Well, most of the stuff I have (media) is on another external hard drive, so the only stuff on my Mac is the usual stuff it came with, Office, Adobe stuff and a few other bits. Around 100gb I think (I have some TV shows on it currently).
I've was given 1.5x as a guideline before I got my TM drive and it works out to be quite accurate. 250GB isn't huge so maybe go for a 500GB drive. 320 would not be big enough.