| 1921 | Buxted Park |
| 1922 | Buxted Park |
| 1923 | Framfield |
| 1924 | Framfield |
| 1925 | Framfield |
| Mark Cross | |
| 1926 | Mark Cross |
| 1927 | Crowborough Athletic |
| 1928 | Crowborough Athletic |
| 1929 | Crowborough Athletic |
| 1930 | Crowborough Athletic |
| 1931 | Crowborough Athletic |
| 1932 | Nutley |
| 1933 | Nutley |
| 1934 | Fairwarp |
| 1935 | Nutley |
| 1936 | Nutley |
| 1937 | Fairwarp |
| 1938 | Fairwarp |
| 1939 | High Hurstwood |
Peter Hartland
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