Orange County and Middletown City property records for 27 addresses on Chestnut St, Middletown, NY · Last verified August 2026
| Properties | 27 |
|---|---|
| Median Sale Price | $289,797 |
| Deeds and Mortgages on File | 50 |
| Median Price per Sqft | $211 |
| Owner Occupied | 52% |
| Median Annual Tax Bill | $5,859 |
| Median Year Built | 1906 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1 ba · 1,274 sqft · 0.114 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Nov 2022 | $5,0542024 | Amount on Record Apr 2001 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,376 sqft · 0.101 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,5812024 | 1 Name on Record | AssessorUpdated Jun 2026 |
3 bd · 1 ba · 1,120 sqft · 0.126 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Nov 2002 | $4,9982024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,652 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Jan 2024 | $7,0252024 | Amount on Record Jun 1998 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 1 ba · 1,326 sqft · 0.07 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Oct 2023 | $5,1372024 | Amount on Record Jan 1999 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,614 sqft · 0.081 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Mar 2023 | $6,4702024 | Amount on Record Apr 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 1,224 sqft · 0.112 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Mar 2022 | $4,6372024 | Amount on Record Dec 2019 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,212 sqft · 0.081 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $81,000Oct 2018 | $5,4432024 | Amount on Record Mar 2018 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,500 sqft · 0.126 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $243,080Jan 2006 | $6,4142024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,530 sqft · 0.162 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,9422024 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,320 sqft · 0.143 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,000Dec 2023 | $6,8032024 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,478 sqft · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,000Jul 2003 | $5,6652024 | Amount on Record Jan 1995 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 1.5 ba · 1,501 sqft · 0.142 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $83,000Sep 1998 | $5,8872024 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
6 bd · 2 ba · 2,790 sqft · 0.102 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $178,500May 2018 | $7,1362024 | Amount on Record Sep 2001 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,016 sqft · 0.101 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Oct 2020 | $5,0822024 | Amount on Record Mar 2018 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 2 ba · 994 sqft · 0.09 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $289,797Dec 2025 | $5,2762024 | Amount on Record Jul 2021 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
8 bd · 2 ba · 2,944 sqft · 0.132 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,900Feb 2001 | $6,8872024 | Amount on Record Jun 1995 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 1,824 sqft · 0.1 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $105,380Aug 2018 | $6,7752024 | Amount on Record May 2017 | 1 Name on Record Owner Occupied | Assessor + 7 DocumentsUpdated Jul 2026 |
4 bd · 1.5 ba · 1,548 sqft · 0.099 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $143,100Sep 2019 | $5,7762024 | Amount on Record Aug 2017 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
6 bd · 2 ba · 1,960 sqft · 0.099 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Feb 2020 | $6,1652024 | Amount on Record Nov 2019 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,628 sqft · 0.111 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $345,000Sep 2024 | $5,8592024 | Amount on Record Jan 1999 | 2 Names on Record | AssessorUpdated May 2026 |
6 bd · 4 ba · 3,182 sqft · 0.136 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $140,000Sep 2008 | $9,7192024 | Amount on Record Aug 2008 | 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,151 sqft · 0.126 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Mar 2025 | $5,0262024 | Amount on Record Jun 2017 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 1.5 ba · 1,442 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $110,000Nov 2001 | $6,7752024 | Amount on Record Jul 1999 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,468 sqft · 0.128 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,0542024 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,520 sqft · 0.106 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $333,450Dec 2023 | $5,1362024 | Amount on Record Jul 2000 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,832 sqft · 0.099 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $388,000Nov 2024 | $8,6642024 | Amount on Record Feb 2022 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 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 13th percentile of exposed land nationally · 33rd in New York |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 1 of 2 cells directly exposed · 2 adjoin burnable vegetation |