Dutchess County and Pawling Town property records for 10 addresses on Highlands Dr, Pawling, NY · Last verified October 2026
| Properties | 10 |
|---|---|
| Median Sale Price | $458,000 |
| Deeds and Mortgages on File | 16 |
| Median Price per Sqft | $120 |
| Owner Occupied | 60% |
| Median Annual Tax Bill | $19,158 |
| Median Year Built | 2004 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
2 bd · 3.5 ba · 3,312 sqft · built 2001 · 1.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $371,000Mar 2011 | $22,1402025 | Amount on Record Mar 2002 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4 bd · 2.5 ba · 3,872 sqft · built 2002 · 0.719 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Feb 2017 | $12,9152025 | Amount on Record Feb 2012 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
1.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1622025 | 2 Owners on Record | AssessorUpdated May 2026 |
4 bd · 4 ba · 3,739 sqft · built 2004 · 1.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $740,000May 2025 | $28,3182025 | Amount on Record Jan 2019 | Owner on Record | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 4.5 ba · 3,716 sqft · built 2004 · 1.93 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,500Feb 2021 | $19,1582025 | Amount on Record Feb 2020 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
5 bd · 4 ba · 3,569 sqft · built 2004 · 0.73 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Mar 2025 | $25,4392025 | Amount on Record Jul 2005 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
5 bd · 3 ba · 3,337 sqft · built 2003 · 0.889 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $540,000Oct 2006 | $14,3022025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,813 sqft · built 2006 · 1.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $458,000Feb 2011 | $14,0132025 | Amount on Record Jul 2010 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 3 ba · 3,580 sqft · built 2015 · 0.939 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Jul 2011 | Owner on Record | Assessor + 4 DocumentsUpdated Feb 2024 |
6.48 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | AssessorUpdated May 2026 |