"Shop Around the Corner" is one that I've probably watched 60 times. (One of those movies I'd like to "live in." Can't pay a movie a higher compliment.)
"The Man Who Shot Liberty Valance" - my DH and I differ, but I think it's the finest western that was ever made. (Sorry, to "Stagecoach" fans.)
It's a little gamy, but one definitely worth seeing is "Anatomy of a Murder." Lee Remick and James Stewart are priceless in it.
"Shadow of a Doubt" (1943) - if you want to see Joseph Cotten in one of his best roles, this is it.
The original "Waterloo Bridge" from 1931, with Mae Clark. The 1940 version is just a showcase for Vivien Leigh, whereas the 1931 version packs a wallop.
"Rebecca" (1940) and "Wuthering Heights" (1939), if you want to see Laurence Olivier in a couple of the first films that made him a star.
Light but perfect comedy: "The More the Merrier" (1943), with Jean Arthur and Joel McCrea at their bests. Another movie I'd like to "live in."
"Witness" (Harrison Ford and Kelly McGillis)
And how could I forget "The Philadelphia Story" (1940)? Probably seen it 70 times.
"Notorious" with Cary Grant and Ingrid Bergman is also a great movie.
"Picnic" (1955) is fascinating, especially the performance of Rosalind Russell in it.
A great made-for-TV movie is "Duel" (1971) with Dennis Weaver. A guy's movie, definitely, but I'll watch it anytime it's on.
Hmm. "Duel" might have had a theatrical release after all:
[video=youtube;5MtAMc4i8OA]http://www.youtube.com/watch?v=5MtAMc4i8OA[/video]
"The Dark at the Top of the Stairs" (1960) - Robert Preston, Dorothy McGuire, Eve Arden (who was also in "Anatomy of a Murder").
"A Place in the Sun" (1951) with Elizabeth Taylor, Montgomery Clift and Shelley Winters. I wish they'd cast someone else in Clift's role, though.
"Brief Encounter" (1945) with Celia Johnson and Trevor Howard. Rachmaninoff score, played throughout to great effect. It's one of those movies I liked before I was saved; it's odd but predictable, of course, how one has different feelings about everything after one is converted. This movie is one of them. A tape of the remake with Richard Burton and Sophia Loren, cut up *just so*, would make very nice kitty litter.
"Patton," of course, belongs on this list, or would if the language were better in it.