Westchester County and Ossining Town property records for 30 addresses on Pleasantville Rd, Ossining, NY · Last verified October 2026
| Properties | 30 |
|---|---|
| Median Sale Price | $495,000 |
| Deeds and Mortgages on File | 21 |
| Median Price per Sqft | $399 |
| Owner Occupied | 50% |
| Median Annual Tax Bill | $10,475 |
| Median Year Built | 1958 |
| Median Ownership Tenure | 16 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $35,4552026 | Owner on Record | AssessorUpdated Oct 2026 |
0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,7892026 | Owner on Record | AssessorUpdated Oct 2026 |
6 bd · 3 ba · 1,756 sqft · built 1882 · 0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Jan 2015 | $16,0942026 | Amount on Record Mar 1995 | 2 Owners on Record | AssessorUpdated Oct 2026 |
0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,8142026 | Owner on Record | AssessorUpdated Oct 2026 |
0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Aug 2021 | $33,3292026 | Owner on Record | Assessor + 3 DocumentsUpdated Oct 2026 |
7 bd · 6.5 ba · 5,464 sqft · built 1875 · 0.369 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $36,2472026 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
7 bd · 3 ba · 3,128 sqft · built 1950 · 0.319 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Nov 2017 | $22,3942026 | Amount on Record Jan 2001 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
0.289 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,560,000Jan 2003 | $26,0422026 | Amount on Record Oct 1995 | Owner on Record | AssessorUpdated Oct 2026 |
4 bd · 1 ba · 1,676 sqft · built 1900 · 0.139 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,7432026 | Owner on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 3 ba · 2,096 sqft · built 1900 · 0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Aug 1996 | $22,0102026 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
7 bd · 3 ba · 1,434 sqft · built 1925 · 0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $311,000Jun 2003 | $15,0982026 | Amount on Record Sep 1995 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,400,000Dec 2018 | $52,3182026 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 2 ba · 1,272 sqft · built 1925 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,2392026 | Owner on Record | AssessorUpdated Oct 2026 |
0.719 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $107,4342026 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 1.5 ba · 1,111 sqft · built 1892 · 0.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $160,000Sep 2002 | $6,4562026 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 2 ba · 2,350 sqft · built 1958 · 0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Mar 1994 | $16,3902026 | Owner on Record | AssessorUpdated Oct 2026 |
0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $19,6532026 | Owner on Record | AssessorUpdated Oct 2026 |
2 bd · 1 ba · 1,162 sqft · built 1950 · 0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $108,000Sep 1998 | $13,9972026 | Amount on Record — | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 1 ba · 1,152 sqft · built 1950 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Dec 1995 | $13,2762026 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 2 ba · 1,344 sqft · built 1960 · 0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,0502026 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
8 bd · 3 ba · 2,025 sqft · built 1981 · 0.489 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,9172026 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
2 bd · 1 ba · 1,152 sqft · built 1960 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Aug 2026 | $13,8532026 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 1 ba · 1,152 sqft · built 1960 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Mar 2023 | $14,1212026 | Amount on Record Nov 1999 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 2 ba · 1,152 sqft · built 1960 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Aug 2010 | $15,5432026 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,519 sqft · built 1947 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,7482026 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2 ba · 1,418 sqft · built 1967 · 0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Sep 2002 | $8,2032026 | Amount on Record Apr 1997 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2.5 ba · 1,166 sqft · built 1959 · 0.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $495,000Jan 2025 | $16,5462026 | Amount on Record Dec 2023 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 2 ba · 1,528 sqft · built 1959 · 0.189 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Jun 2020 | $15,9452026 | Amount on Record Dec 2008 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 1,054 sqft · built 1960 · 0.139 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,2042026 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 2 ba · 1,108 sqft · built 1959 · 0.189 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Oct 2024 | $15,8242026 | Amount on Record Aug 2007 | 2 Owners on Record | AssessorUpdated Oct 2026 |