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Windward Way, Naples, FL Property Records

Collier County property records for 33 addresses on Windward Way, Naples, FL · Last verified August 2026

Windward Way Highlights

Properties 33
Median Sale Price $6,500,000
Deeds and Mortgages on File 43
Median Price per Sqft $1,835
Owner Occupied 52%
Median Annual Tax Bill $50,772
Median Year Built 2005
Median Ownership Tenure 11 years

Properties on Windward Way

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

320 Windward Way

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2013 1 Name on Record AssessorUpdated Jun 2023

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325 Windward Way

3,577 sqft · Built 2003 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,850,000Jun 2011 $55,7842025 Amount on Record May 2001 2 Names on Record AssessorUpdated Aug 2026

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345 Windward Way

2,456 sqft · Built 1968 · 0.369 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,000,000Apr 2023 $50,3872024 Amount on Record Nov 2000 1 Name on Record Assessor + 4 DocumentsUpdated Aug 2026

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350 Windward Way

2,643 sqft · Built 1965 · 0.319 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Mar 2026 $4,4452024 —Dec 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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365 Windward Way

3,436 sqft · Built 2015 · 0.369 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8,001,537Nov 2020 $81,6392025 Amount on Record May 2014 4 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

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370 Windward Way

1,897 sqft · Built 1966 · 0.319 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$721,500Mar 2010 $15,2172024 Amount on Record Jan 2006 2 Names on Record AssessorUpdated Apr 2026

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390 Windward Way

2,468 sqft · Built 2017 · 0.289 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,287,500Oct 2015 $25,7242025 Amount on Record Apr 2015 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

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393 Windward Way

3,819 sqft · Built 1966 · 0.41 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Jul 2023 $56,5252024 Amount on Record Dec 2000 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

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398 Windward Way

3,545 sqft · Built 2001 · 0.319 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000Jan 2017 $13,9612025 Amount on Record Jul 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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399 Windward Way

Built 1969 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Aug 2004 $28,9222025 1 Name on Record AssessorUpdated Dec 2025

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2200 Windward Way

3,804 sqft · Built 1991 · 0.469 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,497,500Jan 2005 $27,4422025 Amount on Record May 2000 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

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2222 Windward Way

4,297 sqft · Built 2018 · 0.469 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,175,000Mar 2019 $89,5552025 Amount on Record May 2016 1 Name on Record Assessor + 5 DocumentsUpdated Jun 2026

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2244 Windward Way

5,057 sqft · Built 2015 · 0.469 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,750,000Feb 2015 $88,5642025 Amount on Record Aug 2013 1 Name on Record AssessorUpdated Dec 2025

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2266 Windward Way

4,401 sqft · Built 2023 · 0.419 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$565,000Jun 1995 $86,4832024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

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2300 Windward Way

1 sqft · Built 1972 · 0.469 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000Apr 2010 $47,8802025 2 Names on Record AssessorUpdated Aug 2026

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2323 Windward Way

8,276 sqft · Built 2023 · 0.469 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,200,000Jul 2020 $98,1502025 Amount on Record Feb 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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2331 Windward Way

2,615 sqft · Built 1968 · 0.439 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,465,000Mar 2003 $35,9482024 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

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2341 Windward Way

4,103 sqft · Built 1992 · 0.43 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,100,000Apr 2017 $41,7652025 Amount on Record Jun 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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2350 Windward Way

3,542 sqft · Built 2014 · 0.4 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,500,000Mar 2022 $50,7722024 Amount on Record Apr 2011 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

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2351 Windward Way

4,034 sqft · Built 2008 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,300,000Dec 2009 $76,4002024 Amount on Record Jul 2006 2 Names on Record AssessorUpdated Apr 2026

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2393 Windward Way

4,343 sqft · Built 2011 · 0.519 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000Jun 2006 $52,6392025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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2400 Windward Way

3,456 sqft · Built 2017 · 0.35 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,317,000Dec 2019 $30,3142025 Amount on Record May 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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2427 Windward Way

2,692 sqft · Built 1990 · 0.41 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,500,000Nov 2025 $59,9162024 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

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2500 Windward Way

3,087 sqft · Built 2019 · 0.319 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,200,000Jul 2020 $38,8832024 Amount on Record Aug 2017 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

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2525 Windward Way

5,075 sqft · Built 2016 · 0.769 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,625,000Feb 2013 $152,7112024 Amount on Record Oct 1994 AssessorUpdated Apr 2026

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2550 Windward Way

2,709 sqft · Built 2015 · 0.289 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,838,565Mar 2026 $36,1882025 Amount on Record May 2018 2 Names on Record Assessor + 2 DocumentsUpdated Mar 2026

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2551 Windward Way

3,275 sqft · Built 2001 · 0.36 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$520,800Feb 1998 $26,2172024 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

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2571 Windward Way

3,905 sqft · Built 2015 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,900,000Sep 2014 $57,0972025 Amount on Record Oct 2011 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

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2590 Windward Way

1,831 sqft · Built 1971 · 0.319 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$870,000Feb 2003 $7,0642025 Amount on Record Apr 1998 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

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2591 Windward Way

3,002 sqft · Built 2006 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,200,000Oct 2013 $55,8092024 Amount on Record May 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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2600 Windward Way

1,695 sqft · Built 1967 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$885,500Nov 2016 $12,1892025 —Jan 2015 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

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2603 Windward Way

3,391 sqft · Built 2005 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,007,000Apr 2003 $57,1692024 Amount on Record Dec 2002 1 Name on Record AssessorUpdated Aug 2026

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2621 Windward Way

4,117 sqft · Built 2004 · 0.38 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,000,000Jul 2023 $56,0812025 Amount on Record Apr 2016 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

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Wildfire Risk on Windward Way

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