Yeah there's no way they're making another, which is a shame. I've had a look at the products you've mentioned before, and they're quite pricey from what I remember, so a modded classic will still probably be the more cost effective solution for me.
Problem for me is my Itunes library is curated to within an inch of it's life - I'm talking 15500 songs that have all the correct year, album etc filled in and every one is star rated also, and organised into around 100 playlists - serious OCD s***, so said library is the centre of my music world, so to speak, so the ability to talk to itunes really is essential to me.
If Apple drop support for locally stored files I'm screwed basically.