Orange County and New Windsor Town property records for 28 addresses on Hilltop Dr, New Windsor, NY · Last verified October 2026
| Properties | 28 |
|---|---|
| Median Sale Price | $320,000 |
| Deeds and Mortgages on File | 37 |
| Median Price per Sqft | $231 |
| Owner Occupied | 79% |
| Median Annual Tax Bill | $6,247 |
| Median Year Built | 1952 |
| Median Ownership Tenure | 8 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
3 bd · 1 ba · 898 sqft · built 1952 · 0.359 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $88,000Apr 1997 | $5,1232024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,696 sqft · built 1951 · 0.362 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000May 2022 | $7,9792024 | Amount on Record Jun 2021 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 2 ba · 1,456 sqft · built 1951 · 0.235 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $233,000Jun 2022 | $6,9962024 | Amount on Record Apr 2007 | 2 Owners on Record | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 1 ba · 1,606 sqft · built 1951 · 0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $429,000Jul 2025 | $5,9422024 | Amount on Record Jul 2022 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 1 ba · 1,862 sqft · built 1953 · 0.228 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,8722024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,008 sqft · built 1952 · 0.229 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $229,000Mar 2021 | $5,9192024 | Amount on Record Aug 2017 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
3 bd · 1 ba · 1,275 sqft · built 1952 · 0.225 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $106,000Aug 2009 | $7,3932024 | Amount on Record Apr 2009 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 1.5 ba · 1,294 sqft · built 1952 · 0.225 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $178,000Dec 2011 | $6,8792024 | Amount on Record Jul 2002 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 1 ba · 1,296 sqft · built 1950 · 0.222 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $403,000Aug 2024 | $6,5042024 | Amount on Record Jun 2024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 2 ba · 1,872 sqft · built 1952 · 0.222 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $432,500Sep 2024 | $7,2532024 | Amount on Record Dec 2017 | 2 Owners on Record | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 1,176 sqft · built 1952 · 0.22 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,000Aug 2000 | $6,5282024 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 992 sqft · built 1952 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $306,000Jan 2022 | $5,3812024 | Amount on Record Nov 2020 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,304 sqft · built 1952 · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,0192024 | 2 Owners on Record | AssessorUpdated Aug 2026 |
3 bd · 1 ba · 976 sqft · built 1952 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,0532024 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 2 ba · 1,980 sqft · built 1953 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Nov 2018 | $7,9552024 | Amount on Record Jun 2009 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 2 ba · 1,284 sqft · built 1953 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Aug 2022 | $5,5682024 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 2 ba · 1,152 sqft · built 1952 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Dec 2021 | $4,9022024 | Amount on Record Jan 2013 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,746 sqft · built 1952 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Sep 2015 | $7,4642024 | Amount on Record Apr 1997 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
2 bd · 1 ba · 1,470 sqft · built 1954 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,8192024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,012 sqft · built 1952 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,0902024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 1,372 sqft · built 1953 · 0.203 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Aug 2005 | $6,6452024 | Owner on Record Owner Occupied | Assessor + 6 DocumentsUpdated Aug 2026 |
3 bd · 3 ba · 1,950 sqft · built 1951 · 0.201 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $262,598May 2005 | $8,4002024 | Amount on Record Jul 1998 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 1 ba · 1,374 sqft · built 1950 · 0.201 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,2702024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,152 sqft · built 1952 · 0.198 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Sep 2009 | $6,3872024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 1 ba · 1,209 sqft · built 1950 · 0.198 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,4402024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 1,215 sqft · built 1951 · 0.239 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Jun 2005 | $5,3812024 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 1.5 ba · 1,486 sqft · built 1951 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $140,000Jan 2013 | $6,2472024 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 984 sqft · built 1952 · 0.191 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $105,000Oct 2020 | $5,2402024 | Amount on Record May 2016 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |