01 A supporting role set during Hollywood's chaotic transition to sound.
Tobey Maguire – 10 Best Movies
By Vlad Zakh · April 13, 2026
United States Drama thought provoking
Spider-Man remains the role most people know him for, and the trilogy still holds up as the foundation of the modern superhero genre. Seabiscuit and The Cider House Rules show a quieter, more restrained side.
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02 A soldier presumed dead, returning home forever changed.
03 A troubled writing student orbiting Michael Douglas's blocked novelist.
04 Nick Carraway, the narrator watching Gatsby's tragic obsession unfold.
05 A modern teenager transported into a black-and-white 1950s sitcom world.
06 A quiet, formative role in an Oscar-winning coming-of-age drama.
07 A jaded jockey finding redemption alongside an underdog racehorse.
08 A multiverse cameo that let his Peter Parker mentor two other versions of himself.
09 Widely considered one of the best superhero sequels ever made.
10 The role that defined a generation's first live-action Spider-Man.