In 1929 Highett joined the Federal Football League, where it played in the junior section.

From then on the record was not good - 405 games with 102 wins, 299 losses, 4 ties and the wooden spoon on 5 occasions.

The 1973 season proved to be the most outstanding year the club experienced, fielding senior, reserve, under 18 and under 16 teams in the Federal League and three teams in the Chelsea Junior League (under 10's, 12's and under 14's), with 5 out of 7 entering the finals, resulting in a senior and reserve premiership and the under 14's finishing runners up.

An exodus of key players meant the merged club again began to struggle on the field.

In 1997, once again facing extinction due to mounting financial difficulties and promotion back to Division 2 after winning the Division 3 premiership in 1996, the Highett Districts Football Club, again became the Highett Football Club and changed its jumpers to an original red, white and blue jumper with a Bulldog image on the front.