Sarasota County property records for 38 addresses on Winchester Dr, Sarasota, FL · Last verified October 2026
| Properties | 38 |
|---|---|
| Median Sale Price | $494,000 |
| Deeds and Mortgages on File | 39 |
| Median Price per Sqft | $249 |
| Owner Occupied | 63% |
| Median Annual Tax Bill | $4,049 |
| Median Year Built | 1953 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
2 bd · 1 ba · 1,226 sqft · built 1950 · 0.289 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $494,000Jun 2025 | $2,0292025 | Amount on Record Sep 2023 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 1,370 sqft · built 1948 · 0.289 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $232,500Apr 2025 | $6,5072025 | Amount on Record Mar 2006 | Owner on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 2 ba · 832 sqft · built 1951 · 0.144 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $68,800Jul 1993 | $1,1422025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 2 ba · 1,382 sqft · built 1976 · 0.192 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Oct 2026 | $2,0722025 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 1 ba · 1,002 sqft · built 1951 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Jan 2020 | $4,0492025 | Amount on Record Jun 2011 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 2 ba · 1,144 sqft · built 1951 · 0.144 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,900Mar 2015 | $3,3662025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 1 ba · 1,590 sqft · built 1951 · 0.151 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2021 | $3,8762025 | Owner on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,937 sqft · built 1949 · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,0772025 | —Oct 2020 | 2 Owners on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 1 ba · 1,366 sqft · built 1950 · 0.151 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Jun 2003 | $3,8352024 | Amount on Record Oct 1996 | Owner on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
2 bd · 2 ba · 1,178 sqft · built 1950 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $289,900Dec 2020 | $5,2622025 | Amount on Record May 2017 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,752 sqft · built 1951 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $89,200Feb 2019 | $2,6232025 | Amount on Record May 2015 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
2 bd · 2 ba · 1,600 sqft · built 1950 · 0.195 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 1992 | $2,0762025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
3 bd · 3 ba · 1,645 sqft · built 1951 · 0.242 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $879,900Sep 2024 | $8,1592025 | Amount on Record Aug 2020 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 1 ba · 1,741 sqft · built 1949 · 0.259 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $869,000Apr 2024 | $3,7312025 | Amount on Record Jul 2023 | 3 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
2 bd · 2 ba · 1,420 sqft · built 1951 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8492024 | —Jun 1999 | 2 Owners on Record | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 1,348 sqft · built 1953 · 0.143 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $141,000Aug 1999 | $2,0522025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jan 2026 |
2 bd · 1 ba · 940 sqft · built 1952 · 0.157 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $126,400Aug 2012 | $5,0712025 | Amount on Record Apr 2005 | 2 Owners on Record | AssessorUpdated Jan 2026 |
2 bd · 1 ba · 1,038 sqft · built 1953 · 0.151 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0892025 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
2 bd · 1 ba · 960 sqft · built 1952 · 0.142 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0162025 | —Jun 1999 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 1,430 sqft · built 1960 · 0.164 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $304,000Apr 2018 | $5,1372025 | Amount on Record May 2012 | Owner on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 1 ba · 1,022 sqft · built 1953 · 0.229 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000Aug 2026 | $4,8542025 | Amount on Record Sep 2021 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Sep 2026 |
3 bd · 1 ba · 1,286 sqft · built 1953 · 0.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,500Feb 2012 | $4,3632025 | 2 Owners on Record | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 3 ba · 1,394 sqft · built 1954 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $239,500Dec 2003 | $5,5882025 | Amount on Record Mar 2001 | 2 Owners on Record | AssessorUpdated Jan 2026 |
4 bd · 2 ba · 1,983 sqft · built 1953 · 0.252 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $214,000Dec 2009 | $2,6962025 | Amount on Record Dec 2001 | 2 Owners on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,758 sqft · built 1965 · 0.223 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Feb 2021 | $6,4652025 | Amount on Record Oct 2011 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
4 bd · 3 ba · 2,032 sqft · built 1953 · 0.227 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $570,000Jun 2016 | $5,4522024 | Amount on Record Jun 2015 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 2 ba · 1,186 sqft · built 1953 · 0.291 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Mar 2006 | $2,4492025 | —Jun 1993 | Owner on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 5 ba · 2,475 sqft · built 2008 · 0.335 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $529,000Oct 2005 | $8,3052025 | Amount on Record May 2005 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
4 bd · 3 ba · 2,816 sqft · built 1958 · 0.386 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $670,000Mar 2018 | $11,0782025 | Amount on Record Dec 2003 | Owner on Record | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 2,519 sqft · built 1951 · 0.314 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,4782025 | Amount on Record May 1994 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2 ba · 1,695 sqft · built 1957 · 0.346 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9072025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jan 2026 |
2 bd · 3 ba · 2,112 sqft · built 1953 · 0.284 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $48,200Oct 1994 | $2,6312025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
2 bd · 2 ba · 1,542 sqft · built 1955 · 0.225 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $43,500Apr 1998 | $2,0712025 | —Oct 2011 | Owner on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 2,962 sqft · built 1952 · 0.256 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Feb 2023 | $7,3422025 | —Apr 2022 | 3 Owners on Record | Assessor + 3 DocumentsUpdated Jan 2026 |
3 bd · 2 ba · 1,355 sqft · built 1951 · 0.278 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,000Apr 1975 | $1,6782025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 2.5 ba · 2,016 sqft · built 1955 · 0.284 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $875,000Aug 2023 | $10,0892024 | Amount on Record May 2023 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3 bd · 3 ba · 2,302 sqft · built 1955 · 0.254 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $201,000Mar 2012 | $4,0712025 | —Oct 2011 | Owner on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,738 sqft · built 1953 · 0.337 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $805,000May 2022 | $9,2652025 | Amount on Record Dec 2008 | Owner on Record | AssessorUpdated Jan 2026 |