There are quite a few films that I own because they are masterpieces, or at least well crafted. However, I don't find myslf pulling them off to rewatch on a regular basis. The ones I know I've rewatched most regularly/recently:

Tales of Hoffman (the opera; a magnificent train-wreck of early sfx)
Horse's Mouth
King of Hearts
Nightmare Before Christmas (my teens' seasonal favorite)
Cowboy Bebop