Update: HOL & the Games Archive really are your friends, aren't they? lol
Star League on the C64 was a blast and I absolutely loved the static playing field. Championship Baseball for the Amiga looks closest to Star League, so I guess I'll check that one out here sometime this afternoon.
Have been playing Star League via Magic64 all morning though and the emulation with SID sound is great on my A2500. Can even use Picasso modes!