Leeward Ave, Key Largo, FL Property Records

Monroe County property records for 78 addresses on Leeward Ave, Key Largo, FL · Last verified August 2026

Leeward Ave Highlights

Properties 78
Median Sale Price $584,900
Deeds and Mortgages on File 101
Median Price per Sqft $850
Owner Occupied 13%
Median Annual Tax Bill $3,989
Median Year Built 1988
Median Ownership Tenure 8 years

Properties on Leeward Ave

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

2 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Jun 2023 $1,0132024 —Jan 2023 1 Name on Record Assessor + 2 DocumentsUpdated Dec 2025

3 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Apr 2023 $1,0132024 —Aug 1994 2 Names on Record AssessorUpdated Dec 2025

6 Leeward Ave

1 bd · 33 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jul 2019 $8002024 Amount on Record Oct 1989 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

8 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,500Jan 1999 $6742024 Amount on Record Dec 1992 1 Name on Record AssessorUpdated Apr 2026

12 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,500Mar 2011 $1,0102025 Amount on Record May 1989 1 Name on Record AssessorUpdated May 2026

14 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jun 2026 $6842025 Amount on Record Sep 2025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

15 Leeward Ave

1 bd · 33 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,000Feb 2020 $8432024 Amount on Record Mar 1992 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

20 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,000Mar 2024 $9022024 —Jul 2008 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

22 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Mar 2022 $9342024 Amount on Record Aug 1989 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

23 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,000Jan 1997 $8432024 Amount on Record May 1990 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

24 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jun 2021 $9862024 Amount on Record Aug 2016 1 Name on Record AssessorUpdated Apr 2026

25 Leeward Ave

1 bd · 38 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Oct 2014 $7752025 Amount on Record Jan 1988 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

26 Leeward Ave

1 bd · 38 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2020 $1,0132024 Amount on Record Apr 2018 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

29 Leeward Ave

1 bd · 38 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$875,000Jun 2026 $8042025 Amount on Record May 2022 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

30 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Sep 2014 $7452024 Amount on Record Feb 1988 1 Name on Record AssessorUpdated Apr 2026

31 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jul 2019 $9862024 Amount on Record Feb 1989 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

32 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Oct 2014 $6452024 Amount on Record Jun 1997 1 Name on Record AssessorUpdated Apr 2026

33 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Mar 2020 $9022024 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

34 Leeward Ave

1 bd · 33 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2006 $1,0652024 Amount on Record Jun 2003 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

38 Leeward Ave

1 bd · 30 sqft

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2002 $8122023 —Apr 1999 1 Name on Record AssessorUpdated Apr 2026

39 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$570,000May 2021 $9862024 3 Names on Record Assessor + 1 DocumentUpdated Dec 2025

43 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2011 $9022024 Amount on Record Jan 1988 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

45 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2022 $9862024 Amount on Record Aug 2021 1 Name on Record Assessor + 6 DocumentsUpdated Aug 2026

49 Leeward Ave

1 bd · 33 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Oct 2018 $1,1112024 Amount on Record Feb 1997 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

51 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$545,000Jul 2004 $6742024 Amount on Record May 1996 1 Name on Record AssessorUpdated Dec 2025

55 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,600Apr 1981 $9992024 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

56 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Nov 2013 $6572024 Amount on Record Apr 2013 1 Name on Record AssessorUpdated Apr 2026

57 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$539,000Nov 2020 $9982024 Amount on Record May 1981 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

61 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000May 2018 $9022024 Amount on Record May 1981 2 Names on Record AssessorUpdated Aug 2026

9800 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Aug 2023 $4,8052024 —Jun 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

9802 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Aug 2003 $5,5432025 Amount on Record Dec 1998 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

9804 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Apr 2002 $5,5432025 Amount on Record Mar 2002 1 Name on Record AssessorUpdated May 2026

9806 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$432,000Dec 2016 $2,8832024 Amount on Record Dec 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

9808 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Dec 1998 $5,1592024 Amount on Record Sep 1994 1 Name on Record AssessorUpdated Apr 2026

9810 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000May 2021 $5,4492024 Amount on Record Apr 1997 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

9812 Leeward Ave

3 bd · 3 ba · 1,350 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,500Jun 1999 $5,1592024 2 Names on Record AssessorUpdated Dec 2025

9814 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,000Apr 2015 $4,6182024 Amount on Record Aug 2002 1 Name on Record AssessorUpdated Dec 2025

9816 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$728,000Sep 2021 $6,6382024 Amount on Record Mar 2011 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

