Hillcrest Ave, Ossining, NY Property Records

Westchester County and Ossining Town property records for 39 addresses on Hillcrest Ave, Ossining, NY · Last verified July 2026

Hillcrest Ave Highlights

Properties 39
Median Sale Price $450,000
Deeds and Mortgages on File 27
Median Price per Sqft $365
Owner Occupied 77%
Median Year Built 1931
Median Ownership Tenure 10 years

Properties on Hillcrest Ave

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

1 Hillcrest Ave

3 bd · 2.5 ba · 2,137 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2 Hillcrest Ave

3 bd · 1 ba · 1,469 sqft · 0.18 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2011 Amount on Record Dec 2009 3 Names on Record Owner Occupied AssessorUpdated Nov 2025

2A Hillcrest Ave

3 bd · 2 ba · 2,048 sqft · 1.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jun 2021 2 Names on Record Assessor + 1 DocumentUpdated May 2026

3 Hillcrest Ave

4 bd · 2.5 ba · 3,560 sqft · 0.76 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$899,000Jan 2007 2 Names on Record AssessorUpdated May 2026

4 Hillcrest Ave

3 bd · 1 ba · 800 sqft · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied AssessorUpdated May 2026

4A Hillcrest Ave

0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Assessor + 1 DocumentUpdated May 2026

5 Hillcrest Ave

0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record AssessorUpdated May 2026

5A Hillcrest Ave

0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record AssessorUpdated May 2026

6 Hillcrest Ave

3 bd · 2.5 ba · 1,181 sqft · 0.119 acres · Garage

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

7 Hillcrest Ave

4 bd · 2 ba · 1,616 sqft · 0.089 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$590,000Jan 2023 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

8 Hillcrest Ave

3 bd · 2 ba · 1,284 sqft · 0.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9 Hillcrest Ave

2 bd · 1 ba · 1,033 sqft · 0.089 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$500,000Oct 2023 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

10 Hillcrest Ave

3 bd · 3 ba · 1,723 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$201,000Feb 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

11 Hillcrest Ave

2 bd · 2 ba · 1,192 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jul 2024 Amount on Record May 2000 1 Name on Record AssessorUpdated May 2026

12 Hillcrest Ave

2 bd · 1 ba · 864 sqft · 0.139 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated May 2026

13 Hillcrest Ave

3 bd · 1 ba · 1,424 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Feb 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

14 Hillcrest Ave

4 bd · 2 ba · 1,440 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

15 Hillcrest Ave

3 bd · 1 ba · 946 sqft · 0.18 acres

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

16 Hillcrest Ave

4 bd · 2 ba · 1,440 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied AssessorUpdated May 2026

18 Hillcrest Ave

4 bd · 2 ba · 2,104 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$34,000Jul 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

19 Hillcrest Ave

3 bd · 2 ba · 882 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Aug 2021 Amount on Record Mar 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

20 Hillcrest Ave

2 bd · 1 ba · 536 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 2016 1 Name on Record Owner Occupied AssessorUpdated May 2026

21 Hillcrest Ave

1 bd · 1 ba · 396 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Jun 2017 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

22 Hillcrest Ave

3 bd · 1 ba · 896 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated May 2026

23 Hillcrest Ave

2 bd · 1 ba · 768 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000May 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

24 Hillcrest Ave

1 bd · 1 ba · 551 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,000Aug 2002 1 Name on Record Owner Occupied AssessorUpdated May 2026

25 Hillcrest Ave

2 bd · 1 ba · 672 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied AssessorUpdated May 2026

26 Hillcrest Ave

3 bd · 2 ba · 1,684 sqft · 0.139 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jan 2018 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

26A Hillcrest Ave

0.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Assessor + 1 DocumentUpdated May 2026

27 Hillcrest Ave

2 bd · 2 ba · 2,383 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Nov 2024 Amount on Record Jan 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

28 Hillcrest Ave

2 bd · 1 ba · 1,000 sqft · 0.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$153,750Sep 2021 Amount on Record Jan 2020 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

29 Hillcrest Ave

2 bd · 1 ba · 1,248 sqft · 0.21 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$340,000Aug 2010 Amount on Record Oct 1994 2 Names on Record Owner Occupied AssessorUpdated May 2026

30 Hillcrest Ave

2 bd · 1 ba · 704 sqft · 0.089 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$217,000Jun 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

31 Hillcrest Ave

2 bd · 1 ba · 1,228 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$329,600Jan 2007 Amount on Record May 2004 1 Name on Record Owner Occupied AssessorUpdated May 2026

32 Hillcrest Ave

5 bd · 2 ba · 1,280 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$379,000Jan 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Hillcrest Ave

3 bd · 2.5 ba · 1,841 sqft · 0.189 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

36 Hillcrest Ave

3 bd · 1.5 ba · 1,292 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated May 2026

37 Hillcrest Ave

0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,000Oct 2019 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

38 Hillcrest Ave

1 bd · 1 ba · 814 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Hillcrest Ave

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 6,849 per year
ExposureDirect
3 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets