Winchester Ave, Peekskill, NY Property Records

Westchester County and Peekskill City property records for 72 addresses on Winchester Ave, Peekskill, NY · Last verified August 2026

Winchester Ave Highlights

Properties 72
Median Sale Price $415,000
Deeds and Mortgages on File 65
Owner Occupied 81%
Median Annual Tax Bill $8,900
Median Ownership Tenure 14 years

Properties on Winchester Ave

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

1 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Apr 2005 $8,3952025 Amount on Record May 2004 2 Names on Record Owner Occupied AssessorUpdated May 2026

2 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,1032025 1 Name on Record Owner Occupied AssessorUpdated May 2026

3 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,3952025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Feb 2007 $9,1032025 Amount on Record Apr 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

5 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,000Nov 2015 $8,3952025 1 Name on Record Owner Occupied AssessorUpdated May 2026

6 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Oct 2019 $7,3832025 Amount on Record Apr 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

7 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$141,000Jun 2000 $10,1142025 2 Names on Record Assessor + 4 DocumentsUpdated May 2026

8 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Sep 2022 $7,3832025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$347,625Jul 2007 $8,3952025 2 Names on Record Owner Occupied AssessorUpdated May 2026

10 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$362,000Mar 2021 $9,1032025 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

11 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$342,500Oct 2007 $8,3952025 Amount on Record Aug 2002 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

12 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$332,500Aug 2006 $8,4122025 Amount on Record Nov 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

13 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$502,500Aug 2024 $10,1142025 Amount on Record Jun 2001 1 Name on Record AssessorUpdated May 2026

14 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Mar 2016 $7,3832025 Amount on Record Jun 2005 1 Name on Record Owner Occupied AssessorUpdated May 2026

15 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Feb 2005 $10,1142025 Amount on Record Apr 2004 1 Name on Record Owner Occupied AssessorUpdated May 2026

16 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,000Feb 2026 $7,3832025 Amount on Record Dec 2022 2 Names on Record Assessor + 3 DocumentsUpdated Jun 2026

17 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3042025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

18 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3832025 1 Name on Record Owner Occupied AssessorUpdated May 2026

19 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5412025 2 Names on Record Owner Occupied AssessorUpdated May 2026

20 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$328,600Aug 2006 $7,7422025 Amount on Record Aug 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

21 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$451,000Jun 2023 $10,1142025 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

22 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,500Jun 2007 $9,1032025 Amount on Record Feb 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

23 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,000Oct 1997 $9,3712025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

24 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$279,779Feb 2014 $7,9512025 Amount on Record Jun 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

25 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jul 2002 $9,2712025 2 Names on Record Owner Occupied AssessorUpdated May 2026

26 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$244,000Sep 2015 $7,3832025 Amount on Record Oct 2010 1 Name on Record Owner Occupied AssessorUpdated May 2026

27 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,1592025 2 Names on Record AssessorUpdated May 2026

28 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,500Jul 1997 $7,3832025 2 Names on Record Owner Occupied AssessorUpdated May 2026

29 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,1142025 1 Name on Record Owner Occupied AssessorUpdated May 2026

30 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jun 2015 $8,9002025 Amount on Record Mar 1999 1 Name on Record Owner Occupied AssessorUpdated May 2026

31 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000May 2026 $6,3972025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

32 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,500Apr 2001 $8,9002025 Amount on Record Jan 1996 1 Name on Record Owner Occupied AssessorUpdated May 2026

33 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,000Jun 1995 $7,3832025 2 Names on Record Owner Occupied AssessorUpdated May 2026

34 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jul 2004 $9,1032025 Amount on Record Jul 1998 1 Name on Record AssessorUpdated May 2026

35 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3832025 1 Name on Record Owner Occupied AssessorUpdated May 2026

36 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Sep 2004 $9,1032025 Amount on Record Jul 1998 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

37 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Sep 2006 $9,1032025 Amount on Record Aug 1996 1 Name on Record Owner Occupied AssessorUpdated May 2026

38 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,000Dec 2021 $7,3832025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

39 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,200Aug 2006 $9,1032025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

40 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3832025 1 Name on Record Owner Occupied AssessorUpdated May 2026

41 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jun 2009 $7,3832025 Amount on Record Dec 2008 2 Names on Record Assessor + 1 DocumentUpdated May 2026

42 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Aug 2011 $9,1032025 Amount on Record Dec 2007 1 Name on Record Owner Occupied AssessorUpdated May 2026

43 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jun 2017 $7,3832025 Amount on Record Jul 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

44 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$122,900Dec 1998 $8,4122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

45 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Mar 2000 $9,1032025 1 Name on Record AssessorUpdated May 2026

46 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$374,000Sep 2022 $9,6092025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

47 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,000Feb 2017 $9,1032025 Amount on Record Dec 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

48 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000Feb 2014 $9,6092025 Amount on Record Oct 2007 1 Name on Record Owner Occupied AssessorUpdated May 2026

49 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jan 2023 $7,3832025 Amount on Record May 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

51 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3832025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

53 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 2005 $9,1032025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

55 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Jul 2004 $9,1032025 Amount on Record Dec 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

57 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,900Jan 2018 $7,3832025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

59 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$326,480Dec 2006 $7,3832025 Amount on Record Sep 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

61 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Nov 2015 $9,1032025 Amount on Record Nov 2014 2 Names on Record AssessorUpdated Aug 2026

63 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$364,000Jul 2019 $9,1032025 Amount on Record Jul 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

65 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6092025 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Aug 2026

67 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jun 2026 $9,6092025 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

69 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Apr 2022 $9,1032025 Amount on Record May 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

71 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$448,000Jun 2024 $9,1032025 Amount on Record Jun 2016 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

73 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Aug 2024 $7,3832025 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

75 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Sep 2012 $7,3832025 Amount on Record Mar 2012 1 Name on Record Owner Occupied AssessorUpdated May 2026

77 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Oct 2004 $9,1032025 1 Name on Record Owner Occupied AssessorUpdated May 2026

79 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Apr 1999 $9,1032025 Amount on Record Mar 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

81 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$418,000Dec 2024 $7,3832025 Amount on Record Aug 2016 2 Names on Record AssessorUpdated May 2026

83 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Mar 2025 $7,3832025 Amount on Record Aug 2008 2 Names on Record AssessorUpdated May 2026

85 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6092025 2 Names on Record Owner Occupied AssessorUpdated May 2026

87 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,000May 2007 $8,9002025 Amount on Record Jun 2003 2 Names on Record Owner Occupied AssessorUpdated May 2026

89 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Jan 2007 $7,3832025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

91 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jul 1994 $7,3832025 1 Name on Record Owner Occupied AssessorUpdated May 2026

93 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Aug 2021 $8,9002025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

95 Winchester Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,000Jan 2021 $8,9002025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

Wildfire Risk on Winchester Ave

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

Wildfire Risk to HomesNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets