Windward Ave, Key Largo, FL Property Records

Monroe County property records for 42 addresses on Windward Ave, Key Largo, FL · Last verified August 2026

Windward Ave Highlights

Properties 42
Median Sale Price $430,000
Deeds and Mortgages on File 57
Median Price per Sqft $533
Owner Occupied 19%
Median Annual Tax Bill $3,571
Median Year Built 1988
Median Ownership Tenure 6 years

Properties on Windward Ave

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

9802 Windward Ave, #63

1 bd · 1,315 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000Oct 2022 $4,9662024 Amount on Record Jan 2004 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

9804 Windward Ave, #64

2 bd · 2 ba · 1,179 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Apr 2006 $4,1032024 Amount on Record Sep 2004 1 Name on Record AssessorUpdated Dec 2025

9806 Windward Ave, #65

1 bd · 1,079 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,000Dec 1994 $4,4752024 Amount on Record Apr 1981 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

9808 Windward Ave, #66

1 bd · 1,079 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Jul 2017 $4,3862024 Amount on Record Apr 2000 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

9810 Windward Ave, #67

2 bd · 2 ba · 1,179 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$539,000Nov 2020 $1,9702024 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9812 Windward Ave, #68

1 bd · 1,271 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Apr 2023 $6,4622025 Amount on Record Feb 2016 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

98141 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$107,000Oct 2000 $3,5712024 Amount on Record Mar 2000 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

98142 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,900Apr 1989 $1,7322024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

98161 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Mar 2021 $3,9742024 Amount on Record Feb 2016 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

98162 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$77,000Aug 1999 $3,2292024 —May 2004 2 Names on Record AssessorUpdated Dec 2025

98181 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,000May 2004 $3,4382024 Amount on Record Sep 2003 2 Names on Record AssessorUpdated Dec 2025

98182 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Feb 2022 $3,7862024 Amount on Record Mar 2014 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

98201 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,000May 1999 $3,2732024 —Sep 1995 1 Name on Record AssessorUpdated Dec 2025

98202 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Dec 2014 $3,4552025 Amount on Record Mar 2007 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

98221 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,242Aug 2020 $3,2732024 Amount on Record Apr 2018 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

98222 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Aug 2022 $3,9162024 Amount on Record Aug 2021 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

98241 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,428Jun 2020 $3,5712024 Amount on Record Apr 1989 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

98242 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$278,500Sep 2018 $3,5232024 Amount on Record Jul 2017 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

98261 Windward Ave

2 bd · 2 ba · 845 sqft

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jul 2024 $3,7572025 —Dec 2009 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

98262 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Sep 2016 $3,5112024 Amount on Record Jul 2013 2 Names on Record AssessorUpdated Dec 2025

98281 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,000Oct 2003 $3,2732024 2 Names on Record AssessorUpdated Dec 2025

98282 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jan 2020 $3,5572025 Amount on Record Oct 2018 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

98301 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Nov 1998 $3,1122024 Amount on Record Jan 1998 1 Name on Record AssessorUpdated Dec 2025

98302 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Sep 2025 $3,6992024 Amount on Record Jun 2022 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

98321 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Mar 2020 $3,5302024 Amount on Record Aug 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

98322 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$204,100Jun 2020 $3,2182024 —Dec 2018 1 Name on Record Assessor + 5 DocumentsUpdated Apr 2026

98341 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Oct 2021 $4,1502024 Amount on Record Jun 2014 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

98342 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Sep 2023 $3,5502024 Amount on Record Nov 2015 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

98361 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,500Jan 2013 $3,5132024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

98362 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000Sep 2013 $3,5232024 2 Names on Record AssessorUpdated Dec 2025

98381 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$377,000Jul 2021 $4,2912025 Amount on Record Oct 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

98382 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Sep 2011 $3,5232024 Amount on Record Feb 2003 1 Name on Record AssessorUpdated Dec 2025

98401 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$437,000Oct 2024 $3,2732024 Amount on Record May 2012 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

98402 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Sep 2006 $3,3792024 Amount on Record Sep 2000 1 Name on Record AssessorUpdated Apr 2026

98421 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Jul 2023 $3,8522024 Amount on Record Oct 2020 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

98422 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$192,000Dec 2016 $3,7392024 Amount on Record — 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

98441 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Sep 2021 $3,7112024 Amount on Record Apr 1988 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

98442 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Apr 2001 $3,2292024 1 Name on Record AssessorUpdated Dec 2025

98461 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Sep 2023 $4,0302024 Amount on Record Jun 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

98462 Windward Ave

2 bd · 2 ba · 778 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Aug 2022 $3,7112024 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

98481 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Dec 2022 $4,2942024 —Feb 2020 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

98482 Windward Ave

2 bd · 2 ba · 845 sqft · 11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jul 2021 $4,3132024 Amount on Record May 2018 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

Wildfire Risk on Windward Ave

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