Orange County and Monroe Town property records for 69 addresses on Winchester Dr, Monroe, NY · Last verified August 2026
| Properties | 69 |
|---|---|
| Median Sale Price | $592,000 |
| Deeds and Mortgages on File | 106 |
| Median Price per Sqft | $231 |
| Owner Occupied | 68% |
| Median Annual Tax Bill | $16,075 |
| Median Year Built | 1993 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2.5 ba · 2,004 sqft · 0.691 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Jul 2021 | $14,2362024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,004 sqft · 0.508 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Mar 2019 | $13,8452024 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,004 sqft · 0.462 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $347,900Sep 2018 | $13,8502024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3.5 ba · 4,216 sqft · 0.462 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $67,500Dec 1995 | $17,9842024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,420 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $615,000Oct 2023 | $15,3392024 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
4 bd · 2.5 ba · 2,129 sqft · 0.464 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Nov 2006 | $13,3442024 | Amount on Record Oct 2003 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,129 sqft · 0.448 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $622,000Oct 2024 | $13,6382024 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,004 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Aug 2016 | $13,6932024 | Amount on Record Oct 2007 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,004 sqft · 0.459 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Sep 2022 | $13,4082024 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 3,192 sqft · 0.461 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $740,000May 2023 | $14,6962024 | Amount on Record Sep 2004 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,129 sqft · 0.47 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $333,000Mar 2019 | $13,6262024 | Amount on Record Jun 2006 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 1.5 ba · 2,220 sqft · 0.455 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,0182024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 2.5 ba · 3,274 sqft · 0.461 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $727,000Jul 2023 | $16,5352024 | Amount on Record Apr 2019 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,004 sqft · 0.476 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $42,250Feb 2011 | $13,3392024 | Amount on Record Dec 1998 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 1,828 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $550,000Dec 2023 | $14,5122024 | Amount on Record Nov 2015 | 1 Name on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 2,082 sqft · 0.483 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $630,000Feb 2024 | $14,0062024 | Amount on Record Nov 2019 | 1 Name on Record | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,660 sqft · 0.689 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,600Dec 2023 | $12,4192024 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 2,086 sqft · 0.48 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Jan 2019 | $13,4312024 | Amount on Record Jun 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
5 bd · 2.5 ba · 2,333 sqft · 0.455 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Dec 2020 | $16,7652024 | Amount on Record Oct 2002 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 1,940 sqft · 0.471 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $352,000Jun 2021 | $14,0982024 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,248 sqft · 0.452 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $203,000Dec 1994 | $14,2362024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 3,281 sqft · 0.478 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $410,000Aug 2020 | $16,0752024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,998 sqft · 0.465 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $253,000Jul 2014 | $13,1322024 | Amount on Record Aug 1998 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,092 sqft · 0.674 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $501,000Aug 2021 | $15,0402024 | Amount on Record Oct 1996 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,292 sqft · 0.518 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $246,695Nov 1995 | $19,1112024 | Amount on Record Sep 1995 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,652 sqft · 0.501 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $224,000Jun 1996 | $16,9032024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4.5 ba · 4,166 sqft · 0.476 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $857,000Dec 2022 | $21,9402024 | Amount on Record May 2017 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,680 sqft · 0.464 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $348,800Jul 2016 | $15,8452024 | Amount on Record Mar 1996 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,684 sqft · 0.475 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Apr 2022 | $16,7652024 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,684 sqft · 0.458 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $40,000Jan 2023 | $16,4662024 | Amount on Record Jul 1996 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 2.5 ba · 2,684 sqft · 0.468 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $645,000Dec 2021 | $17,1772025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2.5 ba · 3,344 sqft · 0.459 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000Dec 2020 | $17,0182024 | Amount on Record Mar 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,688 sqft · 0.468 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Oct 2020 | $20,0772024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2.5 ba · 2,288 sqft · 0.463 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Oct 1994 | $13,8912024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,684 sqft · 0.458 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $394,500Jul 2001 | $17,8812024 | Amount on Record Apr 1995 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,288 sqft · 0.463 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $680,000Nov 2023 | $14,0982024 | Amount on Record Jul 1995 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,684 sqft · 0.519 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Feb 2022 | $17,8692024 | Amount on Record Jan 2020 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,288 sqft · 0.461 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $368,000May 2020 | $14,6732024 | —Nov 1994 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,684 sqft · 0.469 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $470,000Jan 2020 | $16,3512024 | Amount on Record May 1995 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 3,324 sqft · 0.455 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $485,000Sep 2020 | $17,6852024 | Amount on Record Jan 1995 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 3,324 sqft · 0.456 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000Dec 2019 | $16,3512024 | Amount on Record Aug 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,656 sqft · 0.452 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Nov 1994 | $16,3512024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,256 sqft · 0.456 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Oct 2019 | $16,9262024 | Amount on Record Aug 2011 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 3,344 sqft · 0.457 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,500Oct 2019 | $16,8342024 | Amount on Record Apr 1995 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,344 sqft · 0.524 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $394,500Mar 2014 | $18,2602024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,468 sqft · 0.459 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $374,900Jan 2018 | $16,9032024 | 1 Name on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,105 sqft · 0.468 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $680,000Aug 2025 | $15,0402024 | Amount on Record Jun 1998 | 2 Names on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3.5 ba · 3,136 sqft · 0.45 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $785,500Oct 2022 | $18,7432024 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,304 sqft · 0.466 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jan 2019 | $15,6612024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,304 sqft · 0.458 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $520,000Jul 2020 | $20,6752024 | Amount on Record May 2006 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,240 sqft · 0.471 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,2702024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 3,248 sqft · 0.456 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $730,000Dec 2025 | $14,2362024 | Amount on Record May 2009 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,960 sqft · 0.471 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $435,000Feb 2021 | $16,3742024 | Amount on Record Sep 2020 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,550 sqft · 0.456 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $443,299Mar 2020 | $15,3852024 | Amount on Record Feb 2000 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,436 sqft · 0.459 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $762,000Sep 2022 | $14,6042024 | Amount on Record Aug 1994 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,368 sqft · 0.455 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Aug 2008 | $15,6152024 | Amount on Record Dec 2007 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,340 sqft · 0.455 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $16,3742024 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,898 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $394,000Aug 2016 | $15,4532024 | Amount on Record Apr 1996 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 1,994 sqft · 0.456 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Sep 2024 | $15,0402024 | Amount on Record Aug 2016 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,544 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $374,900Sep 2019 | $15,6382024 | Amount on Record Oct 1999 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3 ba · 3,788 sqft · 0.455 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $494,000Oct 2020 | $19,2722024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,544 sqft · 0.461 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $399,900Nov 2002 | $15,2252024 | Amount on Record Jul 1996 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,364 sqft · 0.456 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,2712024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,840 sqft · 0.46 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $770,000Oct 2024 | $16,2132024 | Amount on Record Oct 2007 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 1,850 sqft · 0.466 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $679,000Aug 2022 | $16,3742024 | Amount on Record Jul 2002 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,340 sqft · 0.463 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $592,000Mar 2022 | $17,4782024 | Amount on Record May 1996 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,358 sqft · 0.453 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $710,000Jun 2024 | $16,3052024 | Amount on Record Dec 2021 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,188 sqft · 0.462 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Mar 2022 | $17,8362025 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
4 bd · 2.5 ba · 2,096 sqft · 0.454 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $409,000Oct 2020 | $16,2132024 | Amount on Record Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank at the 18th percentile of exposed land nationally · 49th in New York |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 3 of 8 cells directly exposed · 8 adjoin burnable vegetation |