Westside Dr, Winter Garden, FL Property Records

Orange County property records for 56 addresses on Westside Dr, Winter Garden, FL · Last verified August 2026

Westside Dr Highlights

Properties 56
Median Sale Price $205,100
Deeds and Mortgages on File 53
Median Price per Sqft $218
Owner Occupied 41%
Median Annual Tax Bill $2,078
Median Year Built 1986
Median Ownership Tenure 11 years

Properties on Westside Dr

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

1003 Westside Dr

0.032 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,600Aug 2015 $12025 Amount on Record Dec 2014 1 Name on Record AssessorUpdated May 2026

1004 Westside Dr

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 1 Name on Record AssessorUpdated May 2026

1005 Westside Dr

3 bd · 2 ba · 938 sqft · 0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
$67,900Dec 2016 $2,5212025 Amount on Record Mar 2014 1 Name on Record Assessor + 5 DocumentsUpdated May 2026

1006 Westside Dr

2 bd · 2 ba · 802 sqft · 0.071 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,000Jan 2010 $2,0992025 —Oct 2009 1 Name on Record AssessorUpdated May 2026

1007 Westside Dr

1 bd · 1 ba · 666 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 2020 $1,2472025 Amount on Record Mar 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

1008 Westside Dr

1 bd · 1 ba · 639 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$642025 2 Names on Record Owner Occupied AssessorUpdated May 2026

1009 Westside Dr

3 bd · 2 ba · 1,120 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Mar 2026 $2,6732025 Amount on Record Jan 2014 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

1010 Westside Dr

1 bd · 1 ba · 639 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Mar 2008 $1,6952025 Amount on Record Mar 2002 1 Name on Record AssessorUpdated May 2026

1011 Westside Dr

3 bd · 2 ba · 1,120 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Oct 2021 $3,1132025 Amount on Record Jul 2021 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

1012 Westside Dr

1 bd · 1 ba · 639 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jun 2023 $2,2242025 Amount on Record May 2022 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

1013 Westside Dr

1 bd · 1 ba · 639 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000Jul 2004 $1292025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1014 Westside Dr

2 bd · 2 ba · 806 sqft · 0.071 acres

Last Sale Tax Bill Prior Sale Owner Records
$232,900Jun 2023 $2,2632025 Amount on Record May 2022 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1015 Westside Dr

3 bd · 2 ba · 938 sqft · 0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,100May 2026 $3592025 Amount on Record Jun 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1150 Westside Dr

3 bd · 2 ba · 846 sqft · 0.099 acres

Last Sale Tax Bill Prior Sale Owner Records
$2822025 2 Names on Record Owner Occupied AssessorUpdated May 2026

1154 Westside Dr

2 bd · 1 ba · 719 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,000May 2010 $2,0412025 —Apr 2010 1 Name on Record AssessorUpdated May 2026

1158 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,000Dec 2008 $2,0612025 —Oct 2007 1 Name on Record AssessorUpdated May 2026

1162 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$33,500Oct 2009 $2,0652025 —Aug 2009 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

1166 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,000Apr 2026 $2,5882025 Amount on Record May 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

1170 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,000Mar 2025 $2,5502025 Amount on Record Oct 2024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

1174 Westside Dr

2 bd · 1 ba · 719 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$41,000Apr 2003 $1,8362025 Amount on Record Dec 2000 1 Name on Record AssessorUpdated May 2026

1178 Westside Dr

2 bd · 2 ba · 846 sqft · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 2018 $2,4522025 Amount on Record Feb 2013 1 Name on Record Assessor + 1 DocumentUpdated May 2026

1182 Westside Dr

3 bd · 2 ba · 846 sqft · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Oct 2016 $2,5702025 Amount on Record Oct 2012 2 Names on Record Assessor + 1 DocumentUpdated May 2026

1186 Westside Dr

3 bd · 2 ba · 1,040 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$3452025 1 Name on Record Owner Occupied AssessorUpdated May 2026

1190 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Jul 2018 $2,8932025 Amount on Record Aug 2016 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

1191 Westside Dr

3 bd · 2 ba · 846 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Apr 1998 $2522025 Amount on Record Feb 1998 2 Names on Record Owner Occupied AssessorUpdated May 2026

1194 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$147,000Mar 2020 $3,0172025 Amount on Record Sep 2004 2 Names on Record Assessor + 1 DocumentUpdated May 2026

