In November 1928, the Oakleigh Football Club applied to join the Association. Oakleigh had been a successful club in the Sub-District Association, had a good quality ground, the growing suburb of Oakleigh provided the team strong support, and the club had been previously considered for Association membership. Oakleigh's application was accepted unanimously. In February 1929, the Sandringham council applied to the Association to establish a local senior team in the competition. The Association approved the application, subject to the council receiving permission from the Minister for Lands to erect a fence around its home ground, Beach Park, which it received on 22 February; the council had been refused permission to erect the same fence by the previous Minister for Lands in late 1927, which was one of the reasons why an application to join the Association was rejected the previous year. The Sandringham Football Club was established as a new club representing the district, and entered the Association. The two new clubs brought the size of the Association to twelve clubs – the largest it had been since 1896. This was the last change to the Association membership until 1951.
Premiership
To accommodate a balanced fixture with the two extra clubs, the home-and-home season was extended from eighteen matches to twenty-two matches, the longest it had been since fixed-length seasons were first introduced in 1894. Then, the top four clubs contested a finals series under the amended Argus system to determine the premiers for the season.
Ladder
Finals
Awards
Leo McInerney was the leading goalkicker, with 88 goals in the home-and-home season and 92 goals overall.
Ted Bourke won the Recorder Cup as the Association's best and fairest, polling nine votes. W. Brown finished second with eight votes, and C. Irwin finished third with seven votes.
J. J. Liston, president and delegate of the Williamstown Football Club, was elected president of the Association at the annual general meeting in February 1929, replacing long-serving president John Aikman, who had died in 1928. Liston served in the position until his death in 1944.
