Orange County and New Windsor Town property records for 26 addresses on Dean Hill Rd, New Windsor, NY · Last verified October 2026
| Properties | 26 |
|---|---|
| Median Sale Price | $505,000 |
| Deeds and Mortgages on File | 27 |
| Median Price per Sqft | $224 |
| Owner Occupied | 73% |
| Median Annual Tax Bill | $13,168 |
| Median Year Built | 1992 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Dean Hill Rd |
3 bd · 2 ba · 1,605 sqft built 1965 · 0.749 acres | $360,000 Nov 2023 | $7,937 2024 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Dean Hill Rd |
6 bd · 2.5 ba · 2,242 sqft built 1978 · 1.7 acres | $247,400 Aug 2007 | $9,597 2024 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Dean Hill Rd |
4 bd · 3 ba · 2,174 sqft built 1987 · 1.2 acres | $340,000 Jun 2004 | $11,458 2024 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Dean Hill Rd |
3 bd · 2 ba · 3,306 sqft built 1965 · 1 acre | $460,000 Aug 2008 | $12,983 2024 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Dean Hill Rd |
3 bd · 3.5 ba · 3,322 sqft built 2021 · 1.5 acres | $82,500 Aug 2019 | $12,416 2024 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
33 Dean Hill Rd |
2 bd · 2.5 ba · 2,028 sqft built 2021 · 1.17 acres | $66,250 Jan 2020 | $10,302 2024 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41 Dean Hill Rd |
4 bd · 2.5 ba · 2,858 sqft built 2005 · 0.919 acres | $475,000 Jan 2021 | $14,427 2024 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
45 Dean Hill Rd |
4 bd · 2.5 ba · 3,008 sqft built 2004 · 0.85 acres | $488,000 Jul 2004 | $15,662 2024 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
49 Dean Hill Rd |
4 bd · 2.5 ba · 2,941 sqft built 2003 · 0.35 acres | $484,000 Jan 2004 | $17,964 2024 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
53 Dean Hill Rd |
5 bd · 6.5 ba · 5,512 sqft built 2004 · 0.483 acres | $690,000 Apr 2004 | $19,459 2024 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
57 Dean Hill Rd |
4 bd · 2.5 ba · 3,000 sqft built 2004 · 0.926 acres | $479,500 Jul 2018 | $18,705 2024 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
61 Dean Hill Rd |
4 bd · 3.5 ba · 3,271 sqft built 2004 · 0.913 acres | $449,750 May 2016 | $20,226 2024 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
74 Dean Hill Rd |
5 bd · 3.5 ba · 3,402 sqft built 1970 · 3.5 acres | $14,611 2024 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
75 Dean Hill Rd |
3 bd · 2.5 ba · 2,970 sqft built 1994 · 1.28 acres | $350,000 Oct 2014 | $13,168 2024 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
93 Dean Hill Rd |
4 bd · 2.5 ba · 2,540 sqft built 2001 · 2.9 acres | $385,000 Jul 2002 | $16,214 2024 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
97 Dean Hill Rd |
3 bd · 2 ba · 2,064 sqft built 1992 · 0.85 acres | $11,984 2024 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
101 Dean Hill Rd |
3 bd · 3 ba · 630 sqft built 1992 · 0.83 acres | $485,000 Jul 2005 | $14,491 2024 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
105 Dean Hill Rd |
4 bd · 2.5 ba · 2,240 sqft built 1990 · 0.819 acres | $11,287 2024 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
106 Dean Hill Rd |
7 bd · 4.5 ba · 5,604 sqft built 1829 · 14.7 acres | $950,000 Aug 1999 | $21,330 2024 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
109 Dean Hill Rd |
3 bd · 2 ba · 1,292 sqft built 1991 · 0.83 acres | $175,000 Nov 1998 | $9,337 2024 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
113 Dean Hill Rd |
3 bd · 2 ba · 1,928 sqft built 1972 · 1 acre | $7,975 2024 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
114 Dean Hill Rd |
3 bd · 1.5 ba · 1,791 sqft built 1979 · 0.622 acres | $505,000 Sep 2024 | $11,148 2024 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
115 Dean Hill Rd |
3 bd · 2 ba · 2,912 sqft built 1991 · 1 acre | $510,000 Jul 2024 | $9,781 2024 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
118 Dean Hill Rd |
5 bd · 2.5 ba · 2,614 sqft built 1979 · 1 acre | $657,500 Jul 2023 | $14,688 2024 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
123 Dean Hill Rd |
3 bd · 1.5 ba · 1,764 sqft built 1999 · 1.1 acres | $46,000 Jun 1999 | $14,050 2024 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
126 Dean Hill Rd |
3 bd · 2.5 ba · 2,514 sqft built 1987 · 2.2 acres | $585,000 Sep 2024 | $11,778 2024 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File |