Westchester County and Ossining Town property records for 75 addresses on N Highland Ave, Ossining, NY · Last verified August 2026
| Properties | 75 |
|---|---|
| Median Sale Price | $800,000 |
| Deeds and Mortgages on File | 42 |
| Median Price per Sqft | $326 |
| Owner Occupied | 23% |
| Median Annual Tax Bill | $12,549 |
| Median Year Built | 1920 |
| Median Ownership Tenure | 13 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
0.139 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,200 sqft · built 1977 · 0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Nov 1996 | $11,8862025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jun 2026 |
3 bd · 2.5 ba · 2,080 sqft · built 1986 · 0.169 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Feb 2017 | $12,5492025 | Amount on Record May 2010 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.089 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0992025 | 2 Owners on Record | Assessor + 2 DocumentsUpdated May 2026 |
0.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $162,000Nov 1996 | $16,3422025 | Owner on Record | AssessorUpdated May 2026 |
0.069 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,9092025 | Owner on Record | AssessorUpdated May 2026 |
0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Oct 2024 | $3,6012025 | Amount on Record May 2000 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.089 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5722025 | Owner on Record | AssessorUpdated May 2026 |
0.169 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $16,3172025 | Owner on Record | AssessorUpdated May 2026 |
0.069 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,3232025 | Owner on Record | AssessorUpdated May 2026 |
0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,3622025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $455,000Oct 2017 | $11,6972025 | Amount on Record Aug 2008 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $21,8862025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $487,500Sep 1994 | $9,3432025 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,320 sqft · built 1870 · 0.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,4552025 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,744 sqft · built 1900 · 0.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $147,000Mar 2001 | $15,5522025 | Owner on Record | AssessorUpdated May 2026 |
0.069 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,9052025 | 2 Owners on Record | AssessorUpdated May 2026 |
5 bd · 2 ba · 2,288 sqft · built 1875 · 0.089 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $137,000Nov 1999 | $4302025 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,200 sqft · built 1900 · 0.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Jun 2000 | $13,1162025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,448 sqft · built 1900 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,2142025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,944 sqft · built 1860 · 0.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,6792025 | Owner on Record | AssessorUpdated May 2026 |
0.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $689,000Nov 2017 | $31,7512025 | Amount on Record May 2013 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 2 ba · 2,192 sqft · built 1900 · 0.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Nov 2013 | $18,5502025 | Owner on Record | Assessor + 1 DocumentUpdated Jul 2026 |
9 bd · 4 ba · 2,718 sqft · built 1870 · 0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Dec 2009 | $7,9572025 | Amount on Record Jul 2009 | Owner on Record | Assessor + 1 DocumentUpdated Jul 2026 |
1 bd · 1 ba · 1,110 sqft · built 1875 · 0.039 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $354,500Dec 2005 | $9,1702025 | Amount on Record Mar 2003 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 1 ba · 888 sqft · built 1870 · 0.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $345,000May 2026 | $3,0392025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Apr 2024 | $5,9582025 | Amount on Record May 2000 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.089 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $540,000Aug 2025 | $11,9802025 | Amount on Record Feb 2014 | 2 Owners on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,368 sqft · built 1920 · 0.069 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000May 2019 | $4,9632025 | Amount on Record Nov 2010 | Owner on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
0.85 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,025,000Jan 2019 | $18,1362025 | Amount on Record Mar 2004 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
0.45 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,7472025 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,002 sqft · built 1857 · 0.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Jan 2008 | $14,3502025 | Amount on Record Dec 2000 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
0.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,8782025 | Owner on Record | AssessorUpdated May 2026 |
0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $23,0042025 | Owner on Record | AssessorUpdated May 2026 |
0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,040,000Aug 2014 | $27,3842025 | Amount on Record Dec 2008 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
4.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000May 2004 | $23,3342025 | Amount on Record Jan 1997 | Owner on Record | AssessorUpdated May 2026 |
