High Way, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 14 addresses on High Way, Chappaqua, NY · Last verified August 2026

High Way Highlights

Properties 14
Median Sale Price $1,485,000
Deeds and Mortgages on File 17
Median Price per Sqft $438
Owner Occupied 86%
Median Annual Tax Bill $34,071
Median Year Built 1939
Median Ownership Tenure 4 years

Properties on High Way

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

4 High Way

3 bd · 3.5 ba · 3,148 sqft · built 1935 · 1.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$54,4832025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

24 High Way

5 bd · 3 ba · 3,073 sqft · built 1938 · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,4932025 2 Names on Record Owner Occupied AssessorUpdated May 2026

27 High Way

4 bd · 4 ba · 3,664 sqft · built 1939 · 1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,485,000Jul 2011 $52,8622025 Amount on Record Jan 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

33 High Way

3 bd · 3.5 ba · 1,917 sqft · built 1938 · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,465,000Oct 2025 $28,9892025 Amount on Record May 2006 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

36 High Way

4 bd · 3 ba · 3,608 sqft · built 1936 · 1.03 acres

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

40 High Way

5 bd · 3 ba · 3,556 sqft · built 1970 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,559,000Aug 2022 $34,8842025 Amount on Record Dec 2017 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

46 High Way

3 bd · 3 ba · 2,643 sqft · built 1956 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,0552025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

56 High Way

4 bd · 4 ba · 3,763 sqft · built 1954 · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,375,000Mar 2022 $22,1992025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

59 High Way

3 bd · 2.5 ba · 3,546 sqft · built 1938 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,9612025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

69 High Way

4 bd · 5 ba · 3,971 sqft · built 1935 · 1.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,400,000Sep 2022 $37,3262025 Amount on Record Jul 1997 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

70 High Way

5 bd · 4 ba · 3,697 sqft · built 1965 · 1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,0712025 2 Names on Record Owner Occupied AssessorUpdated May 2026

75 High Way

3 bd · 2.5 ba · 3,029 sqft · built 1962 · 1.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,575,000Jun 2007 $33,8312025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

80 High Way

5 bd · 3 ba · 2,222 sqft · built 1957 · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$899,000Jun 2020 $16,2842025 Amount on Record Nov 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

81 High Way

3 bd · 3 ba · 2,285 sqft · built 1936 · 1.06 acres

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

Wildfire Risk on High Way

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

Wildfire RiskLow
this street's cells rank above 20% of the US · above 55% of New York
Wildfire LikelihoodAbout 1 in 10,000 per year
ExposureDirect
2 of 2 cells directly exposed · 2 adjoin burnable vegetation

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