Windward Ave, Sarasota, FL Property Records

Sarasota County property records for 25 addresses on Windward Ave, Sarasota, FL · Last verified August 2026

Windward Ave Highlights

Properties 25
Median Sale Price $2,075,000
Deeds and Mortgages on File 39
Median Price per Sqft $799
Owner Occupied 76%
Median Annual Tax Bill $10,983
Median Year Built 1967
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.

5010 Windward Ave

4 bd · 3 ba · 1,729 sqft · 0.449 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$430,000Oct 1999 $6,5992025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

5011 Windward Ave

6 bd · 4 ba · 2,665 sqft · 0.374 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000May 2024 $9,7552025 Amount on Record Jan 2008 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

5022 Windward Ave

3 bd · 3 ba · 1,696 sqft · 0.312 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,340,000Jan 2022 $14,7922025 —Aug 2018 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5023 Windward Ave

4 bd · 5 ba · 2,902 sqft · 0.283 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000May 2024 $29,7642025 Amount on Record Nov 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5034 Windward Ave

3 bd · 2.5 ba · 2,596 sqft · 0.32 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,015,000Oct 2020 $10,8702024 Amount on Record May 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

5035 Windward Ave

3 bd · 3 ba · 1,784 sqft · 0.309 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jul 2008 $5,4032025 —Jan 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5046 Windward Ave

3 bd · 3 ba · 2,318 sqft · 0.323 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,075,000Nov 2023 $14,0072025 Amount on Record Jul 2023 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

5047 Windward Ave

4 bd · 3 ba · 2,295 sqft · 0.315 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$935,000Oct 2020 $11,3382025 Amount on Record Jul 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5058 Windward Ave

3 bd · 3 ba · 3,529 sqft · 0.325 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,250,000Feb 2026 $28,8882025 Amount on Record Nov 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

5059 Windward Ave

3 bd · 2 ba · 1,879 sqft · 0.32 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$660,000Nov 2015 $3,5972025 Amount on Record Oct 2014 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

5070 Windward Ave

3 bd · 2 ba · 2,052 sqft · 0.325 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$913,000Feb 2017 $8,6482025 —Jul 2019 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

5071 Windward Ave

3 bd · 2 ba · 1,512 sqft · 0.324 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,000Aug 2012 $11,6352025 —Sep 2003 2 Names on Record Assessor + 1 DocumentUpdated Jan 2026

5083 Windward Ave

3 bd · 3 ba · 2,579 sqft · 0.328 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$536,000Jul 2017 $21,4472025 —May 2015 3 Names on Record Assessor + 1 DocumentUpdated Jan 2026

5084 Windward Ave

3 bd · 3 ba · 2,542 sqft · 0.328 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Jan 2017 $10,9832025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5103 Windward Ave

4 bd · 2 ba · 2,676 sqft · 0.332 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$930,000Feb 2025 $4,2152025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5104 Windward Ave

3 bd · 3 ba · 2,662 sqft · 0.332 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$705,000Oct 2013 $10,9392025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

5115 Windward Ave

3 bd · 3 ba · 2,394 sqft · 0.336 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,750,000Mar 2023 $15,8362025 Amount on Record Jun 2014 2 Names on Record Assessor + 1 DocumentUpdated Jan 2026

5127 Windward Ave

3 bd · 2 ba · 2,200 sqft · 0.334 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$239,000May 1998 $4,3972025 2 Names on Record Owner Occupied AssessorUpdated May 2026

5128 Windward Ave

4 bd · 3 ba · 2,871 sqft · 0.339 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Feb 2013 $7,7932024 Amount on Record May 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5139 Windward Ave

2 bd · 2 ba · 1,558 sqft · 0.318 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jul 2015 $11,7362024 Amount on Record Jun 2001 1 Name on Record AssessorUpdated Aug 2026

5140 Windward Ave

3 bd · 2 ba · 2,308 sqft · 0.343 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2025 $8,3832025 Amount on Record Jul 2025 1 Name on Record Assessor + 2 DocumentsUpdated Jan 2026

5151 Windward Ave

4 bd · 6 ba · 2,774 sqft · 0.289 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,775,000Jul 2021 $33,3662025 Amount on Record Dec 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5152 Windward Ave

4 bd · 4 ba · 3,378 sqft · 0.345 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,125,000Mar 2021 $24,8462025 Amount on Record Oct 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5163 Windward Ave

3 bd · 2 ba · 2,136 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2022 $2,8302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5164 Windward Ave

2 bd · 2 ba · 1,972 sqft · 0.404 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,577,000Dec 2025 $19,1432025 Amount on Record Jun 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 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

Property Records in Nearby Streets