Whippoorwill Rd, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 39 addresses on Whippoorwill Rd, Chappaqua, NY · Last verified August 2026

Whippoorwill Rd Highlights

Properties 39
Median Sale Price $1,225,000
Deeds and Mortgages on File 41
Median Price per Sqft $375
Owner Occupied 77%
Median Annual Tax Bill $37,449
Median Year Built 1965
Median Ownership Tenure 10 years

Properties on Whippoorwill Rd

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

201 Whippoorwill Rd

4 bd · 2 ba · 3,318 sqft · built 1979 · 2.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jan 2024 $35,0032025 Amount on Record May 2002 1 Name on Record Owner Occupied AssessorUpdated May 2026

209 Whippoorwill Rd

4 bd · 3 ba · 5,307 sqft · built 1974 · 5.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,410,000Oct 2013 $41,2272025 Amount on Record Feb 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

211 Whippoorwill Rd

6 bd · 3.5 ba · 3,916 sqft · built 1965 · 2.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,470,000Nov 2021 $41,0682025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

301 Whippoorwill Rd

5 bd · 5 ba · 10,594 sqft · built 2003 · 4.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Jul 2002 $35,1382025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

311 Whippoorwill Rd

4 bd · 5 ba · 4,578 sqft · built 1981 · 3.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$63,7432025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

320 Whippoorwill Rd

5 bd · 5 ba · 6,058 sqft · built 1830 · 3.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,300,000Jul 2002 $70,4152025 2 Names on Record Owner Occupied AssessorUpdated May 2026

321 Whippoorwill Rd

5 bd · 5 ba · 3,793 sqft · built 1992 · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,000,000Aug 2024 $37,4492025 Amount on Record Nov 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

331 Whippoorwill Rd

5 bd · 4 ba · 2,648 sqft · built 1979 · 2.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Jul 2020 $54,2372025 Amount on Record Aug 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

335 Whippoorwill Rd

5 bd · 6 ba · 4,604 sqft · built 1983 · 6.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,500,000Aug 2023 $27,1182025 2 Names on Record Assessor + 4 DocumentsUpdated May 2026

340 Whippoorwill Rd

4 bd · 3.5 ba · 4,919 sqft · built 2017 · 3.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$885,000Apr 2016 $30,2862025 Amount on Record Jun 2007 2 Names on Record Owner Occupied AssessorUpdated May 2026

341 Whippoorwill Rd

7 bd · 9 ba · 8,068 sqft · built 1956 · 10.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,372,500Jul 2008 $89,1172025 2 Names on Record Owner Occupied AssessorUpdated May 2026

344 Whippoorwill Rd

5 bd · 5 ba · 6,808 sqft · built 2002 · 2.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$657,500Sep 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

345 Whippoorwill Rd

6 bd · 5.5 ba · 5,350 sqft · built 1958 · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$918,750Sep 2006 1 Name on Record AssessorUpdated May 2026

348 Whippoorwill Rd

7 bd · 9 ba · 4,366 sqft · 34.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Jan 2014 $56,6352025 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

350 Whippoorwill Rd

4 bd · 4 ba · 4,198 sqft · built 1946 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Sep 2007 $57,3932025 2 Names on Record Owner Occupied AssessorUpdated May 2026

351 Whippoorwill Rd

5 bd · 7 ba · 8,244 sqft · built 2007 · 2.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,900,000Jul 2020 $2,3212025 Amount on Record Jan 2005 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

354 Whippoorwill Rd

5 bd · 4.5 ba · 5,042 sqft · built 1955 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Sep 2020 $71,7902025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$2,5372025 1 Name on Record AssessorUpdated May 2026

359 Whippoorwill Rd

7.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,0002025 1 Name on Record AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$3,665,140May 2007 2 Names on Record AssessorUpdated Jun 2023

363 Whippoorwill Rd

4 bd · 2 ba · 3,466 sqft · built 1952 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Dec 2020 $33,9472025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

365 Whippoorwill Rd

5 bd · 5 ba · 6,068 sqft · built 1994 · 4.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Aug 2019 $30,1752025 Amount on Record Jan 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

369 Whippoorwill Rd

5 bd · 5 ba · 7,391 sqft · built 1994 · 2.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,005,000Jun 2024 $30,7302025 Amount on Record Jan 2021 1 Name on Record Assessor + 1 DocumentUpdated May 2026

370 Whippoorwill Rd

6 bd · 3 ba · 7,505 sqft · built 1905 · 2.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,000,000Sep 2007 $38,9252025 2 Names on Record Owner Occupied AssessorUpdated May 2026

371 Whippoorwill Rd

5 bd · 4 ba · 4,330 sqft · built 1994 · 2.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000Oct 2022 $38,8932025 Amount on Record Jan 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

375 Whippoorwill Rd

5 bd · 4 ba · 3,478 sqft · built 1767 · 5.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$960,000Mar 2013 $29,8262025 2 Names on Record Owner Occupied AssessorUpdated May 2026

380 Whippoorwill Rd

3 bd · 2 ba · 880 sqft · built 1927 · 2.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Oct 2025 Amount on Record Feb 2017 1 Name on Record Assessor + 1 DocumentUpdated May 2026

390 Whippoorwill Rd

4 bd · 4 ba · 5,188 sqft · built 1985 · 3.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,800,000Feb 2005 $72,4962025 2 Names on Record Owner Occupied AssessorUpdated May 2026

394 Whippoorwill Rd

6 bd · 3.5 ba · 4,612 sqft · built 1781 · 6.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$261,300Jun 2000 $67,2512025 2 Names on Record Owner Occupied AssessorUpdated May 2026

398 Whippoorwill Rd

4 bd · 3 ba · 3,312 sqft · built 1963 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$805,000Feb 2020 $101,4582025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

400 Whippoorwill Rd

5 bd · 5 ba · 4,670 sqft · built 2020 · 1.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Aug 2019 $45,8382025 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

404 Whippoorwill Rd

5 bd · 3 ba · 3,126 sqft · built 1750 · 2.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,033,000Jul 2013 $26,0042025 Amount on Record Jun 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

410 Whippoorwill Rd

5 bd · 6 ba · 4,565 sqft · built 1994 · 2.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,9102025 2 Names on Record Owner Occupied AssessorUpdated May 2026

411 Whippoorwill Rd

3 bd · 3.5 ba · 2,825 sqft · built 1939 · 2.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,180,000Aug 2016 $20,1222025 Amount on Record Nov 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

412 Whippoorwill Rd

5 bd · 5 ba · 3,712 sqft · built 1964 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$886,000Apr 2020 $26,0362025 Amount on Record Oct 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

414 Whippoorwill Rd

5 bd · 3 ba · 4,050 sqft · built 1965 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,336,500Aug 2006 $38,8482025 2 Names on Record Owner Occupied AssessorUpdated May 2026

415 Whippoorwill Rd

3 bd · 3 ba · 2,690 sqft · built 1946 · 0.989 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,5342025 2 Names on Record Owner Occupied AssessorUpdated May 2026

418 Whippoorwill Rd

5 bd · 3.5 ba · 2,804 sqft · built 1963 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$880,000Sep 2015 $31,1972025 Amount on Record Sep 1996 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

419 Whippoorwill Rd

4 bd · 4 ba · 4,473 sqft · built 1931 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,695,000Aug 2016 $29,5552025 Amount on Record Nov 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Whippoorwill Rd

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

Wildfire RiskLow
this street's cells rank above 19% of the US · above 52% of New York
Wildfire LikelihoodAbout 1 in 5,703 per year
ExposureDirect
11 of 15 cells directly exposed · 15 adjoin burnable vegetation

Property Records in Nearby Streets