I really want to do this, but I have yet to find a self-hosted app that has the features from iTunes that I love: smart playlists (with an easy to edit interface), play stats (last played, last skipped, play counts skip count), and editable metadata (can change genres of the a song or several songs within the app).

Easily editable smart playlists would be table stakes for me. I can get by without the rest, though I’d be less happy than with iTunes.