| 1921 |
Monbulk (Mountaineer FA) |
| 1922 |
Ferntree Gully |
| 1923 |
Monbulk |
| 1924 |
Ferny Creek |
|
|
| 1930 |
Silvan |
| 1931 |
Emerald |
| 1932 |
Ferny Creek |
| 1934 |
Silvan |
| 1935 |
Monbulk |
| 1945 |
Emerald |
| 1946 |
Emerald |
| 1947 |
Upwey |
| 1948 |
Belgrave (MDFL) |
| 1949 |
Upwey |
| 1950 |
Belgrave (MDFL) |
| 1951 |
Belgrave (MDFL) |
| 1952 |
Belgrave (MDFL) |
| 1953 |
Belgrave (MDFL) |
| 1954 |
Belgrave (MDFL) |
| 1955 |
Emerald |
| 1956 |
Emerald |
| 1957 |
Ferntree Gully |
| 1958 |
Upper Ferntree Gully |
| 1959 |
Upper Ferntree Gully |
| 1960 |
Ferntree Gully |
| 1961 |
Ferntree Gully |
| 1962 |
Gembrook (MDFL) |
| 1963 |
Upper Ferntree Gully |
| 1964 |
Upper Ferntree Gully |
| 1965 |
Gembrook (MDFL) |
