Welsh Football League Premier Division
| 1964-65 | Swansea Town Reserves | ||
| 1965-66 | Lovell’s Athletic | ||
| 1966-67 | Cardiff City Reserves | ||
| 1967-68 | Cardiff City Reserves | ||
| 1968-69 | Bridgend Town | ||
| 1969-70 | Cardiff City Reserves | ||
| 1970-71 | Llanelli | ||
| 1971-72 | Cardiff City Reserves | ||
| 1972-73 | Bridgend Town | ||
| 1973-74 | Ton Pentre | ||
| 1974-75 | Newport County Reserves | ||
| 1975-76 | Swansea City Reserves | ||
| 1976-77 | Llanelli | ||
| 1977-78 | Llanelli | ||
| 1978-79 | Pontllanfraith | ||
| 1979-80 | Newport County Reserves | ||
| 1980-81 | Haverfordwest County | ||
| 1981-82 | Ton Pentre | ||
| 1982-83 |  Wales | Alan Harrington | Barry Town |
Welsh Football League National Division
| 1983-84 | Les Dickerson | Barry Town | |
|---|---|---|---|
| 1984-85 | Les Dickerson | Barry Town | |
| 1985-86 | Wales | Richie Morgan | Barry Town |
| 1986-87 | Wales | Richie Morgan | Barry Town |
| 1987-88 | Wales | Ebbw Vale | |
| 1988-89 | Wales | Mel Donovan | Barry Town |
| 1989-90 | Haverfordwest County | ||
| 1990-91 | Abergavenny Thursdays | ||
| 1991-92 | Wales | Abergavenny Thursdays |
Welsh Football League Division One (1992–2019)
| 1992–93 | Ton Pentre | ||
| 1993–94 | Andy Beattie | Barry Town | |
| 1994–95 | Briton Ferry Athletic | ||
| 1995–96 | Wales | Wyndham Evans | Carmarthen Town |
| 1996–97 | Haverfordwest County | ||
| 1997–98 | Ton Pentre | ||
| 1998–99 | Ton Pentre | ||
| 1999–2000 | Ton Pentre | ||
| 2000–01 | Ton Pentre | ||
| 2001–02 | Ton Pentre | ||
| 2002–03 | Bettws | ||
| 2003–04 | Neil O’Brien | Llanelli | |
| 2004–05 | Ton Pentre | ||
| 2005–06 | Goytre United | ||
| 2006–07 | Andy Dyer | Neath Athletic | |
| 2007–08 | Goytre United | ||
| 2008–09 | David Morgan | Aberaman Athletic | |
| 2009–10 | Goytre United | ||
| 2010–11 | Francis Ford | Bryntirion Athletic | |
| 2011–12 | Wales | Jarred Harvey | Cambrian & Clydach Vale |
| 2012–13 | Anthony Wright | West End | |
| 2013–14 | Steve Jenkins | Monmouth Town | |
| 2014–15 |  Ghana | Nana Baah | Caerau Ely |
| 2015–16 | Wales | DR Christian Edwards | Cardiff Metropolitan |
| 2016–17 | Wales | Gavin Chesterfield | Barry Town United |
| 2017–18 | Wales | Andy Hill | Llanelli Town |
| 2018–19 | Wales | Rhys Griffiths | Penybont |