1195 Westside Dr

2 bd · 1 ba · 719 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$76,000Feb 2019 $2,2002025 Amount on Record Jan 2019 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

1198 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,800Feb 1998 $2,1412025 Amount on Record Mar 1997 2 Names on Record AssessorUpdated May 2026

1199 Westside Dr

2 bd · 2 ba · 814 sqft · 0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,200Oct 1998 $2,0352025 Amount on Record Oct 1994 2 Names on Record AssessorUpdated May 2026

1202 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$137,000Sep 2019 $1,3212025 Amount on Record Apr 2004 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1203 Westside Dr

3 bd · 2 ba · 846 sqft · 0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Oct 2008 $2,0822025 —Dec 2007 2 Names on Record AssessorUpdated May 2026

1206 Westside Dr

3 bd · 2 ba · 846 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,900Aug 1999 $2,0782025 Amount on Record May 1999 1 Name on Record AssessorUpdated May 2026

1207 Westside Dr

3 bd · 2 ba · 846 sqft · 0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$66,000Nov 2001 $3172025 Amount on Record May 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

1210 Westside Dr

3 bd · 2 ba · 1,040 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,100Dec 2011 $2,7742025 Amount on Record Oct 2011 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

1211 Westside Dr

1 bd · 1 ba · 639 sqft · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,000Jun 2001 $1,1742025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1214 Westside Dr

3 bd · 2 ba · 846 sqft · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 2005 $2,1332025 Amount on Record Jul 2001 2 Names on Record AssessorUpdated May 2026

1215 Westside Dr

3 bd · 2 ba · 846 sqft · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Aug 2005 $1,9902025 Amount on Record Apr 1994 2 Names on Record AssessorUpdated May 2026

1218 Westside Dr

3 bd · 2 ba · 938 sqft · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,265Jul 2022 $3,0632025 Amount on Record Sep 2016 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

1222 Westside Dr

1 bd · 1 ba · 677 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000May 2026 $1012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1226 Westside Dr

6 bd · 3.5 ba · 2,804 sqft · 0.045 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Apr 2018 $1,0012025 Amount on Record Jan 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

1230 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,000Aug 2025 $2,0962025 Amount on Record Dec 2012 2 Names on Record AssessorUpdated May 2026

1234 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$3302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1238 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Feb 2015 $2,4882025 Amount on Record Jun 2014 1 Name on Record AssessorUpdated May 2026

1242 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1994 $2412025 Amount on Record Apr 1994 1 Name on Record Owner Occupied AssessorUpdated May 2026

1246 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$3302025 2 Names on Record Owner Occupied AssessorUpdated May 2026

1250 Westside Dr

3 bd · 2 ba · 984 sqft · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$56,500Aug 2014 $2,5012025 Amount on Record Apr 2002 1 Name on Record AssessorUpdated May 2026

1254 Westside Dr

2 bd · 2 ba · 1,010 sqft · 0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$2952025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1258 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2006 $2,5142025 —Dec 2005 1 Name on Record AssessorUpdated May 2026

1262 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$54,000Mar 2013 $2,4882025 Amount on Record Oct 2010 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

1266 Westside Dr

2 bd · 1 ba · 761 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,505Feb 2025 $2002025 Amount on Record Jul 1998 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

1270 Westside Dr

3 bd · 2 ba · 1,156 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2025 $2,7722025 Amount on Record Jun 2013 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

1274 Westside Dr

3 bd · 2 ba · 1,156 sqft · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2732025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

1275 Westside Dr

2,423 sqft · Built 1987 · 1.17 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$32025 1 Name on Record AssessorUpdated May 2026

1278 Westside Dr

2 bd · 2 ba · 814 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Apr 2022 $2,7682025 Amount on Record Mar 2006 1 Name on Record Assessor + 1 DocumentUpdated May 2026

1282 Westside Dr

3 bd · 2 ba · 984 sqft · 0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Aug 2005 $2,3232025 Amount on Record Nov 1999 1 Name on Record Owner Occupied AssessorUpdated May 2026

1286 Westside Dr

3 bd · 2 ba · 984 sqft · 0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,500Jan 2001 $3302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Westside Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 3rd percentile of exposed land nationally · 3rd in Florida
Wildfire LikelihoodLow — about 1 in 5,882 per year
ExposureDirect
1 of 2 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets