Azalea Dr, Key West, FL Property Records

Monroe County property records for 27 addresses on Azalea Dr, Key West, FL · Last verified August 2026

Azalea Dr Highlights

Properties 27
Median Sale Price $1,000,000
Deeds and Mortgages on File 23
Median Price per Sqft $654
Owner Occupied 81%
Median Annual Tax Bill $5,315
Median Year Built 1965
Median Ownership Tenure 12 years

Properties on Azalea Dr

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

1 Azalea Dr

3 bd · 2 ba · 2,483 sqft · 0.232 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Mar 2015 $6,8382024 Amount on Record May 1986 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2 Azalea Dr

3 bd · 2 ba · 1,909 sqft · 0.229 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Sep 2023 $5,3152024 Amount on Record Dec 1995 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

3 Azalea Dr

2 bd · 2 ba · 1,608 sqft · 0.206 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$735,000Oct 2020 $9,0712024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4 Azalea Dr

2 bd · 2 ba · 1,589 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,6302024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

5 Azalea Dr

2 bd · 2 ba · 2,550 sqft · 0.206 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,1592024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

6 Azalea Dr

2 bd · 2 ba · 1,450 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Jun 2025 $4,2552024 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

7 Azalea Dr

3 bd · 3 ba · 1,956 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Jan 2020 $8,8252024 Amount on Record Jul 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

8 Azalea Dr

2 bd · 2 ba · 1,360 sqft · 0.137 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$507,000Mar 2015 $5482024 Amount on Record Mar 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

9 Azalea Dr

2 bd · 2 ba · 2,025 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$395,000Apr 1999 $3,9602024 Amount on Record Jun 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

10 Azalea Dr

3 bd · 2 ba · 1,477 sqft · 0.137 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$610,000May 2012 $7,0182024 —Jan 2004 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

11 Azalea Dr

3 bd · 3 ba · 1,722 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$143,500Sep 2011 $6,7492024 Amount on Record Apr 2002 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

12 Azalea Dr

3 bd · 4 ba · 1,575 sqft · 0.137 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$537,500Feb 2012 $9,0202024 Amount on Record Nov 2002 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

14 Azalea Dr

3 bd · 2 ba · 1,865 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000May 2014 $4,9922024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

15 Azalea Dr

3 bd · 3 ba · 3,360 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 1998 $7,0812024 —Oct 1994 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

16 Azalea Dr

4 bd · 2 ba · 1,997 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Oct 2024 $12,2442025 —Oct 2020 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

17 Azalea Dr

2 bd · 1 ba · 1,465 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Sep 1999 $8,3712024 Amount on Record Feb 1971 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

18 Azalea Dr

2 bd · 2 ba · 1,421 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$485,000Dec 2012 $4,3562024 Amount on Record Nov 2008 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

19 Azalea Dr

3 bd · 2 ba · 1,936 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Apr 2026 $5,0302024 Amount on Record Jan 2025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

20 Azalea Dr

3 bd · 2 ba · 2,192 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,800Feb 1974 $2,8522024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

21 Azalea Dr

4 bd · 2.5 ba · 2,710 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$265,000Oct 1991 $4,4362024 Amount on Record Nov 1987 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

22 Azalea Dr

2 bd · 2 ba · 1,445 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$538,085Sep 2013 $6,1972024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

23 Azalea Dr

3 bd · 2 ba · 2,095 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$57,000Nov 1987 $12,6242025 Amount on Record Dec 1982 1 Name on Record AssessorUpdated Jul 2026

24 Azalea Dr

3 bd · 2 ba · 2,292 sqft · 0.137 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$400,000Mar 2000 $4,2962024 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

25 Azalea Dr

3 bd · 2 ba · 1,904 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2019 $4,8702025 Amount on Record Jul 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

26 Azalea Dr

4 bd · 3 ba · 2,156 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Apr 2015 $6,3782024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

27 Azalea Dr

2 bd · 2 ba · 1,616 sqft · 0.344 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2024 $14,4572024 Amount on Record Jul 2021 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

28 Azalea Dr

3 bd · 2 ba · 1,692 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,0942024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

Wildfire Risk on Azalea 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 of burnable land

Property Records in Nearby Streets