Windsor Hill Dr, Windermere, FL Property Records

Orange County property records for 32 addresses on Windsor Hill Dr, Windermere, FL · Last verified July 2026

Windsor Hill Dr Highlights

Properties 32
Median Sale Price $805,000
Deeds and Mortgages on File 47
Median Price per Sqft $225
Owner Occupied 78%
Median Annual Tax Bill $10,862
Median Year Built 1994
Median Ownership Tenure 9 years

Properties on Windsor Hill Dr

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

2601 Windsor Hill Dr

5 bd · 4 ba · 3,852 sqft · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Jul 2024 $12,5382025 Amount on Record Oct 2006 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

2602 Windsor Hill Dr

5 bd · 4 ba · 4,305 sqft · 0.503 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$799,900Oct 2020 $18,9242025 Amount on Record Apr 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2613 Windsor Hill Dr

4 bd · 4 ba · 3,204 sqft · 0.496 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jul 2020 $7,9392025 Amount on Record Oct 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2614 Windsor Hill Dr

4 bd · 4 ba · 3,585 sqft · 0.507 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$97,500Feb 2004 $16,1202025 Amount on Record Feb 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

2625 Windsor Hill Dr

4 bd · 3 ba · 2,880 sqft · 0.501 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$460,000Aug 2015 $8,0542025 Amount on Record Jul 2006 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

2626 Windsor Hill Dr

5 bd · 3 ba · 3,421 sqft · 0.501 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$900,000Jun 2022 $12,9162025 Amount on Record Jul 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2637 Windsor Hill Dr

5 bd · 3 ba · 3,691 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$675,000Aug 2021 $11,5412025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2638 Windsor Hill Dr

4 bd · 3 ba · 3,186 sqft · 0.505 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$420,000Apr 2014 $8,6182025 Amount on Record Sep 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2649 Windsor Hill Dr

4 bd · 3 ba · 2,560 sqft · 0.502 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,3122025 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

2650 Windsor Hill Dr

4 bd · 3 ba · 2,859 sqft · 0.516 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$69,900Jul 1996 $7,2082025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2661 Windsor Hill Dr

4 bd · 3 ba · 3,244 sqft · 0.515 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jun 2020 $10,0362025 Amount on Record Nov 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2672 Windsor Hill Dr

3 bd · 3 ba · 3,564 sqft · 0.501 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Jan 2024 $13,1422025 Amount on Record Jun 2014 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2673 Windsor Hill Dr

5 bd · 4.5 ba · 4,126 sqft · 0.494 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$22,228Aug 2001 $8,1762025 Amount on Record Oct 2000 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

2704 Windsor Hill Dr

6 bd · 5 ba · 3,999 sqft · 0.488 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$900,000Dec 2022 $8,7072025 Amount on Record Dec 2011 2 Names on Record AssessorUpdated May 2026

2705 Windsor Hill Dr

5 bd · 5.5 ba · 6,210 sqft · 1.02 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$875,000Apr 2005 $13,3222025 Amount on Record Jan 1998 2 Names on Record AssessorUpdated May 2026

2716 Windsor Hill Dr

4 bd · 3 ba · 3,084 sqft · 0.491 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$639,900May 2006 $7,2242025 Amount on Record Mar 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

2717 Windsor Hill Dr

3 bd · 2.5 ba · 3,336 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$194,000Jul 2016 $7,8642025 Amount on Record Apr 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2728 Windsor Hill Dr

4 bd · 3 ba · 2,789 sqft · 0.49 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$539,000Jun 2020 $8,5652025 Amount on Record Dec 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2739 Windsor Hill Dr

5 bd · 4 ba · 4,019 sqft · 1.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jul 2013 $9,7202025 Amount on Record Sep 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2740 Windsor Hill Dr

4 bd · 3 ba · 2,957 sqft · 0.49 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$805,000Aug 2022 $12,2632025 Amount on Record Sep 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2752 Windsor Hill Dr

4 bd · 3 ba · 2,852 sqft · 0.497 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$406,000Feb 2014 $7,6082025 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2763 Windsor Hill Dr

5 bd · 3.5 ba · 3,491 sqft · 0.997 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$350,000Apr 2002 $9,2542025 Amount on Record May 1996 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2764 Windsor Hill Dr

4 bd · 3.5 ba · 3,127 sqft · 0.478 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$499,900Jul 2014 $7,1262025 —Jun 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

2806 Windsor Hill Dr

4 bd · 3 ba · 3,181 sqft · 0.472 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,040,000Jun 2026 $13,5152025 Amount on Record Sep 2023 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

2807 Windsor Hill Dr

7 bd · 6 ba · 5,240 sqft · 0.995 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$510,000Jun 2010 $10,8622025 Amount on Record Aug 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

2818 Windsor Hill Dr

5 bd · 4.5 ba · 3,534 sqft · 0.522 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$798,000Oct 2024 $14,7262025 Amount on Record Mar 2018 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

2829 Windsor Hill Dr

5 bd · 3.5 ba · 3,267 sqft · 0.996 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$525,000Nov 2017 $13,9922025 Amount on Record May 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2830 Windsor Hill Dr

5 bd · 5 ba · 4,611 sqft · 0.53 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$615,000Jun 2018 $11,4442025 Amount on Record Jun 2002 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2841 Windsor Hill Dr

5 bd · 5 ba · 4,523 sqft · 0.95 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$269,900Nov 2004 $12,8852025 Amount on Record Jan 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2853 Windsor Hill Dr

4 bd · 6 ba · 4,912 sqft · 0.957 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$830,000Oct 2019 $14,4642025 Amount on Record Jun 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record AssessorUpdated May 2026

2865 Windsor Hill Dr

6 bd · 4.5 ba · 4,795 sqft · 1.15 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jul 2013 $22,1562025 Amount on Record Jul 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Windsor Hill 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 4th percentile of exposed land nationally · 4th in Florida
Wildfire LikelihoodLow — about 1 in 6,383 per year
ExposureDirect
1 of 6 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets