Pinellas County property records for 49 addresses on Winding Oaks Dr, Palm Harbor, FL · Last verified October 2026
| Properties | 49 |
|---|---|
| Median Sale Price | $490,000 |
| Deeds and Mortgages on File | 75 |
| Median Price per Sqft | $235 |
| Owner Occupied | 88% |
| Median Annual Tax Bill | $3,043 |
| Median Year Built | 1976 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
816 Winding Oaks Dr |
3 ba · 2,527 sqft built 1978 · 0.236 acres | $285,000 Nov 2016 | $2,777 2024 | Assessor + 3 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
817 Winding Oaks Dr |
2 ba · 1,716 sqft built 1977 · 0.332 acres | $67,800 Nov 2004 | $2,271 2024 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
822 Winding Oaks Dr |
2 ba · 1,877 sqft built 1974 · 0.192 acres | $45,500 Dec 1974 | $1,922 2025 | Assessor + 2 Documents Updated Jan 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
825 Winding Oaks Dr |
2 ba · 2,202 sqft built 1978 · 0.419 acres | $282,500 Feb 2005 | $3,043 2025 | Assessor Updated Jan 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
826 Winding Oaks Dr |
2 ba · 1,729 sqft built 1976 · 0.21 acres | $120,199 May 2012 | $6,869 2025 | Assessor Updated Jan 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
832 Winding Oaks Dr |
2 ba · 1,860 sqft built 1974 · 0.226 acres | $310,000 Feb 2006 | $6,892 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
835 Winding Oaks Dr |
4 bd · 2 ba · 2,300 sqft built 1978 · 0.323 acres | $535,000 May 2021 | $8,844 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
836 Winding Oaks Dr |
2 ba · 1,946 sqft built 1976 · 0.229 acres | $149,000 May 1999 | $2,886 2025 | Assessor Updated Jan 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
841 Winding Oaks Dr |
4 bd · 2 ba · 2,175 sqft built 1974 · 0.282 acres | $200,000 Sep 2013 | $4,302 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
842 Winding Oaks Dr |
2 ba · 1,943 sqft built 1978 · 0.258 acres | $344,500 Dec 2016 | $4,783 2024 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
910 Winding Oaks Dr |
3 bd · 3 ba · 2,036 sqft built 1975 · 0.252 acres | $340,000 Dec 2019 | $5,140 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
911 Winding Oaks Dr |
2 ba · 2,283 sqft built 1974 · 0.244 acres | $305,000 Jun 2005 | $2,708 2025 | Assessor + 1 Document Updated Jan 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
916 Winding Oaks Dr |
2 ba · 2,176 sqft built 1976 · 0.239 acres | $153,000 Apr 2001 | $2,445 2025 | Assessor Updated Jan 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
917 Winding Oaks Dr |
4 ba · 2,585 sqft built 1974 · 0.257 acres | $2,672 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
922 Winding Oaks Dr |
3 bd · 2 ba · 2,060 sqft built 1977 · 0.228 acres | $285,000 May 2019 | $3,544 2025 | Assessor + 7 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
928 Winding Oaks Dr |
4 bd · 4 ba · 2,233 sqft built 1976 · 0.209 acres | $276,200 Feb 2025 | $7,872 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
933 Winding Oaks Dr |
3 bd · 2 ba · 1,930 sqft built 1976 · 0.259 acres | $460,000 Feb 2023 | $7,299 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
934 Winding Oaks Dr |
3 bd · 2 ba · 1,850 sqft built 1975 · 0.223 acres | $299,000 Jun 2017 | $4,663 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
939 Winding Oaks Dr |
2 ba · 1,857 sqft built 1975 · 0.213 acres | $172,000 Jul 2009 | $2,232 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
940 Winding Oaks Dr |
2 ba · 2,030 sqft built 1974 · 0.227 acres | $2,545 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
945 Winding Oaks Dr |
4 bd · 2 ba · 1,977 sqft built 1973 · 0.198 acres | $455,000 May 2026 | $4,219 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
946 Winding Oaks Dr |
3 bd · 2 ba · 1,781 sqft built 1975 · 0.238 acres | $258,000 Sep 2017 | $6,976 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
952 Winding Oaks Dr |
3 bd · 2 ba · 1,936 sqft built 1977 · 0.266 acres | $456,000 Jul 2021 | $6,585 2025 | Assessor + 5 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
