Overlook Rd, Ossining, NY Property Records

Westchester County and New Castle Town property records for 22 addresses on Overlook Rd, Ossining, NY · Last verified August 2026

Overlook Rd Highlights

Properties 22
Median Sale Price $526,000
Deeds and Mortgages on File 26
Median Price per Sqft $260
Owner Occupied 86%
Median Annual Tax Bill $17,167
Median Year Built 1950
Median Ownership Tenure 19 years

Properties on Overlook Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

5 Overlook Rd

4 bd · 2 ba · 1,973 sqft · 0.739 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Mar 2016 $6,0692025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9 Overlook Rd

4 bd · 2.5 ba · 2,854 sqft · 1.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jun 2008 $27,2972025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

15 Overlook Rd

3 bd · 2 ba · 1,187 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$425,000Nov 2002 $11,7862025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16 Overlook Rd

3 bd · 3.5 ba · 2,427 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$767,000Oct 2020 $23,2982025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

18 Overlook Rd

2 bd · 4 ba · 2,320 sqft · 1.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$14,9872025 2 Names on Record Owner Occupied AssessorUpdated May 2026

22 Overlook Rd

6 bd · 3 ba · 2,487 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$610,000Feb 2011 $1,0472025 Amount on Record Sep 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

25 Overlook Rd

2 bd · 3 ba · 1,542 sqft · 1.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Apr 2005 $15,2602025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

29 Overlook Rd

3 bd · 3 ba · 4,333 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jul 2007 $17,1672025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

32 Overlook Rd

3 bd · 2 ba · 1,891 sqft · 1.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$492,500Aug 2010 $14,0462025 Amount on Record Sep 2002 1 Name on Record Assessor + 1 DocumentUpdated May 2026

35 Overlook Rd

2 bd · 2 ba · 2,130 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 1994 $23,0192025 1 Name on Record Owner Occupied AssessorUpdated May 2026

36 Overlook Rd

3 bd · 2 ba · 1,640 sqft · 1.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jul 2017 $1,8722025 Amount on Record Mar 2003 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

39 Overlook Rd

3 bd · 2 ba · 2,225 sqft · 0.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2006 $18,7282025 1 Name on Record Owner Occupied AssessorUpdated May 2026

40 Overlook Rd

3 bd · 3 ba · 2,301 sqft · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,1402025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

41 Overlook Rd

4 bd · 2 ba · 2,722 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Nov 1998 $17,6272025 2 Names on Record Owner Occupied AssessorUpdated May 2026

43 Overlook Rd

3 bd · 3.5 ba · 2,996 sqft · 1.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$926,000Jun 2022 $15,7802025 Amount on Record Oct 2014 2 Names on Record Assessor + 4 DocumentsUpdated Aug 2026

44 Overlook Rd

3 bd · 2 ba · 1,273 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jan 2016 $17,4102025 Amount on Record Jan 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

46 Overlook Rd

4 bd · 2 ba · 2,983 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$526,000Nov 2009 $12,3472025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

48 Overlook Rd

2 bd · 2 ba · 1,200 sqft · 2.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Apr 2000 $22,0202025 1 Name on Record AssessorUpdated May 2026

49 Overlook Rd

3 bd · 2 ba · 3,884 sqft · 1.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$15,6932025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

50 Overlook Rd

3 bd · 3 ba · 2,839 sqft · 2.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Sep 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

52 Overlook Rd

4 bd · 2 ba · 1,842 sqft · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 1998 $60,9982025 —Sep 1997 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

56 Overlook Rd

3 bd · 2 ba · 1,848 sqft · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Nov 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Overlook Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in New York
Wildfire LikelihoodLow — about 1 in 5,195 per year
ExposureDirect
3 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets