Upland Dr, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 10 addresses on Upland Dr, Chappaqua, NY · Last verified July 2026

Upland Dr Highlights

Properties 10
Median Sale Price $1,332,936
Deeds and Mortgages on File 12
Median Price per Sqft $340
Owner Occupied 100%
Median Annual Tax Bill $31,162
Median Year Built 1967
Median Ownership Tenure 10 years

Properties on Upland Dr

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

8 Upland Dr

4 bd · 2.5 ba · 3,295 sqft · built 1967 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,6012025 Owner on Record Owner Occupied AssessorUpdated May 2026

11 Upland Dr

4 bd · 3 ba · 2,808 sqft · built 1990 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,1632025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

15 Upland Dr

4 bd · 2.5 ba · 2,557 sqft · built 1978 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Aug 2025 $30,1272025 Amount on Record May 2012 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16 Upland Dr

4 bd · 3 ba · 3,584 sqft · built 1950 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$795,000Nov 1995 $46,0632025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

17 Upland Dr

4 bd · 2.5 ba · 3,084 sqft · built 1974 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,089,000Jul 2018 $21,2722025 Amount on Record Dec 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

24 Upland Dr

4 bd · 3 ba · 5,204 sqft · built 2008 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,975,000Nov 2008 $37,1442025 Amount on Record Sep 2007 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

25 Upland Dr

5 bd · 4 ba · 4,042 sqft · built 1937 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,572,000Sep 2014 $32,9422025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

31 Upland Dr

4 bd · 3 ba · 5,661 sqft · built 1938 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,332,936Nov 1999 $28,5412025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

32 Upland Dr

5 bd · 3 ba · 3,765 sqft · built 1938 · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Oct 2020 $26,4722025 Amount on Record Oct 1999 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

39 Upland Dr

4 bd · 4 ba · 5,876 sqft · built 1938 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Jul 2016 $31,1622025 Amount on Record Dec 2005 2 Owners on Record Owner Occupied AssessorUpdated May 2026

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