953 Winding Oaks Dr |
3 bd · 2 ba · 1,751 sqft built 1973 · 0.226 acres | $255,000 Dec 2014 | $3,512 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
956 Winding Oaks Dr |
4 bd · 2 ba · 2,360 sqft built 1981 · 0.245 acres | $290,326 Sep 2018 | $5,510 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
959 Winding Oaks Dr |
4 bd · 2 ba · 1,824 sqft built 1974 · 0.226 acres | $560,000 Dec 2021 | $5,650 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1011 Winding Oaks Dr |
3 bd · 2 ba · 1,609 sqft built 1974 · 0.214 acres | $249,000 Sep 2006 | $2,009 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1012 Winding Oaks Dr |
2 ba · 2,053 sqft built 1978 · 0.229 acres | $210,000 Jun 2010 | $2,441 2024 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1020 Winding Oaks Dr |
2 ba · 1,722 sqft built 1974 · 0.2 acres | $2,138 2025 | Assessor + 3 Documents Updated Jan 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1021 Winding Oaks Dr |
2 ba · 1,969 sqft built 1974 · 0.226 acres | $65,000 Feb 1996 | $641 2025 | Assessor Updated Jan 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1028 Winding Oaks Dr |
2 ba · 1,543 sqft built 1974 · 0.177 acres | $50,000 Dec 1992 | $3,110 2025 | Assessor Updated Jan 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1029 Winding Oaks Dr |
3 bd · 2 ba · 2,078 sqft built 1977 · 0.213 acres | $162,000 Aug 2016 | $2,146 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1034 Winding Oaks Dr |
3 bd · 2 ba · 1,545 sqft built 1976 · 0.178 acres | $123,000 Aug 2016 | $5,549 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1035 Winding Oaks Dr |
4 bd · 3 ba · 1,962 sqft built 1975 · 0.218 acres | $353,000 Dec 2018 | $5,179 2025 | Assessor + 5 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1041 Winding Oaks Dr |
2 ba · 2,125 sqft built 1978 · 0.226 acres | $1,861 2025 | Assessor + 1 Document Updated Jan 2026 | 4 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1047 Winding Oaks Dr |
2 ba · 2,350 sqft built 1974 · 0.262 acres | $75,000 Apr 1997 | $1,704 2024 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2007 Winding Oaks Dr |
2 ba · 2,020 sqft built 1978 · 0.363 acres | $117,900 Oct 2016 | $1,728 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2008 Winding Oaks Dr |
2 ba · 2,265 sqft built 1979 · 0.284 acres | $3,171 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2011 Winding Oaks Dr |
2 ba · 2,068 sqft built 1974 · 0.305 acres | $123,000 Sep 1994 | $2,431 2024 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2017 Winding Oaks Dr |
2 ba · 2,054 sqft built 1974 · 0.248 acres | — Jul 2008 | $2,487 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2023 Winding Oaks Dr |
2 ba · 2,403 sqft built 1978 · 0.297 acres | $135,500 Nov 2003 | $2,681 2024 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2029 Winding Oaks Dr |
3 bd · 2 ba · 1,860 sqft built 1978 · 0.278 acres | $490,000 Jul 2025 | $2,165 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2034 Winding Oaks Dr |
4 bd · 3 ba · 2,900 sqft built 1975 · 0.234 acres | $340,000 Apr 2015 | $5,941 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2035 Winding Oaks Dr |
6 bd · 4.5 ba · 3,128 sqft built 1977 · 0.301 acres | $700,000 Jun 2022 | $9,368 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2040 Winding Oaks Dr |
3 ba · 2,579 sqft built 1980 · 0.251 acres | $183,500 May 2010 | $2,624 2024 | Assessor + 3 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2041 Winding Oaks Dr |
2 ba · 1,936 sqft built 1978 · 0.351 acres | $1,196 2025 | Assessor + 1 Document Updated Jan 2026 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2046 Winding Oaks Dr |
4 bd · 3 ba · 3,063 sqft built 1981 · 0.426 acres | $185,000 Jul 2011 | $10,574 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2112 Winding Oaks Dr |
2 ba · 1,919 sqft built 1980 · 0.254 acres | $216 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2118 Winding Oaks Dr |
2,526 sqft built 1982 · 0.36 acres | $310,000 Oct 2004 | $4,483 2025 | Assessor Updated Jan 2026 | Owner on File Owner Occupied |