Orange County and Middletown City property records for 20 addresses on Winchester Ave, Middletown, NY · Last verified October 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $299,000 |
| Deeds and Mortgages on File | 26 |
| Median Price per Sqft | $232 |
| Owner Occupied | 75% |
| Median Annual Tax Bill | $6,359 |
| Median Year Built | 1925 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1 ba · 1,300 sqft · built 1920 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $339,500Sep 2024 | $6,0532024 | Amount on Record Nov 2023 | Owner on Record | Assessor + 4 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,078 sqft · built 1929 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,0532024 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,584 sqft · built 1920 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Nov 2023 | $6,8312024 | Amount on Record Dec 2012 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,187 sqft · built 1931 · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Feb 2022 | $6,7482024 | Amount on Record Apr 2007 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 1,078 sqft · built 1930 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $251,000Feb 2022 | $6,3872024 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 2 ba · 1,568 sqft · built 1925 · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $192,000Sep 2017 | $6,7202024 | Amount on Record Aug 2002 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,092 sqft · built 1920 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,000Aug 2022 | $6,0812024 | Amount on Record Apr 2022 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,248 sqft · built 1920 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,2372024 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,291 sqft · built 1930 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,4142024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3 bd · 1.5 ba · 1,504 sqft · built 1925 · 0.139 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $76,598Aug 2016 | $6,3592024 | Amount on Record Mar 2015 | Owner on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,372 sqft · built 1955 · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $344,535Jun 2023 | $6,0532024 | Amount on Record Jul 1999 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 1,618 sqft · built 1925 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000Sep 2024 | $7,4422024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 1,214 sqft · built 1920 · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $140,000Apr 2010 | $6,2482024 | Amount on Record Sep 2002 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 1 ba · 1,144 sqft · built 1930 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $110,000Mar 2014 | $6,1922024 | Amount on Record Jan 2006 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,022 sqft · built 1920 · 0.146 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $543,548Dec 2014 | $5,7482024 | —Dec 2014 | Owner on Record | AssessorUpdated Aug 2026 |
3 bd · 1 ba · 1,432 sqft · built 1920 · 0.142 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $176,000Jun 2018 | $6,3592024 | Amount on Record Nov 2017 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
3 bd · 1.5 ba · 1,512 sqft · built 1930 · 0.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,500Mar 2011 | $6,1092024 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2 ba · 2,927 sqft · built 1920 · 0.24 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,3402024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,008 sqft · built 1950 · 0.317 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $107,590Oct 2014 | $6,2482024 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
3 bd · 1.5 ba · 1,600 sqft · built 1951 · 0.35 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $227,500Jun 2008 | $8,5722024 | Amount on Record Oct 1999 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |