I think mine would be Goodbye Lenin!. I think it's brilliant. It does a fantastic job of echoing the bittersweet sentiment of the entire film.

http://open.spotify.com/album/6Xk1BYolSr352WvpfwWLZq

I also really like the soundtrack to Baz Luhrmann's Romeo and Juliet. I bought it years ago for £2 and it's GREAT.

http://open.spotify.com/album/6WOqY7ACnK0HffNZlB5nvO

GO ON MUSIC BOARD, MOCK MY TERRIBLE MUSIC TASTE AND SEND ME BACK TO THE SOCIAL BOARD.