| Season | Team Champion | Individual Champion |
|---|---|---|
| 2022 - 2023 | Stoneybrook | Sharon Herrick, Stoneybrook |
| 2021 - 2022 | Stoneybrook | Karla Reens, Lakewood Ranch Team 2 |
| 2020 - 2021 | No Season - COVID | |
| 2019 - 2020 | Bent Tree | Ruth Averback, Bent Tree |
| 2018 - 2019 | Stoneybrook | Cathy Rush, Stoneybrook |
| 2017 -2018 | Lakewood Ranch Team 1 | Ruth Averback, Bent Tree |
| 2016 - 2017 | Bent Tree | Naomi Bihuniak, Laurel Oak |
| 2015 -2016 | Myakka Pines | Dee Romito, Lakewood Ranch Team 1 |
| 2014 - 2015 | Myakka Pines | Kathleen Auriemma, Bent Tree |
| 2013 - 2014 | Myakka Pines | Jeanne Ryskamp, Myakka Pines |
| 2012 - 2013 | Myakka Pines | Laurette Grupka, Bent Tree |
| 2011 - 2012 | The Oaks | Ruth Averback, Bent Tree |
| 2010 - 2011 | Bent Tree | Barb Harrison, Palm Aire |
| 2009 - 2010 | Bent Tree | Mary Ann Modrak, Bent Tree |
| 2008 - 2009 | Bent Tree | Sue Joy-Sobota, Laurel Oak |
| 2007 - 2008 | TPC Prestancia | Jeanne Rothe, TPC Prestancia |
| 2006 - 2007 | TPC Prestancia | Tiki Fiffick, The Oaks |
| 2005 - 2006 | TPC Prestancia | Sandy Gayheart, TPC |
| 2004 - 2005 | Myakka/TPC | |
| 2003 - 2004 | Myakka & TPC | Carol Fager, Laurel Oak |
| 2002 - 2003 | River Wilderness | Bea Prieto, TPC |
| 2001 - 2002 | River Wilderness | Patti Carter, Bent Tree |
| 2000 - 2001 | The Meadows | Nancy Morris, The Meadows |
| 1999 - 2000 | TPC Prestancia | Joan Gale, The Meadows |
| 1998 - 1999 | TPC Prestancia | Rowena Schragg, Waterford |
| 1997 - 1998 | El Conquistador | Naomi Johnson, River Wilderness |
| 1996 - 1997 | The Meadows | Namoi Johnson, River Wilderness |
| 1995 - 1996 | Palm Aire | Gloria Foster, Bent Tree |
| 1994 - 1995 | TPC Prestancia | Missing Records |
| 1993 - 1994 | River Wilderness | Missing Records |
| 1992 - 1993 | Palm Aire | Barb Nino, Palm Aire |
| 1991 - 1992 | Palm Aire | Annette Hurley, Sabal Trace |
| 1990 - 1991 | Palm Aire | Barb Nino, Palm Aire |
| 1989 -1 990 | Palm Aire | Barbara Craig, TPC |
| 1988 - 1989 | El Conquistador | Cora Bauls, El Conquistador |
| 1987 - 1988 | The Meadows | Margaret Fernstrum, TPC |
| 1986 - 1987 | Palm Aire | Irene Botts, Palm Aire |
| 1985 - 1986 | Bent Tree | Mil Fuller, El Conquistador |
| 1984 - 1985 | Bent Tree | Marilyn Smith, Bent Tree |
| 1983 - 1984 | El Conquistador | Clara Wilkes, The Meadows |
| 1982 - 1983 | El Conquistador | Vi Partow, El Conquistador |
| 1981 - 1982 | El Conquistador | Margaret Fernstrum & Siddy Hipson, CC of Sarasota |
| 1980 - 1981 | El Conquistador | Vi Partow, El Conquistador |
| 1979 - 1980 | El Conquistador | Vi Partow, Conquistador Bay |
| 1978 - 1979 | Bent Tree | Betty Balkwell, North Port CC |
| 1977 - 1978 | No Record Found | Betty Balkwell, North Port CC |
| 1976 - 1977 | Bent Tree | Low Gross: Shattuck 79 & Low Net Waimert 63 |