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As far as I know there are already 5 Ip Man movies produced, and the sixth one (Ip Man 3) will be released soon.
They are:
Ip Man 1 (Ip Man's life during during the Second Sino-Japanese War)
Ip Man 2 (Ip Man's beginning in Hong Kong)
The Legend is Born - Ip Man (Ip Man's early life in Foshan, Guangdong)
The Grand Master (focused on the connection of martial arts and the philosophy of life)
Ip Man - The Final Fight (Ip Man's later life and his disciples' loyalty to him)
These films show how some Chinese keep their heads up in a Japanese occupied province and in the British governed colony, though many would watch them for their fight scenes, curiosity of who Bruce Lee's master was, or simply entertianment.