20. 'Marvin's Room' (1996)
The young actor's penchant for playing disturbed teens had become almost a joke by the time he appeared in this family melodrama as Meryl Streep's troubled, pyromaniac son. The film, about two estranged sisters (played by Streep and Diane Keaton) reuniting when one needs a bone marrow transplant, is a fairly predictable, occasionally touching wallow in sentimentality, enlivened by a fine cast (which also includes Robert De Niro). By this point, DiCaprio was already an Oscar-nominated teen idol; that he could hold his own against such heavyweights was just further proof that there was massive talent there.