| Year | Winner | Runner-Up |
| 2023 | Shadowmoss (113.0) | Charleston Muni (100.5) |
| 2022 | Pine Forest (122.5) | Dunes West (113.5) |
| 2021 | Dunes West (109.0) | Legend Oaks (107.0) |
| 2020 | No Competition Due to COVID-19 Virus in 2020 | |
| 2019 | RiverTowne (112.0) | Shadowmoss (105.5) |
| 2018 | Charleston Muni (112.0) | Charleston National (102.0) |
| 2017 | Pine Forest (112.5) | Crowfield (109.0) |
| 2016 | Shadowmoss (108.0) | Legend Oaks (97.0) |
| 2015 | Charleston National (116.5) | Pine Forest (115.5) |
| 2014 | Shadowmoss (114) | Wescott (110) |
| 2013 | Coosaw Creek (121) | Pine Forest (117) |
| 2012 | Stono Ferry (132) | Wescott (111.5) |
| 2011 | Crowfield (108.5) | Rivertowne (105) |
| 2010 | Rivertowne (112.5) | Shadowmoss (111.5) |
| 2009 | Pine Forest (123.5) | Crowfield (111.5) |
| 2008 | Wescott (112) | Dunes West (107.5) |
| 2007 | Pine Forest (107) | Legend Oaks (94) |
| 2006 | Stono Ferry (114) | Dunes West (105.5) |
| 2005 | Pine Forest (102.5) | Dunes West (102) |
| 2004 | Coosaw Creek (91) | Charleston Muni (88.5) |
| 2003 | Miler (97) | Charleston Muni (96) |
| 2002 | Kings Grant (103.5) | Coosaw Creek (97.5) |
| 2001 | Coosaw Creek (115) | Pine Forest (98.5) |
| 2000 | Yeamans Hall (126) | Crowfield (122.5) |
| 1999 | Crowfield (124) | Coosaw Creek (118.5) |
| 1998 | Shadowmoss (109.5) | Yeamans Hall (107) |
| 1997 | Crowfield (103.5) | Yeamans Hall (103) |
| 1996 | Crowfield (113) | Shadowmoss (103) |
| 1995 | Stono Ferry (116) | Crowfield (95) |
| 1994 | Crowfield (131) | Pine Forest (115) |
| 1993 | Unknown | Unknown |
| 1992 | Snee Farm | Unknown |
