This is a toughie. You have to take in consideration the different generations of the Amiga, ofcourse, and put them in the timeframe they belong in.
I like the A1200 and A2000 most. Both of them are easy to expand and pretty robust. I still consider the A3000 to be some kind of the 'perfect' Amiga.
The A1000 and A4000 are, imo, the worst. Both were rushed to completion and are not what they were supposed to be. Although they were about the best of their kind at the time being, they had to much designflaws. Technically, the A500 was much more what the A1000 should have been.
The CDTV was a great idea, but suffered from several (minor) design flaws (the use of a caddy and a terribly designed remote control, 'only' an A500 without any further expansion). It suffered even more from the terrible marketing, though...
So, imo, the worst Amiga:
1- A4000
2- A1000 (but VERY desirable as being THE Classic!)
3- CDTV
That doesnt't mean I'm going to turn down someone offering me one of the above for free. :-)
