We have a local computer shop that is selling used G4 and G5 Mac Pros and used G4, G5 and Intel iMacs. They are asking $799 for the Aluminum Intel iMacs, $639 for the white Intel iMacs, $399 and $499 for the G4 and G5 iMacs and $499 for the G4 and G5 Mac Pros. I know I threw out a lot of prices here but basically the Mac Pros are fetching the same as the iMacs of the same era. Based on this limited sample, Mac Pros are not holding their value as well as iMacs.
They had a handful of xserve machines but they weren't priced yet. Somebody came in yesterday and bought 5 of the Intel iMacs. If I were looking for a computer, I would focus on what I need more than resale.
I don't like iMacs because you gotta replace everything when you upgrade and you wind up paying for the monitor over again. I don't like Mac Pros because they are huge so if I had to choose between an iMac and a Mac Pro, I'd go for the iMac every time.