Windermere Dr, Jacksonville, FL Property Records

Duval County property records for 63 addresses on Windermere Dr, Jacksonville, FL · Last verified August 2026

Windermere Dr Highlights

Properties 63
Median Sale Price $165,000
Deeds and Mortgages on File 90
Median Price per Sqft $128
Owner Occupied 62%
Median Annual Tax Bill $2,526
Median Year Built 1950
Median Ownership Tenure 9 years

Properties on Windermere Dr

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

5319 Windermere Dr

3 bd · 1.5 ba · 1,560 sqft · built 1954 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1995 $8302025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5320 Windermere Dr

4 bd · 2.5 ba · 2,063 sqft · built 1954 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1994 $1,3112025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5328 Windermere Dr

2 bd · 1 ba · 1,218 sqft · built 1951 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,295,700Nov 2021 $3,3162025 Amount on Record Jul 2014 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

5336 Windermere Dr

3 bd · 2 ba · 1,039 sqft · built 1950 · 0.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Aug 2007 $8852025 Amount on Record Apr 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5400 Windermere Dr

2 bd · 1.5 ba · 1,789 sqft · built 1950 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Jan 2020 $2,8112025 Amount on Record Jul 2014 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

5405 Windermere Dr

3 bd · 2 ba · 1,263 sqft · built 1950 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,000Jun 2021 $3,2502025 Amount on Record May 2021 Owner on Record Assessor + 4 DocumentsUpdated Jun 2026

5408 Windermere Dr

3 bd · 1 ba · 1,128 sqft · built 1950 · 0.175 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Aug 2022 $2,1072025 Amount on Record May 2022 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5417 Windermere Dr

2 bd · 1 ba · 828 sqft · built 1950 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$56,000Mar 2001 $8292025 Amount on Record May 1997 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

5418 Windermere Dr

2 bd · 1 ba · 828 sqft · built 1950 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,700Oct 2007 $7992025 Amount on Record Apr 2002 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5425 Windermere Dr

2 bd · 2.5 ba · 1,197 sqft · built 1950 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jun 2024 $2,9062025 —Jun 2016 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

5426 Windermere Dr

3 bd · 1 ba · 950 sqft · built 1950 · 0.203 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,500Apr 2025 $2,7112025 Amount on Record Apr 2025 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

5433 Windermere Dr

3 bd · 1 ba · 1,426 sqft · built 1950 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Dec 2003 $9362025 Amount on Record Sep 2003 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

5434 Windermere Dr

2 bd · 1 ba · 954 sqft · built 1950 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$8832025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5443 Windermere Dr

3 bd · 1 ba · 1,024 sqft · built 1950 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Dec 2002 $2,5932025 Amount on Record May 2002 2 Owners on Record Assessor + 2 DocumentsUpdated Jun 2026

5444 Windermere Dr

2 bd · 1 ba · 828 sqft · built 1950 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Nov 2020 $1,6302025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5451 Windermere Dr

3 bd · 1 ba · 970 sqft · built 1950 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Nov 2017 $8912025 —Nov 2017 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

5452 Windermere Dr

3 bd · 2 ba · 1,244 sqft · built 1950 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$71,500Oct 2001 $3,0812025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5459 Windermere Dr

3 bd · 1 ba · 846 sqft · built 1950 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5482025 2 Owners on Record AssessorUpdated Jun 2026

5460 Windermere Dr

3 bd · 1 ba · 1,134 sqft · built 1950 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Mar 2021 $3,7962025 Amount on Record Jul 2020 Owner on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

5467 Windermere Dr

3 bd · 1 ba · 1,325 sqft · built 1950 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Sep 2013 $3,0542025 Amount on Record Apr 2013 Owner on Record AssessorUpdated Jun 2026

5468 Windermere Dr

2 bd · 1 ba · 846 sqft · built 1950 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Jan 2010 $8252025 Amount on Record Dec 2009 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5477 Windermere Dr

3 bd · 2 ba · 1,124 sqft · built 1950 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Apr 2021 $3,4372025 Amount on Record Jan 2006 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5478 Windermere Dr

3 bd · 2 ba · 1,554 sqft · built 1950 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1990 $1,2942025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5505 Windermere Dr

3 bd · 1 ba · 947 sqft · built 1950 · 0.19 acres

Last Sale Tax Bill Prior Sale Owner Records
$8292025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5506 Windermere Dr

2 bd · 1 ba · 806 sqft · built 1950 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1990 $5452025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5513 Windermere Dr

3 bd · 1 ba · 1,025 sqft · built 1950 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$39,000Jan 1998 $2,8982025 Amount on Record Feb 1996 2 Owners on Record AssessorUpdated Jun 2026

5514 Windermere Dr

3 bd · 1 ba · 1,214 sqft · built 1950 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Sep 2018 $2,9992025 Amount on Record Nov 2012 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

5523 Windermere Dr

3 bd · 1 ba · 1,187 sqft · built 1950 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 1994 $2,9582025 —Feb 1994 2 Owners on Record AssessorUpdated Jun 2026

5524 Windermere Dr

3 bd · 2 ba · 1,506 sqft · built 1950 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000Mar 2020 $3,9272025 Amount on Record Mar 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5531 Windermere Dr

3 bd · 2 ba · 1,066 sqft · built 2006 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Mar 2013 $3,8732025 —Sep 2012 Owner on Record AssessorUpdated Jun 2026

5532 Windermere Dr

2 bd · 1 ba · 828 sqft · built 1950 · 0.213 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,200Jul 2016 $2,3312025 —Feb 2019 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

