Winslow Dr, Orlando, FL Property Records

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

Winslow Dr Highlights

Properties 21
Median Sale Price $295,000
Deeds and Mortgages on File 28
Median Price per Sqft $221
Owner Occupied 95%
Median Annual Tax Bill $2,503
Median Year Built 1986
Median Ownership Tenure 10 years

Properties on Winslow Dr

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

2002 Winslow Dr

3 bd · 2 ba · 1,432 sqft · built 1986 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$177,000Jul 2016 $2,6652025 Amount on Record Sep 2015 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

2003 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1985 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Jul 2015 $2,0672025 Amount on Record Oct 2009 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2004 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1986 · 0.092 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,500Jun 2003 $1,0152025 Amount on Record Dec 1994 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

2005 Winslow Dr

3 bd · 2 ba · 1,252 sqft · built 1987 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,000Feb 2023 $4,9092025 Amount on Record Oct 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

2006 Winslow Dr

2 bd · 2 ba · 1,032 sqft · built 1987 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Nov 2004 $1,0422025 Amount on Record Aug 2001 Owner on Record Owner Occupied AssessorUpdated May 2026

2007 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1987 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,000Feb 2009 $6802025 Amount on Record Sep 2008 Owner on Record Owner Occupied AssessorUpdated May 2026

2008 Winslow Dr

3 bd · 2 ba · 1,228 sqft · built 1986 · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jan 2016 $2,0662025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

2009 Winslow Dr

3 bd · 2 ba · 1,228 sqft · built 1987 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,300Sep 1999 $9732025 Amount on Record Dec 1998 Owner on Record Owner Occupied AssessorUpdated May 2026

2010 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1986 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,000Feb 2023 $4,2312025 Amount on Record Oct 2022 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

2011 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1986 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Feb 2016 $5,1932025 Amount on Record Feb 2011 Owner on Record AssessorUpdated Oct 2026

2012 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1986 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,000Nov 2014 $1,9452025 Amount on Record Dec 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2013 Winslow Dr

3 bd · 2 ba · 1,331 sqft · built 1987 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Dec 2022 $4,8212025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

2014 Winslow Dr

3 bd · 2 ba · 1,228 sqft · built 1986 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jun 2026 $4,4222025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

2016 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1986 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Mar 2021 $3,8552025 Amount on Record Apr 2016 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

2018 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1985 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$268,000Nov 2021 $4,5772025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2100 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1985 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$144,000Dec 2017 $2,5032025 Amount on Record Feb 2005 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2102 Winslow Dr

2 bd · 2 ba · 1,032 sqft · built 1985 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jan 2021 $3,2312025 Amount on Record Dec 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2104 Winslow Dr

3 bd · 2 ba · 1,341 sqft · built 1985 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Aug 2026 $3,0722025 Amount on Record Jul 2018 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2106 Winslow Dr

3 bd · 2 ba · 1,451 sqft · built 1984 · 0.094 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1012025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2108 Winslow Dr

3 bd · 2 ba · 1,228 sqft · built 1984 · 0.09 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Apr 2014 $1,9092025 Amount on Record Nov 2012 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

2110 Winslow Dr

3 bd · 2 ba · 1,311 sqft · built 1984 · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Feb 2005 $9882025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

Property Records in Nearby Streets