Flag Hill Rd, Chappaqua, NY Property Records

Westchester County and Mount Pleasant Town property records for 16 addresses on Flag Hill Rd, Chappaqua, NY · Last verified August 2026

Flag Hill Rd Highlights

Properties 16
Median Sale Price $855,000
Deeds and Mortgages on File 18
Median Price per Sqft $318
Owner Occupied 88%
Median Year Built 1974
Median Ownership Tenure 21 years

Properties on Flag Hill Rd

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

5 Flag Hill Rd

5 bd · 4 ba · 5,413 sqft · 3.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$775,000Jan 2001 Amount on Record — 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

7 Flag Hill Rd

4 bd · 2 ba · 2,479 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Nov 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

11 Flag Hill Rd

4 bd · 2 ba · 2,685 sqft · 0.96 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$595,000Oct 2017 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

15 Flag Hill Rd

3 bd · 3 ba · 2,682 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$855,000Jul 2013 Amount on Record Sep 1998 1 Name on Record AssessorUpdated May 2026

16 Flag Hill Rd

4 bd · 2 ba · 3,129 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,000Aug 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

18 Flag Hill Rd

3 bd · 2 ba · 2,292 sqft · 0.93 acres · Garage

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

20 Flag Hill Rd

4 bd · 3 ba · 3,004 sqft · 0.989 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Nov 2000 Amount on Record Sep 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

21 Flag Hill Rd

5 bd · 3 ba · 1,868 sqft · 0.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,280,000Jan 2025 2 Names on Record AssessorUpdated May 2026

22 Flag Hill Rd

4 bd · 3 ba · 3,175 sqft · 1.05 acres · Garage

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

25 Flag Hill Rd

4 bd · 3 ba · 3,634 sqft · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Oct 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

27 Flag Hill Rd

5 bd · 3 ba · 3,120 sqft · 1.78 acres

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

28 Flag Hill Rd

3 bd · 3 ba · 3,064 sqft · 1.11 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,753,000Mar 2024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

30 Flag Hill Rd

4 bd · 2.5 ba · 2,619 sqft · 1.16 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$689,000Nov 1999 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

31 Flag Hill Rd

4 bd · 3 ba · 3,116 sqft · 2.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$494,000Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

32 Flag Hill Rd

3 bd · 4 ba · 2,583 sqft · 1.08 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

33 Flag Hill Rd

4 bd · 2 ba · 3,192 sqft · 3.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Mar 2005 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Flag Hill Rd

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

Wildfire RiskLow
this street's cells rank at the 6th percentile of exposed land nationally · 9th in New York
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
2 of 2 cells directly exposed · 2 adjoin burnable vegetation

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