9818 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Sep 1999 $4,7022025 Amount on Record Nov 1988 1 Name on Record AssessorUpdated May 2026

9820 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Apr 2023 $4,9942024 Amount on Record Feb 1997 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

9822 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Jun 2006 $4,9942024 Amount on Record Sep 2003 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

9824 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Feb 2017 $4,9252024 Amount on Record Jun 2004 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

9826 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3842024 Amount on Record Apr 2006 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

9828 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Sep 2020 $4,6042024 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

9830 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jan 2020 $2,0462024 Amount on Record Mar 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

9832 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$921,500Nov 2025 $4,3842024 Amount on Record Apr 2020 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

9834 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Dec 1993 $4,5812024 2 Names on Record AssessorUpdated Dec 2025

9836 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$356,500Aug 2013 $2,8392025 Amount on Record Oct 2009 1 Name on Record Owner Occupied AssessorUpdated May 2026

9838 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 2013 $4,3842024 Amount on Record May 1995 1 Name on Record AssessorUpdated Dec 2025

9840 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000May 2012 $4,3842024 Amount on Record Apr 2002 2 Names on Record AssessorUpdated Dec 2025

9842 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$584,900May 2025 $3,2042024 Amount on Record Aug 2017 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

9844 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 1995 $4,7022025 Amount on Record Nov 1989 2 Names on Record AssessorUpdated May 2026

9846 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Mar 2022 $4,8932024 Amount on Record Sep 1989 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

9847 Leeward Ave, #81

3 bd · 2 ba · 1,079 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Aug 2019 $4,8032024 Amount on Record Nov 2012 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

9848 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jul 2001 $4,3842024 Amount on Record May 1993 2 Names on Record AssessorUpdated Apr 2026

9849 Leeward Ave, #82

2 bd · 2 ba · 1,179 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$840,000May 2024 $4,7892024 Amount on Record May 2021 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

9850 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Mar 2011 $4,3842024 2 Names on Record AssessorUpdated Dec 2025

9852 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Oct 2017 $5,5082024 Amount on Record Mar 2013 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

9852 Leeward Ave, #50

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$685,000Aug 2022 $9342024 —Mar 2013 1 Name on Record Assessor + 4 DocumentsUpdated Aug 2026

9853 Leeward Ave, #84

1 bd · 1,079 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Nov 2019 $4,3132024 Amount on Record Oct 2018 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

9854 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$875,000Jun 2026 $5,7362025 Amount on Record May 2022 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

9855 Leeward Ave, #85

2 bd · 2 ba · 1,179 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000May 2021 $4,6282024 Amount on Record Feb 2020 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

9856 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$570,000Jun 2005 $4,8932024 Amount on Record Jun 1995 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

9857 Leeward Ave

1 bd · 30 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2004 $6452024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

9857 Leeward Ave, #86

1 bd · 1,317 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$545,000Jul 2004 $2,5912024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

9858 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000May 2025 $4,7882024 Amount on Record Apr 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

9859 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000May 2021 $4,5502024 Amount on Record Nov 2019 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

9860 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$662,500May 2026 $4,8932024 Amount on Record Jul 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9861 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$412,500Nov 2020 $4,4812024 Amount on Record Jan 2015 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

9862 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2022 $5,2172024 —Oct 2009 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

9863 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$188,000Mar 2000 $4,1012024 Amount on Record Nov 1987 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

9865 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Nov 2016 $4,1302024 Amount on Record Oct 2004 1 Name on Record AssessorUpdated Dec 2025

9867 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Oct 2014 $3,9892024 —Jan 2014 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

9869 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2004 $3,9112024 Amount on Record Mar 2002 1 Name on Record AssessorUpdated Dec 2025

9871 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$584,000Sep 2024 $4,5982025 Amount on Record Nov 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

9873 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,000Dec 2009 $3,9112024 —Dec 2009 1 Name on Record AssessorUpdated Dec 2025

9875 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$84,900Nov 1987 $3,9112024 1 Name on Record AssessorUpdated Dec 2025

9877 Leeward Ave

2 bd · 2 ba · 1,029 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,602,857May 2020 $4,2502025 Amount on Record Nov 2015 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

Wildfire Risk on Leeward Ave

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

Wildfire RiskLow
this street's cells rank above 10% of the US · above 4% of Florida
Wildfire LikelihoodAbout 1 in 4,444 per year
ExposureDirect
1 of 2 cells directly exposed · 2 adjoin burnable vegetation