Winchester Dr, Glen Head, NY Property Records

Nassau County and Oyster Bay Town property records for 17 addresses on Winchester Dr, Glen Head, NY · Last verified October 2026

Winchester Dr Highlights

Properties 17
Median Sale Price $2,200,000
Deeds and Mortgages on File 15
Median Price per Sqft $375
Owner Occupied 100%
Median Annual Tax Bill $38,974
Median Year Built 1994
Median Ownership Tenure 13 years

Properties on Winchester Dr

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

2 Winchester Dr

4 bd · 5 ba · 5,447 sqft · built 1993 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,875,000Sep 2023 $39,2342025 Amount on Record May 2009 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

3 Winchester Dr

4.5 ba · 6,366 sqft · built 1994 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$918,000Dec 1994 $41,1952025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

4 Winchester Dr

5 bd · 4.5 ba · 5,056 sqft · built 1994 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Sep 2022 $29,3142025 Amount on Record Feb 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5 Winchester Dr

5 bd · 5.5 ba · 5,331 sqft · built 1996 · 2.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Jun 2013 $32,9782025 Amount on Record May 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

6 Winchester Dr

4.5 ba · 5,210 sqft · built 1991 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,915,000Oct 2021 $29,3142025 Amount on Record Aug 2011 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

7 Winchester Dr

6 bd · 5 ba · 6,711 sqft · built 1997 · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,625,000Dec 2003 $42,6392025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

8 Winchester Dr

4.5 ba · 5,540 sqft · built 1993 · 2.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,6442025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

9 Winchester Dr

4.5 ba · 5,140 sqft · built 1994 · 2.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$923,725Sep 1994 $34,1812025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

10 Winchester Dr

3.5 ba · 5,682 sqft · built 1994 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,9762025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

11 Winchester Dr

4.5 ba · 6,707 sqft · built 1995 · 2.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,810,000May 2004 $37,4572025 Amount on Record Nov 1995 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

12 Winchester Dr

4.5 ba · 6,236 sqft · built 1993 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 1996 $38,9742025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

14 Winchester Dr

5 bd · 4.5 ba · 7,180 sqft · built 1993 · 2.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Sep 2014 $46,3772025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

18 Winchester Dr

5.5 ba · 6,199 sqft · built 1993 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,856,000Nov 2017 $41,5652025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

20 Winchester Dr

8.5 ba · 10,824 sqft · built 1970 · 3.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Jul 2016 $44,8362025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

22 Winchester Dr

6 bd · 5.5 ba · 7,719 sqft · built 1993 · 2.54 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Jul 2005 $44,3042025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

26 Winchester Dr

4.5 ba · 7,237 sqft · built 1994 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$923,500May 1995 $52,7252025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

28 Winchester Dr

3.5 ba · 5,125 sqft · built 1996 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,025,000Oct 2024 $38,0492025 Amount on Record Jul 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets