Winston Dr, Belleair, FL Property Records

Pinellas County property records for 31 addresses on Winston Dr, Belleair, FL · Last verified October 2026

Winston Dr Highlights

Properties 31
Median Sale Price $1,675,000
Deeds and Mortgages on File 38
Median Price per Sqft $524
Owner Occupied 94%
Median Annual Tax Bill $16,140
Median Year Built 1964
Median Ownership Tenure 13 years

Properties on Winston Dr

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

1 Winston Dr

2 ba · 1,967 sqft · built 1957 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5472024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

3 Winston Dr

2 bd · 3 ba · 3,163 sqft · built 2021 · 0.328 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,200Aug 2014 $20,1812025 Amount on Record Jul 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

6 Winston Dr

3 ba · 1,891 sqft · built 1958 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jan 1989 $5,7962025 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

7 Winston Dr

2 ba · 1,471 sqft · built 1958 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Apr 2011 $15,8352024 Amount on Record Sep 2010 Owner on Record Owner Occupied AssessorUpdated Sep 2026

8 Winston Dr

5 bd · 4 ba · 5,673 sqft · built 2003 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,962,500Oct 2020 $36,2242025 Amount on Record Jun 2009 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

9 Winston Dr

2 ba · 2,265 sqft · built 1968 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Jul 1998 $7,3522024 Amount on Record Apr 1995 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

10 Winston Dr

3 bd · 2 ba · 2,394 sqft · built 1968 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000May 2024 $16,1402025 Amount on Record Mar 2019 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

11 Winston Dr

3 bd · 2 ba · 1,553 sqft · built 1955 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jul 2017 $18,0802025 Amount on Record Nov 2008 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

14 Winston Dr

3 ba · 2,868 sqft · built 2020 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,500Apr 2014 $24,0722025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

15 Winston Dr

3 ba · 3,580 sqft · built 2025 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Apr 2000 $6,2062025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

16 Winston Dr

3 bd · 2 ba · 5,540 sqft · built 2022 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Sep 2018 $27,6782025 —Dec 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

17 Winston Dr

2 bd · 3 ba · 1,538 sqft · built 1956 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$859,000Apr 2020 $14,4642025 Amount on Record Jun 2016 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

18 Winston Dr

3 bd · 4 ba · 3,444 sqft · built 1988 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Feb 2018 $17,7452025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

19 Winston Dr

4 bd · 5 ba · 4,383 sqft · built 2002 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Sep 2021 $43,1662025 Amount on Record Sep 2011 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

20 Winston Dr

4 ba · 2,761 sqft · built 1993 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$910,000Jun 2003 $14,8252025 3 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

21 Winston Dr

3 ba · 2,283 sqft · built 1957 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,500Mar 2000 $6,3262025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

22 Winston Dr

3 ba · 2,427 sqft · built 1955 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1996 $7,6262025 Amount on Record Jul 1995 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

23 Winston Dr

2 ba · 2,077 sqft · built 1957 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$585,000Mar 2013 $9,3362025 Amount on Record Nov 2003 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

24 Winston Dr

6 bd · 6 ba · 4,098 sqft · built 1994 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2012 $21,9252025 Amount on Record — Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

25 Winston Dr

3 bd · 3 ba · 3,638 sqft · built 1956 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$845,000Apr 2019 $16,0342025 Amount on Record May 2011 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

26 Winston Dr

2 ba · 1,818 sqft · built 1959 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Nov 2001 $5,8752024 —Mar 2001 Owner on Record Owner Occupied AssessorUpdated Apr 2026

27 Winston Dr

3 ba · 2,396 sqft · built 1964 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2016 $9,1922024 —Mar 2015 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

28 Winston Dr

3 ba · 3,548 sqft · built 2002 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2001 $17,3662025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

29 Winston Dr

3 bd · 2 ba · 1,697 sqft · built 1956 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$835,000Apr 2021 $15,0972025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

30 Winston Dr

3 bd · 2 ba · 2,129 sqft · built 1956 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,175,000Nov 2024 $21,2122025 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

31 Winston Dr

3 ba · 2,476 sqft · built 1955 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2002 $8,5892025 —Apr 1999 2 Owners on Record Owner Occupied AssessorUpdated Jan 2026

32 Winston Dr

3.5 ba · 3,175 sqft · built 1962 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,4292024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

33 Winston Dr

2.5 ba · 1,987 sqft · built 1956 · 0.215 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Feb 1999 $8,1192024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

34 Winston Dr

7 ba · 6,178 sqft · built 2013 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Jun 2009 $35,7032025 Amount on Record Aug 2004 Owner on Record Owner Occupied AssessorUpdated Jan 2026

35 Winston Dr

7 ba · 7,071 sqft · built 2025 · 0.349 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,675,000Sep 2021 $30,4142025 Amount on Record Oct 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

36 Winston Dr

4.5 ba · 4,425 sqft · built 1993 · 0.291 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Apr 2006 $36,3362025 Amount on Record Jan 1997 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

Property Records in Nearby Streets