Prospect Dr, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 20 addresses on Prospect Dr, Chappaqua, NY · Last verified August 2026

Prospect Dr Highlights

Properties 20
Median Sale Price $970,000
Deeds and Mortgages on File 19
Median Price per Sqft $460
Owner Occupied 85%
Median Annual Tax Bill $15,365
Median Year Built 1928
Median Ownership Tenure 16 years

Properties on Prospect Dr

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

11 Prospect Dr

3 bd · 2 ba · 1,802 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$889,000May 2021 $9,7352025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

20 Prospect Dr

3 bd · 3 ba · 2,524 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$15,8562025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

21 Prospect Dr

3 bd · 3 ba · 2,029 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$755,000Oct 2004 $8,2452025 Amount on Record Apr 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

36 Prospect Dr

2 bd · 1 ba · 933 sqft · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Oct 1994 $23,7842025 2 Names on Record Owner Occupied AssessorUpdated May 2026

37 Prospect Dr

5 bd · 2.5 ba · 3,282 sqft · 0.71 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,8402025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

42 Prospect Dr

4 bd · 2 ba · 1,788 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$823,000Aug 2019 $14,5882025 Amount on Record Aug 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

48 Prospect Dr

2 bd · 1 ba · 1,531 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$574,000Oct 2004 $30,1272025 Amount on Record Oct 1999 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

56 Prospect Dr

5 bd · 3 ba · 2,722 sqft · 0.75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$31,1342025 2 Names on Record AssessorUpdated May 2026

79 Prospect Dr

5 bd · 3.5 ba · 3,119 sqft · 0.389 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,060,000Jul 2021 $20,8112025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

80 Prospect Dr

4 bd · 2.5 ba · 2,486 sqft · 0.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,160,000Oct 2020 $15,8562025 Amount on Record Aug 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

85 Prospect Dr

3 bd · 2 ba · 1,367 sqft · 0.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$322,584Aug 2010 $13,4782025 Amount on Record Mar 1999 2 Names on Record AssessorUpdated May 2026

86 Prospect Dr

3 bd · 1.5 ba · 2,164 sqft · 0.21 acres · Garage

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

90 Prospect Dr

4 bd · 2 ba · 2,804 sqft · 1.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,815,090Sep 2025 $21,0892025 Amount on Record Sep 2016 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

96 Prospect Dr

4 bd · 2 ba · 2,473 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$815,000Mar 2020 $10,6232025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

100 Prospect Dr

4 bd · 2.5 ba · 3,046 sqft · 0.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$970,000Jul 2014 $8,7212025 2 Names on Record Owner Occupied AssessorUpdated May 2026

111 Prospect Dr

5 bd · 3.5 ba · 4,166 sqft · 0.669 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,280,000Oct 2002 $15,3652025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

120 Prospect Dr

4 bd · 2.5 ba · 3,432 sqft · 0.8 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$645,000Jul 1998 $3802025 2 Names on Record Owner Occupied AssessorUpdated May 2026

125 Prospect Dr

4 bd · 3 ba · 2,324 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000Jan 1995 $9,3552025 1 Name on Record Owner Occupied AssessorUpdated May 2026

127 Prospect Dr

4 bd · 2 ba · 2,456 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$632,500Mar 2002 $28,2432025 Amount on Record Sep 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

128 Prospect Dr

5 bd · 3 ba · 1,890 sqft · 0.5 acres · Garage

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

Wildfire Risk on Prospect Dr

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 8,108 per year
ExposureDirect
1 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets