Horror classic The Exorcist received nearly identical prequels, released a year apart, and the reason behind that happening is rather complex.
Watchmen TV show creator Damon Lindelof says the scenes with Adrian Veidt aka. Ozymandias (Jeremy Irons) are set years apart from one another.
Friends featured a number of guest stars over the course of the sitcom's run. Jon Lovitz played a character that appeared eight years apart.