And not so much a real estate movie, but in Wallstreet I do like the very quick part where Gordan Gecko tells the story to Bud about making $800k on his first deal.
As for response by @Nathan Gesner on Pacific Heights, I remember not liking it so much. But I suppose that could be because I was just starting with my first rentals about that time and everyone I knew kept telling me I was crazy because they saw that movie.
In general, my opinion is entertainment (Hollywood/movies) and practical learning don't intersect much.