5539 Windermere Dr

4 bd · 2 ba · 1,700 sqft · built 2017 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
$188,000Jul 2017 $5,3682025 Amount on Record Oct 2016 Owner on Record Assessor + 2 DocumentsUpdated Jul 2026

5540 Windermere Dr

3 bd · 2 ba · 1,244 sqft · built 1950 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,500Oct 2025 $3,9002025 Amount on Record Apr 2022 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

5547 Windermere Dr

3 bd · 1 ba · 1,403 sqft · built 1950 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Dec 2007 $3,1412025 Amount on Record Apr 1998 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5548 Windermere Dr

5 bd · 3 ba · 2,586 sqft · built 1950 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$171,600Oct 2023 $5,4502025 Amount on Record Jun 2018 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

5555 Windermere Dr

3 bd · 1 ba · 800 sqft · built 1950 · 0.186 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Jul 2024 $2,5192025 Amount on Record Oct 2013 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

5556 Windermere Dr

2 bd · 1 ba · 828 sqft · built 1950 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,000Jan 1983 $2,5262025 Owner on Record AssessorUpdated Jun 2026

5565 Windermere Dr

3 bd · 1 ba · 1,520 sqft · built 1950 · 0.213 acres

Last Sale Tax Bill Prior Sale Owner Records
$118,000Dec 2020 $3,3422025 Amount on Record Nov 2020 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

5566 Windermere Dr

3 bd · 1 ba · 970 sqft · built 1950 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Mar 2005 $2,2542025 Amount on Record Apr 1995 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5573 Windermere Dr

3 bd · 1 ba · 943 sqft · built 1950 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,620,200Nov 2021 $2,5512025 Amount on Record Aug 2013 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

5574 Windermere Dr

3 bd · 3 ba · 2,078 sqft · built 1950 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Dec 2003 $1,3772025 Amount on Record Jun 2003 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5606 Windermere Dr

19 ba · 8,596 sqft · built 1955 · 0.64 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Dec 1993 $9,3722025 Owner on Record AssessorUpdated Jun 2026

5611 Windermere Dr

2,822 sqft · built 1961 · 0.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jun 2021 $1,4102025 Amount on Record Nov 2016 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

5621 Windermere Dr

3 bd · 2 ba · 1,204 sqft · built 1996 · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Dec 1998 $8532025 Amount on Record Jun 1995 Owner on Record Owner Occupied AssessorUpdated Jul 2026

5626 Windermere Dr

2 bd · 1 ba · 10,660 sqft · built 1974 · 0.487 acres

Last Sale Tax Bill Prior Sale Owner Records
$703,000Jun 2021 $16,0492025 Amount on Record Dec 2012 Owner on Record Assessor + 2 DocumentsUpdated Jul 2026

5629 Windermere Dr

3 bd · 2.5 ba · 1,502 sqft · built 1939 · 0.324 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,000Nov 2016 $1,7322025 Amount on Record Jul 2014 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5642 Windermere Dr, Apt 1

10 bd · 10 ba · 4,008 sqft · built 2025 · 0.322 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2021 $1,3712025 Amount on Record Oct 2020 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

5645 Windermere Dr

3 bd · 2 ba · 2,390 sqft · built 1940 · 0.324 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,000Jul 2006 $3842025 Amount on Record Dec 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

5652 Windermere Dr

4 bd · 2 ba · 1,780 sqft · built 1959 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,4092025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

5653 Windermere Dr

2 bd · 2 ba · 1,356 sqft · built 1925 · 0.491 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2020 $9842025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5663 Windermere Dr

5 bd · 3 ba · 1,925 sqft · built 1925 · 0.311 acres

Last Sale Tax Bill Prior Sale Owner Records
$371,500Oct 2022 $6,2782025 Amount on Record Nov 2021 Owner on Record Owner Occupied Assessor + 8 DocumentsUpdated Jul 2026

5814 Windermere Dr

3 bd · 1.5 ba · 1,146 sqft · built 1954 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2000 $1,4982025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

5819 Windermere Dr

3 bd · 1.5 ba · 1,540 sqft · built 1961 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Oct 2020 $3,1092025 Amount on Record Sep 2014 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

5823 Windermere Dr

3 bd · 1 ba · 1,194 sqft · built 1961 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Aug 2018 $3,2612025 Amount on Record Dec 2013 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5826 Windermere Dr

4 bd · 2 ba · 1,178 sqft · built 1954 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900Jan 2000 $7952025 Amount on Record Apr 1999 Owner on Record Owner Occupied AssessorUpdated Jun 2026

5834 Windermere Dr

4 bd · 3 ba · 1,753 sqft · built 1953 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Aug 2020 $4,7332025 Amount on Record Feb 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5835 Windermere Dr

3 bd · 1 ba · 1,468 sqft · built 1953 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Apr 2025 $3,0242025 Amount on Record Dec 2024 Owner on Record AssessorUpdated Jun 2026

5844 Windermere Dr

4 bd · 3 ba · 1,420 sqft · built 1954 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$183,000Jan 2024 $3,3122025 Amount on Record Jun 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5845 Windermere Dr

5 bd · 2 ba · 2,316 sqft · built 1953 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2022 $3,3602025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

5855 Windermere Dr

3 bd · 2 ba · 1,543 sqft · built 1953 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jan 2020 $2,0902025 Amount on Record Jun 2019 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

5856 Windermere Dr

3 bd · 1 ba · 1,215 sqft · built 1953 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Mar 1999 $6182025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5864 Windermere Dr

3 bd · 2 ba · 1,664 sqft · built 1954 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$68,400Nov 1996 $8582025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

5865 Windermere Dr

3 bd · 1 ba · 1,428 sqft · built 1953 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$84,300Sep 2002 $7162025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

Property Records in Nearby Streets