Deepwood Dr, Chappaqua, NY Property Records

Westchester County and New Castle Town property records for 23 addresses on Deepwood Dr, Chappaqua, NY · Last verified October 2026

Deepwood Dr Highlights

Properties 23
Median Sale Price $959,000
Deeds and Mortgages on File 24
Median Price per Sqft $330
Owner Occupied 87%
Median Annual Tax Bill $27,511
Median Year Built 1946
Median Ownership Tenure 19 years

Properties on Deepwood Dr

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

1 Deepwood Dr

2 bd · 1.5 ba · 1,608 sqft · built 1939 · 0.969 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Feb 1998 $15,6532026 Amount on Record Nov 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

7 Deepwood Dr

4 bd · 3 ba · 2,842 sqft · built 1946 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,500Dec 2015 $30,4292026 Amount on Record Sep 2008 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

10 Deepwood Dr

4 bd · 2 ba · 2,408 sqft · built 1942 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$765,000Dec 2009 $25,3592026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

12 Deepwood Dr

4 bd · 2.5 ba · 2,470 sqft · built 1950 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$537,500Jun 2011 $26,8462026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

14 Deepwood Dr

3 bd · 3 ba · 2,296 sqft · built 1952 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$24,0642026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

16 Deepwood Dr

3 bd · 4 ba · 2,736 sqft · built 1951 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Oct 2015 $21,4602026 Owner on Record AssessorUpdated Oct 2026

17 Deepwood Dr

4 bd · 3 ba · 3,734 sqft · built 1933 · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Jul 2005 $35,2802026 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

29 Deepwood Dr

3 bd · 2.5 ba · 2,275 sqft · built 1933 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Oct 2022 $26,8802026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

35 Deepwood Dr

5 bd · 3 ba · 3,256 sqft · built 1936 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Apr 2004 $38,2022026 Amount on Record Nov 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

41 Deepwood Dr

3 bd · 2.5 ba · 2,562 sqft · built 1940 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,545,000Apr 2025 $26,0352026 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

45 Deepwood Dr

5 bd · 3 ba · 5,152 sqft · built 1927 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,705,000Jul 2016 $48,1292026 Amount on Record Jan 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

54 Deepwood Dr

3 bd · 3 ba · 3,273 sqft · built 1947 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$829,000Apr 2005 $29,1852026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

55 Deepwood Dr

4 bd · 3.5 ba · 4,199 sqft · built 1927 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,315,000Jul 2025 $43,3652026 Amount on Record Mar 2019 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

61 Deepwood Dr

4 bd · 2.5 ba · 2,854 sqft · built 1940 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$28,3932026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

64 Deepwood Dr

3 bd · 3 ba · 3,482 sqft · built 1952 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$959,000Jun 2016 $33,3042026 Amount on Record Aug 1997 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

71 Deepwood Dr

3 bd · 2 ba · 2,684 sqft · built 1935 · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,499,000Sep 2007 $30,3392026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

80 Deepwood Dr

4 bd · 3 ba · 3,529 sqft · built 1942 · 1.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,4692026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

94 Deepwood Dr

4 bd · 2.5 ba · 3,196 sqft · built 1950 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,0442026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

98 Deepwood Dr

4 bd · 3 ba · 3,495 sqft · built 1975 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,326,500Sep 2005 $37,5782026 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

102 Deepwood Dr

5 bd · 2.5 ba · 2,976 sqft · built 1969 · 1.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,205,000Apr 2005 $30,0092026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

106 Deepwood Dr

5 bd · 3 ba · 3,591 sqft · built 1968 · 3.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$983,250Feb 2006 $32,7412026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

110 Deepwood Dr

4 bd · 4 ba · 4,122 sqft · built 1979 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$820,000Jun 2004 $34,6792026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

114 Deepwood Dr

5 bd · 3.5 ba · 3,472 sqft · built 1968 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,000Apr 2000 $25,5202026 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

Property Records in Nearby Streets