Dutchess County and Pawling Town property records for 28 addresses on Overlook Dr, Pawling, NY · Last verified October 2026
| Properties | 28 |
|---|---|
| Median Sale Price | $418,500 |
| Deeds and Mortgages on File | 32 |
| Median Price per Sqft | $197 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $9,240 |
| Median Year Built | 1969 |
| Median Ownership Tenure | 13 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1.5 ba · 2,268 sqft · built 1967 · 1.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $412,000Nov 2007 | $7,9152025 | Amount on Record Feb 2003 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1.5 ba · 1,563 sqft · built 1973 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $156,000Nov 1993 | $8,2552025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,748 sqft · built 1966 · 1.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $338,000Jun 2022 | $7,9922025 | Amount on Record May 2000 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,689 sqft · built 1973 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Aug 2012 | $8,5352025 | Amount on Record Jan 2008 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 3 ba · 1,759 sqft · built 1971 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Oct 2013 | $11,6452025 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
3 bd · 1.5 ba · 1,534 sqft · built 1971 · 1.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Jul 2016 | $9,6682025 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,132 sqft · built 1967 · 2.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Oct 2015 | $9,2692025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,056 sqft · built 1970 · 1.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $229,500Jul 2013 | $8,6272025 | Amount on Record Jan 2004 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 3.5 ba · 2,670 sqft · built 1966 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $170,000Jan 1997 | $11,0232025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,728 sqft · built 1967 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $205,000Jan 2012 | $7,2812025 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,848 sqft · built 1966 · 1.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Nov 1994 | $7,3032025 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
5 bd · 2.5 ba · 2,228 sqft · built 1967 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Aug 2012 | $8,8312025 | Amount on Record May 2006 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 1.5 ba · 2,072 sqft · built 1969 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $466,500Sep 2022 | $8,6922025 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,952 sqft · built 1965 · 1.35 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Sep 2013 | $9,2402025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,728 sqft · built 1965 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $418,500Mar 2021 | $8,8342025 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,460 sqft · built 1968 · 4.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,1552025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 3 ba · 2,180 sqft · built 1993 · 1.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,2522025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3.5 ba · 3,036 sqft · built 1964 · 1.95 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $599,000Jul 2022 | $14,2952025 | Amount on Record Aug 1994 | Owner on Record | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 3 ba · 1,376 sqft · built 1976 · 1.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,2182025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,368 sqft · built 1970 · 1.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Aug 2014 | $9,5202025 | Amount on Record Apr 2007 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,598 sqft · built 1966 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,1882025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 1 ba · 1,840 sqft · built 1970 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $144,000Sep 1999 | $2,0092025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,080 sqft · built 1969 · 2.86 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $110,000Apr 1998 | $9,0552025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,848 sqft · built 1966 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Feb 2014 | $9,8822025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,888 sqft · built 1968 · 2.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,7612025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 3,291 sqft · built 1998 · 5.76 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,125,000Oct 2024 | $21,0552025 | Amount on Record Sep 1996 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,778 sqft · built 1998 · 4.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $63,000Mar 1997 | $9,9232025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2,520 sqft · built 1970 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 2 Owners on Record | AssessorUpdated May 2026 |