Orange County, Chester Town, Minisink Town and New Windsor Town property records for 39 addresses on High St, Chester, NY · Last verified August 2026
| Properties | 39 |
|---|---|
| Median Sale Price | $375,000 |
| Deeds and Mortgages on File | 61 |
| Median Price per Sqft | $180 |
| Owner Occupied | 38% |
| Median Annual Tax Bill | $11,253 |
| Median Year Built | 1950 |
| Median Ownership Tenure | 7 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,296 sqft · built 1975 · 0.289 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,6252024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,350 sqft · built 1987 · 0.671 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Oct 2020 | $11,9892024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,150 sqft · built 1987 · 0.268 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $165,900Mar 2015 | $11,0672024 | Amount on Record Sep 2014 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 880 sqft · built 1920 · 0.057 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $37,500Jan 2019 | $2,0102024 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,324 sqft · built 1953 · 0.319 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,5072024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,328 sqft · built 1900 · 0.347 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jun 2022 | $6,6892024 | Amount on Record Apr 2016 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
1,092 sqft · built 1970 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,1082024 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,792 sqft · built 1920 · 0.358 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Apr 2019 | $6,5272024 | Amount on Record May 2015 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,473 sqft · built 1900 · 0.172 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,0342024 | 2 Names on Record | AssessorUpdated May 2026 |
5,850 sqft · built 1950 · 0.367 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,7802024 | 2 Names on Record | AssessorUpdated May 2026 |
7 bd · 4.5 ba · 5,521 sqft · built 1800 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 1 Name on Record | AssessorUpdated Jun 2026 |
0.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8222024 | 2 Names on Record | AssessorUpdated Jun 2026 |
4 bd · 2.5 ba · 1,869 sqft · built 1900 · 0.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $165,087Sep 2019 | $10,0662024 | Amount on Record Mar 2019 | 1 Name on Record | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,615 sqft · built 1850 · 2.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $341,661May 2022 | $18,4762024 | Amount on Record Dec 2020 | 1 Name on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 2,488 sqft · built 1825 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $399,000Oct 2023 | $11,0322024 | Amount on Record Jun 2023 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
1 bd · 1 ba · 640 sqft · built 1825 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,3462024 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,440 sqft · built 1853 · 0.248 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Jul 2021 | $8,3372024 | Amount on Record Feb 2009 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 1.5 ba · 2,944 sqft · built 1890 · 0.637 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $426,000Mar 2022 | $13,7072024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 2 ba · 2,326 sqft · built 1900 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,3702024 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 1.5 ba · 2,898 sqft · built 1850 · 0.631 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $505,000Mar 2026 | $14,3102025 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
5 bd · 3.5 ba · 2,387 sqft · built 1920 · 0.456 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Sep 2014 | $11,2532024 | Amount on Record Apr 2009 | 1 Name on Record | Assessor + 1 DocumentUpdated Jun 2026 |
2 bd · 1 ba · 724 sqft · built 1954 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000May 2021 | $6,4372024 | Amount on Record Aug 2019 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,683 sqft · built 1850 · 0.526 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $297,000Aug 2016 | $10,2852024 | Amount on Record Feb 1995 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,816 sqft · built 1850 · 0.161 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,6592024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
9 bd · 3.5 ba · 5,360 sqft · built 1850 · 2.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Oct 2015 | $19,5442024 | Amount on Record Jan 2007 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
6 bd · 3 ba · 100,324 sqft · built 2016 · 15.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,250,000Mar 2022 | $477,6692024 | Amount on Record Jun 2015 | 2 Names on Record | Assessor + 15 DocumentsUpdated Aug 2026 |
2 bd · 1.5 ba · 1,606 sqft · built 1850 · 0.367 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $333,000Nov 2022 | $9,0192024 | Amount on Record Dec 1998 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,268 sqft · built 2002 · 1.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Dec 2019 | $14,9102024 | Amount on Record Nov 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,260 sqft · built 2001 · 0.639 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $405,000Jul 2006 | $13,5052024 | Amount on Record Sep 2001 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,092 sqft · built 2002 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $560,000May 2025 | $13,7342024 | Amount on Record Oct 2024 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,742 sqft · built 1998 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $363,000Sep 2002 | $15,8382024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
7,448 sqft · built 1997 · 1.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Oct 2013 | $25,0392024 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
7,448 sqft · built 1997 · 1.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $25,0392024 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 3 ba · 1,918 sqft · built 2005 · 0.331 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $349,900Mar 2006 | $12,9442024 | Amount on Record Jul 2005 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
392 sqft · built 1987 · 0.386 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $61,500Dec 1994 | $5,2212024 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,700 sqft · built 1966 · 0.628 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,7492024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 1.5 ba · 1,360 sqft · built 1950 · 0.291 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $323,500Aug 2025 | $7,6312024 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 3,746 sqft · built 1968 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $40,000Feb 1998 | $15,7002024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,903 sqft · built 1968 · 0.392 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,4692024 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank above 19% of the US · above 54% of New York |
|---|---|
| Wildfire Likelihood | About 1 in 6,369 per year |
| Exposure | Direct 3 of 10 cells directly exposed · 10 adjoin burnable vegetation |