0.319 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Jan 2008 | $54,4482025 | Owner on Record | AssessorUpdated May 2026 |
0.469 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,0532025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2.5 ba · 2,667 sqft · built 1900 · 0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,0832025 | Owner on Record | AssessorUpdated May 2026 |
0.939 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Nov 2004 | $4,6302025 | Owner on Record | AssessorUpdated May 2026 |
0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Feb 2016 | $9,1822025 | Amount on Record Mar 2006 | Owner on Record | AssessorUpdated May 2026 |
0.469 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $21,7902025 | Owner on Record | AssessorUpdated May 2026 |
6 bd · 2 ba · 1,248 sqft · built 1924 · 0.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $540,000Apr 2025 | $10,7122025 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 1 ba · 1,500 sqft · built 1929 · 0.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000May 2023 | $21,0122025 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
0.539 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Aug 2015 | $25,6932025 | Amount on Record Jun 1997 | Owner on Record | AssessorUpdated May 2026 |
0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,000,000Apr 2021 | $17,5602025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 2,008 sqft · built 1922 · 0.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000Oct 2025 | $8,6402025 | Amount on Record Aug 2020 | Owner on Record | Assessor + 1 DocumentUpdated Jun 2026 |
8 bd · 5 ba · 4,294 sqft · built 1870 · 0.239 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $231,000Sep 2009 | $11,9502025 | Amount on Record Jul 2008 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 2,294 sqft · built 1995 · 0.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jan 2007 | $7,5672025 | Amount on Record May 2005 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
1.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $22,2002025 | Owner on Record | AssessorUpdated May 2026 |
7 bd · 1.5 ba · 1,180 sqft · built 1885 · 0.089 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Nov 2022 | $7,9412025 | Amount on Record Oct 2008 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $825,000Sep 2023 | $7,1852025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
7 bd · 5 ba · 3,274 sqft · built 1920 · 0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $27,8262025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
0.83 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Dec 2014 | $35,6172025 | Amount on Record Aug 2010 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
0.189 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,0842025 | Owner on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
15.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $70,000,000Mar 2022 | Owner on Record | Assessor + 1 DocumentUpdated Jun 2026 |
4 bd · 1 ba · 1,632 sqft · built 1925 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Jul 2005 | $13,1412025 | Amount on Record Jun 2005 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,036 sqft · built 2006 · 0.169 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $527,000Nov 2007 | $12,3782025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,4582025 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,262 sqft · built 1924 · 0.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,500Oct 2017 | $20,0962025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
0.339 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,300,000May 2011 | $13,5352025 | Owner on Record | AssessorUpdated May 2026 |
0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $690,000Jun 2008 | $22,7672025 | Amount on Record Jun 2000 | 2 Owners on Record | AssessorUpdated May 2026 |
0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $231,000Sep 2009 | $10,9552025 | Owner on Record | AssessorUpdated May 2026 |
0.86 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,500,000Jan 2006 | $10,1252025 | Owner on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 600 sqft · built 1948 · 0.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $545,000Sep 2006 | $12,3622025 | Amount on Record Oct 2004 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,200 sqft · built 1986 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,1942025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
1.55 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $231,000Sep 2009 | $29,9642025 | Owner on Record | AssessorUpdated May 2026 |
56.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,506,1722025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 3 ba · 2,994 sqft · built 1929 · 0.339 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Jan 1998 | $12,0302025 | —Jan 1998 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
1.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,9942025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,088 sqft · built 1960 · 1.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000May 2016 | $26,8262025 | Amount on Record Oct 2004 | Owner on Record | AssessorUpdated Jul 2026 |
10.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $16,783,868Sep 2008 | $24,7682025 | Amount on Record Sep 2002 | Owner on Record | AssessorUpdated May 2026 |
2.88 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,000Jun 2024 | $11,2992025 | Owner on Record | AssessorUpdated May 2026 |
1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Sep 2022 | $16,9412025 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |