streets surrounding the property as well as the types of properties in its vicinity.
| View daily traffic map |
| Name | Rating | Type | Grade range | No of students | Distance to school (mi) |
|---|---|---|---|---|---|
| Monroe Day School | NR | Private | PK, K-2 | 0 | 1.90 |
| Monroe Day School | NR | Private | PK, K-2 | 0 | 1.90 |
| Uta of Kiryas Joel-Girls | NR | Private | PK-11 | 9,640 | 2.19 |
| Uta of Kiryas Joel-Girls | NR | Private | PK-11 | 9,640 | 2.19 |
| Sheri Torah V'yoel Moshe | NR | Private | PK-12 | 3,663 | 2.19 |
| Name | Rating | Type | Grade range | No of students | Distance to school (mi) |
|---|---|---|---|---|---|
| Uta of Kiryas Joel-Girls | NR | Private | PK-11 | 9,640 | 2.19 |
| Sheri Torah V'yoel Moshe | NR | Private | PK-12 | 3,663 | 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 |
| Cong Bnai Yoel | NR | Private | K-12 | 1,800 | 2.19 |
| Name | Rating | Type | Grade range | No of students | Distance to school (mi) |
|---|---|---|---|---|---|
| Uta of Kiryas Joel-Girls | NR | Private | PK-11 | 9,640 | 2.19 |
| Sheri Torah V'yoel Moshe | NR | Private | PK-12 | 3,663 | 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 |
| Cong Bnai Yoel | NR | Private | K-12 | 1,800 | 2.19 |
Data provided by GreatSchools.org © 2025. All rights reserved.
Here are the neighbors for 1 Winding Trl, Chester.
| Address | Square feet | Purchase date | Purchase price |
|---|---|---|---|
| 21 Winding Trl, Chester | 1,960 | 07/05/2012 | $315,000 |
| 290 Bull Mill Rd, Chester | 3,720 | ||
| 284 Bull Mill Rd, Chester | 3,083 | 10/20/2025 | $850,000 |
| 207 Greycourt Rd, Chester | 11/01/1995 | $1 | |
| 79 Hambletonian Ave, Chester | 2,664 | 11/28/2016 | $337,500 |
| 65 Hambletonian Ave, Chester | 1,508 | 03/22/2021 | $360,000 |
| 317 Bull Mill Rd, Chester | 2,904 | 02/21/2017 | $439,500 |
| 22 Red Fox Run, Chester | 2,907 | ||
| 163 Lehigh Ave, Chester | 2,604 | 02/15/2024 | |
| 128 Booth Rd, Chester | 2,102 | 01/17/2025 | $545,000 |
| 272 Bull Mill Rd, Chester | 2,504 | 09/13/2023 | |
| 278 Bull Mill Rd, Chester | 2,538 | 01/23/2023 | |
| 320 Bull Mill Rd, Chester | 2,684 | 04/21/2025 | |
| 81 Hambletonian Ave, Chester | 2,989 | 08/18/2023 | $490,000 |
| 67 Hambletonian Ave, Chester | 1,508 | 03/02/1998 | $43,000 |
| 57 Hambletonian Ave, Chester | 1,950 | 03/13/2001 | $265,000 |
| 11 Winding Trl, Chester | 2,230 | 09/12/2003 | $445,000 |
| 191 Lehigh Ave, Chester | 2,066 | 09/30/2022 | $580,000 |
| 120 Booth Rd, Chester | 3,092 | 01/31/2007 | $629,900 |
| 189 Greycourt Ave, Chester | 10/28/1996 | $1 |