The best Tobey Maguire movies have been making headlines since appearing in Spider-Man: No Way Home alongside fellow Spider-Men Andrew Garfield and Tom Holland. Maguire is perhaps best known for his turn as Peter Parker in the original Sam Raimi trilogy, but he's also taken on plenty of blockbusters and indie roles since his feature film debut in 1989. It was in the '90s that Maguire became a true star thanks to leading roles in Pleasantville and The Cider House Rules. Since his appearance in No Way Home, there has been renewed interest in Maguire and his work.

For many years, Maguire was an indie darling, and while he had mainstream success with the Spider-Man franchise, he preferred to work with more auteur directors like Ang Lee, Lasse Hallstrom, and Steven Soderbergh. Even when choosing roles in big-budget movies, Maguire hooked up with a director like Sam Raimi. This means...