Overlook Dr, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 14 addresses on Overlook Dr, Chappaqua, NY · Last verified May 2026

Overlook Dr Highlights

Properties 14
Median Sale Price $1,360,000
Deeds and Mortgages on File 16
Median Price per Sqft $364
Owner Occupied 71%
Median Annual Tax Bill $36,470
Median Year Built 1947
Median Ownership Tenure 9 years

Properties on Overlook Dr

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

1 Overlook Dr

4 bd · 5 ba · 5,101 sqft · 1.88 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$815,000Feb 1997 $39,3722025 2 Names on Record Owner Occupied AssessorUpdated May 2026

10 Overlook Dr

6 bd · 6 ba · 8,128 sqft · 3.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$995,000Oct 2017 $41,4882025 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

27 Overlook Dr

4 bd · 3 ba · 3,685 sqft · 1.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$610,000Jun 2020 $43,8232025 Amount on Record Nov 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

28 Overlook Dr

5 bd · 5 ba · 8,239 sqft · 2.78 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,000,000Aug 2020 $31,7132025 Amount on Record Jan 2003 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

31 Overlook Dr

4 bd · 3 ba · 3,746 sqft · 1.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,220,000Feb 2005 $55,4982025 2 Names on Record AssessorUpdated May 2026

34 Overlook Dr

4 bd · 5 ba · 4,932 sqft · 1.4 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$34,7012025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

35 Overlook Dr

4 bd · 6 ba · 4,531 sqft · 1.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,700,000Nov 2025 $31,5392025 Amount on Record Oct 1995 2 Names on Record Assessor + 1 DocumentUpdated May 2026

41 Overlook Dr

4 bd · 3 ba · 3,483 sqft · 1.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$975,000Sep 2013 $58,9032025 Amount on Record Nov 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

50 Overlook Dr

6 bd · 4 ba · 4,312 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Oct 2025 $29,6202025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

57 Overlook Dr

4 bd · 4 ba · 4,627 sqft · 1.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$34,7262025 2 Names on Record Owner Occupied AssessorUpdated May 2026

58 Overlook Dr

3 bd · 2.5 ba · 2,242 sqft · 1.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$53,4362025 2 Names on Record Owner Occupied AssessorUpdated May 2026

68 Overlook Dr

4 bd · 3.5 ba · 3,008 sqft · 1.38 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,360,000Feb 2010 $28,8592025 2 Names on Record Owner Occupied AssessorUpdated May 2026

73 Overlook Dr

4 bd · 3.5 ba · 3,123 sqft · 1.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$35,0492025 1 Name on Record Owner Occupied AssessorUpdated May 2026

76 Overlook Dr

4 bd · 2 ba · 3,152 sqft · 1.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$525,500Aug 1996 $36,4702025 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Overlook 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 6,349 per year
ExposureDirect
2 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets