Sarasota County property records for 38 addresses on Windward Dr, Osprey, FL · Last verified August 2026
| Properties | 38 |
|---|---|
| Median Sale Price | $645,000 |
| Deeds and Mortgages on File | 43 |
| Median Price per Sqft | $287 |
| Owner Occupied | 87% |
| Median Annual Tax Bill | $5,443 |
| Median Year Built | 1985 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 3 ba · 2,134 sqft · 0.362 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $565,000Jun 2026 | $1,0612025 | —Mar 2003 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
3 bd · 2 ba · 2,037 sqft · 0.279 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Jun 2026 | $3,8362025 | Amount on Record Apr 1998 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 2 ba · 1,894 sqft · 0.247 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Aug 2011 | $3,1092024 | Amount on Record Apr 2011 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,876 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Mar 2014 | $1,3172025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,415 sqft · 0.275 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000May 2015 | $5,7222025 | —May 2015 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 3 ba · 2,204 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $402,000Nov 2018 | $4,9052025 | —Aug 2018 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
4 bd · 2 ba · 2,154 sqft · 0.275 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Mar 2014 | $5,4432025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
4 bd · 4 ba · 2,278 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000May 2013 | $6,1782025 | Amount on Record Sep 2001 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 3,156 sqft · 0.275 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $405,000Dec 2012 | $4,7352025 | Amount on Record Sep 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 2,495 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2012 | $7,0112025 | Amount on Record Mar 1994 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 3,118 sqft · 0.275 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $515,000Oct 2018 | $5,4522025 | —Jun 2007 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 3 ba · 2,233 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jan 2016 | $5,1122025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
4 bd · 3 ba · 2,396 sqft · 0.299 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $635,000Dec 2017 | $8,4972025 | Amount on Record Jan 2005 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 2,505 sqft · 0.301 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $565,000Jul 2026 | $7,5662025 | Amount on Record Nov 2021 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
3 bd · 3 ba · 2,486 sqft · 0.301 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Oct 2001 | $1,2772025 | 2 Names on Record Owner Occupied | AssessorUpdated Jun 2026 |
3 bd · 3 ba · 2,503 sqft · 0.324 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Nov 2015 | $7,7712025 | —Aug 2005 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 2,575 sqft · 0.303 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Nov 2025 | $3,9952025 | Amount on Record Nov 2023 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
4 bd · 3 ba · 2,487 sqft · 0.3 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $635,000Feb 2018 | $9,2632025 | Amount on Record Feb 2017 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 2.5 ba · 2,850 sqft · 0.303 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000May 2023 | $10,0932024 | Amount on Record Aug 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
4 bd · 3 ba · 2,986 sqft · 0.303 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $515,000May 2013 | $6,0062025 | Amount on Record Jun 2002 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 1,988 sqft · 0.303 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Feb 2015 | $7,7122025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2.5 ba · 2,487 sqft · 0.32 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $389,000Dec 2008 | $4,1652024 | —Nov 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 3 ba · 2,564 sqft · 0.362 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Jun 2010 | $6,9452025 | Amount on Record Mar 2005 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,994 sqft · 0.299 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $645,000Aug 2025 | $3,0122025 | Amount on Record Oct 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 3 ba · 2,142 sqft · 0.296 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $257,500Dec 2012 | $3,7332025 | —Jul 2005 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,744 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Jul 2009 | $3,1052025 | Amount on Record Mar 2004 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 3,026 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $914,000Dec 2005 | $5,6142024 | Amount on Record Oct 1997 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,975 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $875,000Sep 2024 | $7,5222025 | Amount on Record Jul 2021 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 3 ba · 2,736 sqft · 0.387 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $537,500May 2015 | $6,5602025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 2,058 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $475,000Sep 2019 | $5,0992025 | Amount on Record Apr 2013 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 2 ba · 2,059 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $552,800Oct 2019 | $4342024 | Amount on Record Aug 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 1,858 sqft · 0.279 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2000 | $3,0512025 | Amount on Record Nov 1998 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 2,748 sqft · 0.263 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Jan 2017 | $8,8222025 | Amount on Record Nov 1997 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
3 bd · 3 ba · 2,864 sqft · 0.278 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jan 2021 | $7,6192025 | 3 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 3 ba · 2,374 sqft · 0.263 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Mar 2011 | $4,8652025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 2,936 sqft · 0.263 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,5922025 | —Jun 2022 | 3 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
4 bd · 3 ba · 2,740 sqft · 0.263 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $599,000Mar 2004 | $4,1982025 | Amount on Record Jul 2002 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 2,673 sqft · 0.263 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $474,500Jul 2002 | $8,1752025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach of burnable land |