Winfree Dr, Orlando, FL Property Records

Orange County property records for 21 addresses on Winfree Dr, Orlando, FL · Last verified September 2026

Winfree Dr Highlights

Properties 21
Median Sale Price $328,000
Deeds and Mortgages on File 23
Median Price per Sqft $159
Owner Occupied 81%
Median Annual Tax Bill $2,504
Median Year Built 1976
Median Ownership Tenure 13 years

Properties on Winfree Dr

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

5302 Winfree Dr

3 bd · 2 ba · 1,775 sqft · built 1979 · 0.224 acres

Last Sale Tax Bill Prior Sale Owner Records
$71,100Oct 2013 $2,4332025 Amount on Record Aug 1993 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

5308 Winfree Dr

3 bd · 2 ba · 1,736 sqft · built 1981 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$137,500Sep 2001 $2,7962025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5314 Winfree Dr

4 bd · 2 ba · 1,805 sqft · built 1979 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,800May 2013 $6,2212025 Amount on Record Aug 2002 Owner on Record Assessor + 2 DocumentsUpdated May 2026

5320 Winfree Dr

3 bd · 2 ba · 1,504 sqft · built 1976 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,100Sep 2013 $5,4602025 Amount on Record May 1997 Owner on Record Assessor + 2 DocumentsUpdated May 2026

5326 Winfree Dr

3 bd · 2 ba · 1,676 sqft · built 1977 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,000Jun 2003 $2,4012025 Amount on Record Mar 2000 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5332 Winfree Dr

3 bd · 2 ba · 1,667 sqft · built 1978 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$548,500Jun 2024 $7,0342025 Amount on Record Nov 2023 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

5338 Winfree Dr

4 bd · 2 ba · 1,899 sqft · built 1975 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$328,000May 2018 $4,8862025 Amount on Record Mar 2018 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

5344 Winfree Dr

4 bd · 2 ba · 1,734 sqft · built 1975 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,000Dec 1995 $2,2532025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5360 Winfree Dr

3 bd · 2 ba · 2,101 sqft · built 1975 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$334,900Oct 2019 $3,7952025 Amount on Record Dec 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5402 Winfree Dr

3 bd · 2 ba · 1,728 sqft · built 1975 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Jun 2026 $3,3712025 Amount on Record Jul 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

5406 Winfree Dr

3 bd · 2 ba · 1,656 sqft · built 1976 · 0.225 acres

Last Sale Tax Bill Prior Sale Owner Records
$492,000Apr 2025 $5,6432025 Amount on Record Oct 2024 Owner on Record Owner Occupied AssessorUpdated May 2026

5409 Winfree Dr

3 bd · 2 ba · 1,679 sqft · built 1978 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4282025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5412 Winfree Dr

3 bd · 2 ba · 1,375 sqft · built 1976 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1062025 Owner on Record Owner Occupied AssessorUpdated May 2026

5415 Winfree Dr

4 bd · 2 ba · 1,988 sqft · built 1978 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5042025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5418 Winfree Dr

3 bd · 2 ba · 1,320 sqft · built 1976 · 0.478 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9802025 Owner on Record Owner Occupied AssessorUpdated May 2026

5421 Winfree Dr

3 bd · 2 ba · 1,475 sqft · built 1975 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0632025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5424 Winfree Dr

4 bd · 2 ba · 1,796 sqft · built 1976 · 0.623 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,300Jun 1993 $6,1362025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5427 Winfree Dr

3 bd · 2 ba · 1,524 sqft · built 1979 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1232025 Owner on Record Owner Occupied AssessorUpdated May 2026

5430 Winfree Dr

3 bd · 2 ba · 1,380 sqft · built 1977 · 0.617 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,8192025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5433 Winfree Dr

3 bd · 2 ba · 1,506 sqft · built 1977 · 0.436 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2402025 Owner on Record Owner Occupied AssessorUpdated May 2026

5436 Winfree Dr

4 bd · 2 ba · 2,000 sqft · built 1976 · 0.541 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Mar 2007 $2,6772025 Amount on Record Apr 2003 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

Property Records in Nearby Streets