Ralph Bellamy (who looked like Bruce Baldwin in “His Girl Friday”) played Franklin Roosevelt in “Sunrise at Campobello” and the miniseries “Winds of War” and “War and Remembrance”.
Raymond Massey played Abraham Lincoln several times, leading to the joke that he would play him until he was shot.
Here’s an unusual one. Billy Redden was the banjo player in Deliverence in 1972. He was also cast as the banjo player in Blastfighter (1984), Big Fish (2003), and Outrage (2009). These are his only film credits.
Maurice LaMarche has done the voice of Orson Welles on both The Critic and The Simpsons, and also dubbed Vincent d’Onofrio’s performance as Welles in Ed Wood.
Not a movie but Patrick McKnee played John Steed in the Avengers and in one episode of the old The Hardy Boys in the 70’s he played a mysterious British secret agent, I wonder what his true identity was supposed to be.
Bruno Ganz played the angel Damiel in Wings of Desire and its sequel Far Away, So Close! He then had a small role (more a cameo really) as the same character in the unrelated Icelandic film Children of Nature.
Stephen Fry played Oscar Wilde in the 1997 movie by that name.
He also took the role in one episode of Ned Blessing: The True Story of My Life & Times, in 1993. I was channel surfing & got sucked in by the vision of Oscar Himself, riding into a rough Western town.
Not the same one, though, right? There’s a lot of that sort of thing.
Morris Ankrum was famous for playing generals in 1950s sci-fi movies, They even named a character “General Ankrum” in his honor in the movie-within-a-movie Mant in the film Matinee.
But it’s not really “the same role”. Just the same Type.
Robert Hardy has played Winston Churchill in three TV movies and two TV miniseries. He also played Franklin Roosevelt in one TV movie and one TV miniseries.
Do Patrick Stewart’s performances as Claudius in two different versions of Hamlet (1980 and 2009) count? Obviously, they’re not strictly speaking unrelated, seeing as how it’s the same play, but they’re otherwise independent of each other.
Reality Chuck referred to The Return of the Man from U.N.C.L.E., which I would have brought up if he hadn’t, since George was pretty clearly playing James Bond in All But Name (driving an equipped Aston-Martin, with “JB” plates)
It’s a popular fan theory that Connery’s British secret agent in The Rock is actually James Bond, who’s been imprisoned since the early 1970s, right after Connery stopped playing Bond.