Winding Way, Sarasota, FL Property Records

Sarasota County property records for 37 addresses on Winding Way, Sarasota, FL · Last verified October 2026

Winding Way Highlights

Properties 37
Median Sale Price $550,000
Deeds and Mortgages on File 62
Median Price per Sqft $483
Owner Occupied 73%
Median Annual Tax Bill $5,869
Median Year Built 1964
Median Ownership Tenure 6 years

Properties on Winding Way

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

5200 Winding Way

2 bd · 2 ba · 1,421 sqft · built 1961 · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Apr 2002 $2,6072025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5202 Winding Way

2 bd · 2 ba · 1,184 sqft · built 1966 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Jun 2024 $5,5472025 Amount on Record Apr 2004 Owner on Record AssessorUpdated Jan 2026

5205 Winding Way

3 bd · 2 ba · 1,666 sqft · built 1956 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$497,500May 2020 $6,1272025 Amount on Record May 2015 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5206 Winding Way

2 bd · 2 ba · 1,154 sqft · built 1965 · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Feb 2026 $6,8352024 Amount on Record Aug 2017 Owner on Record Assessor + 2 DocumentsUpdated Jul 2026

5207 Winding Way

4 bd · 2 ba · 1,136 sqft · built 1964 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$422,800Jul 2020 $6,4162025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

5208 Winding Way

3 bd · 2 ba · 1,823 sqft · built 1962 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$476,000Aug 2018 $3,8932025 Amount on Record May 2017 4 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

5210 Winding Way

2 bd · 2 ba · 998 sqft · built 1963 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jun 2016 $8,1452024 Amount on Record Jan 1997 Owner on Record AssessorUpdated Sep 2026

5212 Winding Way

4 bd · 3 ba · 2,000 sqft · built 1968 · 0.221 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Nov 2013 $7,5152025 Amount on Record Dec 2005 2 Owners on Record AssessorUpdated Jan 2026

5214 Winding Way

3 bd · 1 ba · 1,160 sqft · built 1975 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7452025 Owner on Record Owner Occupied AssessorUpdated Jan 2026

5215 Winding Way

3 bd · 2 ba · 1,302 sqft · built 1964 · 0.325 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1999 $4,2352025 —Apr 1997 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5216 Winding Way

3 bd · 2 ba · 1,160 sqft · built 1976 · 0.157 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Jun 1992 $2,9792025 3 Owners on Record Owner Occupied AssessorUpdated Jan 2026

5218 Winding Way

2 bd · 2 ba · 944 sqft · built 1962 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Mar 2026 $5,0762024 Amount on Record Mar 2025 Owner on Record Assessor + 5 DocumentsUpdated Sep 2026

5220 Winding Way

4 bd · 3 ba · 1,716 sqft · built 1957 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Mar 2020 $4,9592025 —Feb 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5221 Winding Way

3 bd · 2 ba · 1,717 sqft · built 1963 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Dec 2020 $7,8922024 Amount on Record Nov 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

5222 Winding Way

2 bd · 2 ba · 1,137 sqft · built 1963 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Nov 2025 $3,5972025 Amount on Record Jun 2010 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

5224 Winding Way

3 bd · 3 ba · 1,412 sqft · built 2005 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jul 2018 $5,7602025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

5225 Winding Way

2 bd · 2 ba · 990 sqft · built 1974 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Feb 2021 $7,3332024 Amount on Record Dec 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

5226 Winding Way

3 bd · 2 ba · 1,960 sqft · built 2015 · 0.379 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Apr 2013 $9,5252025 —Mar 2023 3 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5230 Winding Way

3 bd · 3 ba · 2,033 sqft · built 2004 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$790,000Jan 2021 $10,4492025 Amount on Record Jun 2014 2 Owners on Record Assessor + 1 DocumentUpdated Jan 2026

5232 Winding Way

2 bd · 2 ba · 1,307 sqft · built 1962 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Aug 2026 $6,5742025 Amount on Record Oct 1994 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

5233 Winding Way

2 bd · 2 ba · 1,432 sqft · built 1962 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$918,000Aug 2022 $5,8692025 Amount on Record Jan 2011 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5234 Winding Way

2 bd · 2 ba · 1,308 sqft · built 1964 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$839,000Jul 2022 $5,2102024 Amount on Record Apr 2017 3 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jan 2026

5235 Winding Way

3 bd · 2 ba · 1,735 sqft · built 1966 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5062025 Amount on Record Aug 1994 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

5236 Winding Way

3 bd · 2 ba · 1,348 sqft · built 1962 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Mar 2004 $2,6712025 —Jan 2003 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

5237 Winding Way

3 bd · 1.5 ba · 1,125 sqft · built 1958 · 0.214 acres

Last Sale Tax Bill Prior Sale Owner Records
$51,900Feb 1999 $7,3512024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

5238 Winding Way

3 bd · 3 ba · 1,020 sqft · built 1987 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,235,000Aug 2023 $10,2772025 Amount on Record Sep 2022 2 Owners on Record Assessor + 3 DocumentsUpdated Jan 2026

5239 Winding Way

3 bd · 2 ba · 1,512 sqft · built 1958 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000May 2025 $7,5992025 Amount on Record Jan 2020 Owner on Record Assessor + 4 DocumentsUpdated Jan 2026

5240 Winding Way

3 bd · 2 ba · 1,415 sqft · built 1983 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Jan 2011 $4,0832025 Amount on Record Feb 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

5242 Winding Way

2 bd · 2 ba · 1,102 sqft · built 1963 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9542024 —Sep 2019 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

5244 Winding Way

3 bd · 3 ba · 1,802 sqft · built 1967 · 0.221 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,125,000Feb 2026 $11,0432024 Amount on Record Jul 2022 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

5245 Winding Way

3 bd · 3 ba · 1,163 sqft · built 1963 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$499,000Aug 2018 $4,7122025 Amount on Record Oct 2011 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

5246 Winding Way

3 bd · 3 ba · 2,989 sqft · built 1964 · 0.406 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Apr 2004 $10,2642025 —Mar 1998 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5250 Winding Way

3 bd · 2 ba · 1,718 sqft · built 1973 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Jul 2025 $3,2392025 Amount on Record May 2025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

5252 Winding Way

3 bd · 3 ba · 1,818 sqft · built 1967 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Dec 2020 $6,1932025 Amount on Record Jun 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

5254 Winding Way

3 bd · 4 ba · 1,483 sqft · built 1970 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Feb 2023 $9,7892025 Amount on Record Feb 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

5255 Winding Way

3 bd · 2 ba · 1,454 sqft · built 1971 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$311,100Dec 2018 $6,7622024 Amount on Record Apr 2018 Owner on Record Assessor + 2 DocumentsUpdated Sep 2026

5256 Winding Way

2 bd · 1 ba · 1,014 sqft · built 1962 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1981 $1,7952025 Owner on Record Owner Occupied AssessorUpdated Jan 2026

Property Records in Nearby Streets