I've seen most of those (well, not some of the most recent ones). I don't think that you can really go wrong with many of them, although I don't think that the best film always wins ("Going My Way," for example, is a nice film, but "Double Indemnity," which was also up in 1944, was more deserving of the Oscar, IMO). I like different movies for different reasons. Maybe just pick one from the genre that you find most appealing to start with?