Orange County property records for 74 addresses on Jailene Dr, Windermere, FL · Last verified August 2026
| Properties | 74 |
|---|---|
| Median Sale Price | $515,000 |
| Deeds and Mortgages on File | 77 |
| Median Price per Sqft | $208 |
| Owner Occupied | 57% |
| Median Annual Tax Bill | $6,098 |
| Median Year Built | 2012 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2.5 ba · 1,523 sqft · 0.085 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $236,000Feb 2018 | $5,9132025 | Amount on Record Jul 2008 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,000Jul 2018 | $6,0982025 | Amount on Record Jul 2008 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,523 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,100Jul 2008 | $2,8662025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $189,500Jul 2008 | $6,0552025 | 1 Name on Record | AssessorUpdated Aug 2026 |
3 bd · 2.5 ba · 1,523 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000May 2018 | $5,8872025 | Amount on Record Jul 2008 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.077 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $193,600Jul 2008 | $2,9662025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 1,523 sqft · 0.077 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $238,000Mar 2018 | $6,0442025 | Amount on Record Jan 2008 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $417,000Sep 2022 | $6,4132025 | Amount on Record Jun 2022 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,523 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $165,000Jan 2010 | $5,8552025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $249,000Nov 2019 | $6,0642025 | Amount on Record Mar 2017 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,523 sqft · 0.051 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Dec 2010 | $2,8262025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,603 sqft · 0.091 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $177,900May 2010 | $6,0642025 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2.5 ba · 3,235 sqft · 0.212 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $366,800Nov 2012 | $9,9812025 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,416 sqft · 0.173 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,300Feb 2012 | $9,5652025 | 2 Names on Record | AssessorUpdated May 2026 |
0.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 2 Names on Record | AssessorUpdated May 2026 |
0.174 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
13.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jan 2017 | $12025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,705 sqft · 0.217 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000Jan 2017 | $6,7682025 | Amount on Record Jan 2013 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
0.312 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,384 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $343,000May 2016 | $8,5762025 | Amount on Record Dec 2011 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.273 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,619 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $515,000Apr 2021 | $7,6722025 | Amount on Record Apr 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,189 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Apr 2012 | $4,6982025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,676 sqft · 0.171 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Mar 2019 | $8,8992025 | Amount on Record May 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,734 sqft · 0.2 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $405,000May 2018 | $7,3392025 | Amount on Record Aug 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,705 sqft · 0.24 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,500Nov 2019 | $4,8992025 | Amount on Record Jun 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,754 sqft · 0.191 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $366,900Jun 2012 | $6,4892025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,384 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $305,900Mar 2012 | $8,4682025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,349 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $284,800Oct 2012 | $8,3572025 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,818 sqft · 0.151 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $670,000Dec 2023 | $8,9462025 | Amount on Record Nov 2012 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
1.74 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,226 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $274,700Jul 2012 | $8,1472025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,516 sqft · 0.151 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Sep 2019 | $6,1012025 | Amount on Record May 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,674 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $392,000Sep 2012 | $6,5262025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,158 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $256,600Dec 2012 | $4,7592025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,742 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $366,100Apr 2013 | $6,0652025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,066 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $244,900Jan 2013 | $4,8512025 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,322 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Sep 2024 | $5,7012025 | Amount on Record Oct 2012 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,066 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $248,600Oct 2012 | $4,7022025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,595 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $664,000Aug 2022 | $8,5652025 | Amount on Record Jul 2019 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
5 bd · 4 ba · 3,027 sqft · 0.151 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $538,000May 2022 | $9,0082025 | Amount on Record Dec 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,384 sqft · 0.145 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Apr 2020 | $8,6292025 | Amount on Record Jul 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
0.315 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
0.403 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,745 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $328,700Jul 2012 | $6,0302025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,785 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $405,000Mar 2018 | $5,8842025 | Amount on Record Nov 2017 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,818 sqft · 0.179 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $306,800Oct 2012 | $5,7542025 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,189 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $305,000Apr 2014 | $5,6142025 | Amount on Record Oct 2012 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,922 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Jan 2019 | $5,1432025 | Amount on Record Jul 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,146 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Jan 2018 | $4,0892025 | Amount on Record Mar 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 2,189 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Dec 2014 | $8,8882025 | Amount on Record Jan 2013 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,226 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000Jul 2021 | $7,1022025 | Amount on Record Aug 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,740 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $321,900Dec 2012 | $6,1142025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,214 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $274,500May 2012 | $8,1262025 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,782 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $428,000Mar 2021 | $9,7422025 | Amount on Record Feb 2019 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,197 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $372,700Jun 2012 | $6,4812025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,214 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $281,300Mar 2013 | $8,1682025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 3.5 ba · 2,384 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $304,100May 2012 | $5,3272025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,829 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $149,800Apr 2021 | $7,5232025 | Amount on Record Apr 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,066 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,900Sep 2015 | $4,4362025 | Amount on Record Apr 2012 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 2,214 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $355,000Jan 2019 | $5,9242025 | Amount on Record Mar 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 2,189 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $293,400May 2012 | $4,7712025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,286 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $391,800Jan 2021 | $8,6292025 | Amount on Record Jul 2019 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,083 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000May 2016 | $5,1682025 | Amount on Record Apr 2012 | 2 Names on Record | AssessorUpdated May 2026 |
5 bd · 4 ba · 2,628 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $380,500Sep 2012 | $9,5242025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,741 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $403,500May 2012 | $10,1382025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3.5 ba · 2,778 sqft · 0.137 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000May 2022 | $10,6822025 | Amount on Record Feb 2013 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,384 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $631,000Nov 2022 | $8,9972025 | Amount on Record Jul 2012 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,781 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $344,700Nov 2012 | $9,3972025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 3,153 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $343,000Aug 2019 | $10,0962025 | Amount on Record Jul 2012 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,189 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jan 2017 | $6,6492025 | Amount on Record Nov 2012 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,189 sqft · 0.145 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $339,500Oct 2018 | $5,3762025 | Amount on Record Mar 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,703 sqft · 0.176 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $318,400Jan 2012 | $6,7682025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Moderate this street's cells rank at the 63rd percentile of exposed land nationally · 39th in Florida |
|---|---|
| Wildfire Likelihood | Moderate — about 1 in 536 per year |
| Exposure | Direct 4 of 5 cells directly exposed · 4 adjoin burnable vegetation |