Nick,
I personally would buy a new 300 series if they made them. I have the 330 Diesel and my father has a 332 Diesel. Both are awesome. My father has been looking at the 2210 and new X series, but still does not want to part with 332. They were great tractors. The one good thing is there is ton of them out there, and I think many of them are getting to the age that people are starting to trade them in for new GT's. Lots of luck with the two 318"s if you buy them. Also, a good friend of mine in North Carolina had a worn out 317. After looking at all the new JD's, he decided to rebuild/ restore his 317 instead. He bought a cheap mower to use while he rebuilt the 317. He replaced the engine, transmission, deck, paint, decals, etc. I wish I had the pictures he sent, because it looks better than when they were new. He is thrilled with his old 317. Sorry to be so long winded.
Russ