Dutchess County and Pawling Town property records for 20 addresses on Lakeside Dr, Pawling, NY · Last verified October 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $310,000 |
| Deeds and Mortgages on File | 16 |
| Median Price per Sqft | $188 |
| Owner Occupied | 75% |
| Median Annual Tax Bill | $8,773 |
| Median Year Built | 1955 |
| Median Ownership Tenure | 18 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
292 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $172023 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,344 sqft · built 1950 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Feb 2000 | $7,9192025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1.5 ba · 2,376 sqft · built 1950 · 0.339 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Mar 2019 | $9,9762025 | Amount on Record Aug 2010 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 2,112 sqft · built 1955 · 0.319 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Oct 2008 | $11,3252025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,704 sqft · built 1941 · 0.739 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,7732025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,446 sqft · built 1935 · 0.66 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Apr 2005 | $9,1912025 | Amount on Record Nov 1995 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,051 sqft · built 1956 · 0.45 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Aug 2016 | $7,9402025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 3,180 sqft · built 2000 · 3.68 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,6392025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 952 sqft · built 1950 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Nov 1997 | $7,0702025 | 2 Owners on Record | AssessorUpdated May 2026 |
4 bd · 1 ba · 1,008 sqft · built 1950 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,4382025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,296 sqft · built 1955 · 1.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,5432025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
5 bd · 4 ba · 2,864 sqft · built 1860 · 6.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $557,500May 2024 | $15,5662025 | Amount on Record Nov 2022 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,544 sqft · built 2007 · 0.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $430,000Aug 2022 | $9,1202025 | Amount on Record Mar 2007 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
10.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | AssessorUpdated May 2026 |
2 bd · 2 ba · 2,123 sqft · built 1969 · 0.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Feb 2020 | $11,2092025 | Amount on Record Feb 2017 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,634 sqft · built 1986 · 0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,4612025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,792 sqft · built 1966 · 0.839 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $337,500Apr 2007 | $6,4002025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,358 sqft · built 1956 · 0.469 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $149,000Jun 1998 | $8,5232025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,024 sqft · built 1930 · 1.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $233,500Jul 2001 | $10,6642025 | Amount on Record Jan 1996 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 3,225 sqft · built 1860 · 62.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | AssessorUpdated May 2026 |