Hillside Ave, New Windsor, NY Property Records

Orange County, New Windsor Town and Tuxedo Town property records for 24 addresses on Hillside Ave, New Windsor, NY · Last verified August 2026

Hillside Ave Highlights

Properties 24
Median Sale Price $460,000
Deeds and Mortgages on File 12
Median Price per Sqft $164
Owner Occupied 71%
Median Annual Tax Bill $7,986
Median Year Built 1952
Median Ownership Tenure 19 years

Properties on Hillside Ave

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

3 Hillside Ave

3 bd · 2 ba · 2,636 sqft · built 1952 · 0.686 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,4542024 2 Names on Record Owner Occupied AssessorUpdated May 2026

4 Hillside Ave

3 bd · 1 ba · 1,311 sqft · built 1941 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Dec 2001 $9,4142024 —Mar 1994 1 Name on Record Owner Occupied AssessorUpdated May 2026

12 Hillside Ave

3 bd · 2 ba · 1,440 sqft · built 1942 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Apr 2006 $7,9862024 Amount on Record Mar 2004 1 Name on Record Owner Occupied AssessorUpdated May 2026

15 Hillside Ave

4 bd · 1 ba · 1,536 sqft · built 1950 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$252,632Nov 2011 $8,5992024 Amount on Record Nov 2010 1 Name on Record Owner Occupied AssessorUpdated May 2026

16 Hillside Ave

3 bd · 1 ba · 1,156 sqft · built 1941 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2542024 1 Name on Record Owner Occupied AssessorUpdated May 2026

19 Hillside Ave

4 bd · 3 ba · 2,286 sqft · built 1953 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,695Nov 2006 $8,0192024 Amount on Record Aug 2006 1 Name on Record AssessorUpdated May 2026

20 Hillside Ave

2 bd · 1 ba · 1,075 sqft · built 1941 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8032024 1 Name on Record AssessorUpdated May 2026

21 Hillside Ave

3 bd · 1 ba · 960 sqft · built 1953 · 0.557 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Dec 2000 $6,0182024 1 Name on Record AssessorUpdated May 2026

23 Hillside Ave

5 bd · 2 ba · 2,114 sqft · built 1952 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Feb 2025 $7,0262024 Amount on Record Oct 2024 2 Names on Record AssessorUpdated May 2026

24 Hillside Ave

4 bd · 1.5 ba · 1,568 sqft · built 1950 · 0.224 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,400Jul 2007 $7,0032024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

27 Hillside Ave

4 bd · 1 ba · 1,495 sqft · built 1951 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Oct 1996 $6,3712024 Amount on Record Jan 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

28 Hillside Ave

3 bd · 2.5 ba · 1,512 sqft · built 1950 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6772025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

29 Hillside Ave

3 bd · 2.5 ba · 1,936 sqft · built 1988 · 0.398 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Oct 2000 $8,1492024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

31 Hillside Ave

5 bd · 2 ba · 2,580 sqft · built 1952 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jul 2018 $8,7212024 1 Name on Record AssessorUpdated May 2026

32 Hillside Ave

3 bd · 2 ba · 1,568 sqft · built 1947 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$233,200Mar 2008 $6,6572024 1 Name on Record Owner Occupied AssessorUpdated May 2026

34 Hillside Ave

3 bd · 2.5 ba · 2,456 sqft · built 1967 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,500May 2009 $10,5032024 —May 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

35 Hillside Ave

3 bd · 1 ba · 1,088 sqft · built 1955 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,900Sep 2019 $5,3182024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

39 Hillside Ave

5 bd · 3.5 ba · 2,900 sqft · built 1955 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jan 2006 $8,7122024 1 Name on Record Owner Occupied AssessorUpdated May 2026

40 Hillside Ave

4 bd · 2.5 ba · 2,644 sqft · built 1963 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Dec 2025 $6,1652024 Amount on Record Mar 2022 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

43 Hillside Ave

4 bd · 2 ba · 1,624 sqft · built 1951 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 1997 $6,7932024 1 Name on Record Owner Occupied AssessorUpdated May 2026

44 Hillside Ave

4 bd · 2 ba · 1,952 sqft · built 1955 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Apr 1997 $8,3652024 Amount on Record — 1 Name on Record Owner Occupied AssessorUpdated May 2026

46 Hillside Ave

3 bd · 2.5 ba · 1,740 sqft · built 1972 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,300Apr 2023 $9,7922024 Amount on Record Oct 2008 1 Name on Record Assessor + 1 DocumentUpdated May 2026

48 Hillside Ave

3 bd · 1 ba · 864 sqft · built 1954 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5752024 1 Name on Record Owner Occupied AssessorUpdated May 2026

56 Hillside Ave

4 bd · 3.5 ba · 3,540 sqft · built 1994 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$537,500Oct 2022 $12,2692024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

Wildfire Risk on Hillside Ave

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

Wildfire RiskLow
this street's cells rank above 8% of the US · above 21% of New York
Wildfire LikelihoodAbout 1 in 7,895 per year
ExposureDirect
2 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets