Water Key Dr, Windermere, FL Property Records

Orange County property records for 19 addresses on Water Key Dr, Windermere, FL · Last verified August 2026

Water Key Dr Highlights

Properties 19
Median Sale Price $1,350,000
Deeds and Mortgages on File 32
Median Price per Sqft $350
Owner Occupied 95%
Median Annual Tax Bill $17,395
Median Year Built 2001
Median Ownership Tenure 5 years

Properties on Water Key Dr

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

2002 Water Key Dr

6 bd · 5 ba · 3,548 sqft · 0.607 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,365,000Jul 2026 $16,0842025 Amount on Record May 2017 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2003 Water Key Dr

5 bd · 4 ba · 3,488 sqft · 2.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$645,000Apr 2009 $9,9332025 —Dec 2008 2 Names on Record Owner Occupied AssessorUpdated May 2026

2008 Water Key Dr

4 bd · 3.5 ba · 3,273 sqft · 0.524 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,143,000May 2025 $9,4912025 Amount on Record Jul 2016 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

2009 Water Key Dr

4 bd · 2.5 ba · 3,395 sqft · 2.24 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,520,000Aug 2024 $21,2602025 Amount on Record Jan 2023 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2014 Water Key Dr

5 bd · 4.5 ba · 4,006 sqft · 0.497 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$552,000Jul 2011 $9,3442025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2015 Water Key Dr

4 bd · 3.5 ba · 3,756 sqft · 2.14 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$920,000Jun 2021 $12,8812025 Amount on Record Jan 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2020 Water Key Dr

4 bd · 4 ba · 4,349 sqft · 0.476 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,410,000Sep 2022 $18,9662025 Amount on Record Jul 2019 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2021 Water Key Dr

4 bd · 3.5 ba · 4,218 sqft · 2.17 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Oct 2018 $17,8832025 —May 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2027 Water Key Dr

4 bd · 3.5 ba · 3,825 sqft · 2.09 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,340,000Jul 2021 $20,1612025 Amount on Record Apr 2000 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2032 Water Key Dr

4 bd · 4 ba · 3,154 sqft · 0.492 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$349,000Sep 2012 $7,7272025 Amount on Record May 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2033 Water Key Dr

4 bd · 3 ba · 2,652 sqft · 2.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$699,900Jan 2019 $10,8652025 Amount on Record Jan 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2038 Water Key Dr

5 bd · 4.5 ba · 3,707 sqft · 0.511 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000May 2022 $15,6002025 Amount on Record Nov 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2039 Water Key Dr

4 bd · 3.5 ba · 3,284 sqft · 1.93 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,372,000Sep 2021 $21,0522025 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2106 Water Key Dr

5 bd · 4 ba · 4,107 sqft · 0.519 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,120,000Apr 2022 $17,3952025 Amount on Record Mar 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2107 Water Key Dr

3 bd · 3.5 ba · 4,473 sqft · 2.75 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,365,000Jan 2017 $21,0842025 —Oct 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2113 Water Key Dr

4 bd · 4 ba · 4,206 sqft · 1.16 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Nov 2014 $22,9882025 —Dec 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

2119 Water Key Dr

4 bd · 3 ba · 3,370 sqft · 0.792 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Sep 2021 $20,8572025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2125 Water Key Dr

4 bd · 7 ba · 4,923 sqft · 0.772 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Nov 2004 $16,3932025 Amount on Record Apr 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2131 Water Key Dr

5 bd · 5 ba · 5,058 sqft · 0.954 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,925,000Jun 2022 $26,4942025 Amount on Record Mar 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Water Key Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets