Willow Bay Dr, Winter Garden, FL Property Records

Orange County property records for 40 addresses on Willow Bay Dr, Winter Garden, FL · Last verified October 2026

Willow Bay Dr Highlights

Properties 40
Median Sale Price $620,000
Deeds and Mortgages on File 47
Median Price per Sqft $264
Owner Occupied 73%
Median Annual Tax Bill $4,577
Median Year Built 2001
Median Ownership Tenure 10 years

Properties on Willow Bay Dr

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

4000 Willow Bay Dr

4 bd · 3 ba · 2,699 sqft · built 1988 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Sep 2008 $4,5542025 Amount on Record Sep 2003 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4002 Willow Bay Dr

3 bd · 2 ba · 2,058 sqft · built 1988 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,400Mar 2013 $3,8032025 —Nov 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4008 Willow Bay Dr

3 bd · 2.5 ba · 2,062 sqft · built 2001 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$44,900Apr 2000 $4,5202025 Amount on Record Mar 2000 Owner on Record AssessorUpdated May 2026

4009 Willow Bay Dr

0.979 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 Owner on Record AssessorUpdated May 2026

4016 Willow Bay Dr

3 bd · 2.5 ba · 1,979 sqft · built 1987 · 0.336 acres

Last Sale Tax Bill Prior Sale Owner Records
$176,000Oct 2002 $3,6422025 Amount on Record Nov 2000 Owner on Record Owner Occupied AssessorUpdated May 2026

4018 Willow Bay Dr

3 bd · 2 ba · 2,075 sqft · built 1987 · 0.478 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Nov 2025 $3,5022025 Amount on Record Dec 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

4020 Willow Bay Dr

4 bd · 3.5 ba · 2,706 sqft · built 2014 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$451,050Aug 2017 $5,2142025 Amount on Record Nov 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4022 Willow Bay Dr

3 bd · 3 ba · 2,577 sqft · built 2006 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Aug 2021 $9,1972025 Amount on Record Aug 2015 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

4030 Willow Bay Dr

4 bd · 2 ba · 1,955 sqft · built 1999 · 0.397 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,500Jul 2002 $4,0162025 Owner on Record Owner Occupied AssessorUpdated May 2026

4032 Willow Bay Dr

3 bd · 2 ba · 2,076 sqft · built 2004 · 0.278 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,000Jul 2003 $8,6582025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4102 Willow Bay Dr

3 bd · 4 ba · 3,541 sqft · built 1996 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jul 2018 $9,0882025 —Dec 2014 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4103 Willow Bay Dr

0.635 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 Owner on Record AssessorUpdated May 2026

4104 Willow Bay Dr

3 bd · 3 ba · 2,104 sqft · built 2001 · 0.279 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000May 2025 $4,5772025 Amount on Record Apr 2000 Owner on Record Owner Occupied AssessorUpdated May 2026

4110 Willow Bay Dr

3 bd · 2 ba · 1,848 sqft · built 1997 · 0.357 acres

Last Sale Tax Bill Prior Sale Owner Records
$147,500Jul 1997 $3,8022025 Amount on Record Nov 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4112 Willow Bay Dr

3 bd · 3 ba · 2,453 sqft · built 2002 · 0.412 acres

Last Sale Tax Bill Prior Sale Owner Records
$384,000Jan 2020 $9,1352025 Amount on Record Feb 2004 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

4118 Willow Bay Dr

3 bd · 2 ba · 2,086 sqft · built 1987 · 0.552 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Jan 2015 $7,5582025 Amount on Record Apr 2008 Owner on Record AssessorUpdated May 2026

4120 Willow Bay Dr

2 bd · 2 ba · 1,452 sqft · built 1987 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Apr 2017 $4,0802025 —Nov 2015 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

4126 Willow Bay Dr

3 bd · 2 ba · 2,097 sqft · built 2001 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900Sep 2002 $8,6252025 Amount on Record Sep 2000 Owner on Record Assessor + 4 DocumentsUpdated Sep 2026

4128 Willow Bay Dr

3 bd · 3 ba · 2,300 sqft · built 2003 · 0.287 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jul 2004 $4,5692025 Amount on Record Jul 2002 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

4134 Willow Bay Dr

3 bd · 2 ba · 1,905 sqft · built 2000 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,500Nov 1999 $6422025 Amount on Record Nov 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4136 Willow Bay Dr

3 bd · 2 ba · 2,472 sqft · built 2001 · 0.34 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000May 2026 $8,7802025 Amount on Record Jul 2018 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4142 Willow Bay Dr

3 bd · 2 ba · 2,050 sqft · built 1992 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$587,000Oct 2024 $7,8132025 Amount on Record Nov 2000 2 Owners on Record Owner Occupied AssessorUpdated May 2026

4144 Willow Bay Dr

3 bd · 2 ba · 1,827 sqft · built 2001 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,000Mar 2016 $4,8112025 Amount on Record Jul 2013 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

4204 Willow Bay Dr

4 bd · 2 ba · 1,860 sqft · built 2002 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000Oct 2024 $7,7472025 Amount on Record Oct 2001 2 Owners on Record Owner Occupied AssessorUpdated May 2026

4205 Willow Bay Dr

1.92 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 Owner on Record AssessorUpdated May 2026

4206 Willow Bay Dr

3 bd · 2 ba · 2,131 sqft · built 2001 · 0.259 acres

Last Sale Tax Bill Prior Sale Owner Records
$372,000Apr 2019 $8,7282025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4214 Willow Bay Dr

3 bd · 2 ba · 1,810 sqft · built 2000 · 0.347 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Oct 2018 $4,6092025 Amount on Record Aug 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

4216 Willow Bay Dr

4 bd · 4.5 ba · 3,982 sqft · built 2015 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Apr 2021 $15,1152025 Amount on Record May 2014 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

4220 Willow Bay Dr

3 bd · 2.5 ba · 2,187 sqft · built 1998 · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Feb 2007 $4,0672025 Amount on Record Jan 2001 2 Owners on Record Owner Occupied AssessorUpdated May 2026

4222 Willow Bay Dr

3 bd · 2 ba · 2,257 sqft · built 2002 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$61,500Dec 1999 $4,2322025 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

4228 Willow Bay Dr

3 bd · 2 ba · 1,923 sqft · built 2001 · 0.515 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Sep 2012 $8,5402025 —May 2002 Owner on Record AssessorUpdated May 2026

4230 Willow Bay Dr

3 bd · 2.5 ba · 1,984 sqft · built 2002 · 0.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000Jun 2016 $5,5772025 Amount on Record Nov 2004 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

4236 Willow Bay Dr

4 bd · 2 ba · 2,410 sqft · built 2003 · 0.436 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jun 2012 $6,5852025 Amount on Record Jul 2007 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

4238 Willow Bay Dr

3 bd · 2.5 ba · 2,539 sqft · built 2001 · 0.435 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Dec 2017 $3,6872025 Amount on Record Mar 2000 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

4244 Willow Bay Dr

3 bd · 2 ba · 2,009 sqft · built 1989 · 0.403 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000May 2015 $2,6422025 Amount on Record Dec 2009 Owner on Record Owner Occupied AssessorUpdated May 2026

4246 Willow Bay Dr

3 bd · 2.5 ba · 2,191 sqft · built 1989 · 0.531 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,000Aug 2013 $2,7382025 Amount on Record Mar 2010 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

4250 Willow Bay Dr

3 bd · 2 ba · 2,648 sqft · built 2007 · 0.267 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6282025 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

4251 Willow Bay Dr

3 bd · 2.5 ba · 2,496 sqft · built 1994 · 0.463 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Sep 2025 $7,5862025 Amount on Record Oct 2022 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

4252 Willow Bay Dr

2 bd · 2.5 ba · 2,038 sqft · built 2000 · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,000Mar 2004 $4,5592025 Amount on Record Nov 1998 Owner on Record Owner Occupied AssessorUpdated May 2026

4253 Willow Bay Dr

3 bd · 2 ba · 2,406 sqft · built 1994 · 0.396 acres

Last Sale Tax Bill Prior Sale Owner Records
$636,000Apr 2025 $4,3622025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

Property Records in Nearby Streets