Highland Ave, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 20 addresses on Highland Ave, Chappaqua, NY · Last verified October 2026

Highland Ave Highlights

Properties 20
Median Sale Price $515,000
Deeds and Mortgages on File 21
Median Price per Sqft $422
Owner Occupied 95%
Median Annual Tax Bill $16,253
Median Year Built 1930
Median Ownership Tenure 13 years

Properties on Highland Ave

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

6 Highland Ave

1 bd · 1 ba · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9442026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

8 Highland Ave

2 bd · 2 ba · 898 sqft · built 1930 · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$484,000Nov 2021 $10,7512026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

10 Highland Ave

3 bd · 2 ba · 1,594 sqft · built 1987 · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,3642026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

12 Highland Ave

1 bd · 2 ba · 767 sqft · built 1987 · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000May 2025 $7,5082026 Amount on Record Nov 2002 Owner on Record Assessor + 3 DocumentsUpdated Oct 2026

14 Highland Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Apr 2019 $7,0862026 Amount on Record Sep 2006 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

16 Highland Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Sep 2015 $7,0862026 Amount on Record Jul 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

18 Highland Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$372,500Jan 2023 $7,0862026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

20 Highland Ave

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jan 2007 $7,7752026 Amount on Record Mar 2006 Owner on Record Owner Occupied AssessorUpdated Oct 2026

21 Highland Ave

4 bd · 1.5 ba · 2,414 sqft · built 1927 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$593,100May 2000 $20,2052026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

22 Highland Ave

3 bd · 1.5 ba · 1,325 sqft · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$254,900Oct 1998 $9,2822026 Amount on Record Apr 1996 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

24 Highland Ave

3 bd · 2 ba · 1,904 sqft · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jul 1997 $8,5032026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

26 Highland Ave

2 bd · 2 ba · 1,786 sqft · 0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,000Feb 2002 $9,9162026 Amount on Record Sep 1995 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27 Highland Ave

3 bd · 1.5 ba · 2,023 sqft · built 1930 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$659,000Jun 2018 $15,4462026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

30 Highland Ave

3 bd · 1.5 ba · 1,125 sqft · built 1957 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$599,000Aug 2006 $15,1462026 Amount on Record May 2000 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

33 Highland Ave

2 bd · 1 ba · 1,039 sqft · built 1890 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,6622026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

39 Highland Ave

5 bd · 3.5 ba · 4,543 sqft · built 1890 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$472,100Jun 2006 $19,6632026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

40 Highland Ave

2 bd · 2 ba · 1,786 sqft · built 1956 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$755,000Sep 2013 $26,5522026 Amount on Record Oct 2006 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

48 Highland Ave

2 bd · 1 ba · 880 sqft · built 1910 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Jul 2000 $10,0112026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

49 Highland Ave

3 bd · 2 ba · 1,971 sqft · built 1963 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$589,000May 2017 $18,9382026 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

59 Highland Ave

4 bd · 4 ba · 3,744 sqft · built 1897 · 0.819 acres

Last Sale Tax Bill Prior Sale Owner Records
$999,000Aug 2013 $37,9942026 Amount on Record Jul 1995 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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