The 177 isn't bad but the retractable has a bit of a history wih the nosewheel assembly leading to either a failure to extend or a failure to lock. I believe that it's a problem with deformation of the uplock. I would personally say that a 182 (fixed gear) is a better aircraft because of its very nice all round qualities, good load ability and simplicity. Unfortunately the price reflects the same sentiment (and you need to pull darned hard in the flare!)
If you wanted to shift away from Cessnas the single Comanche offers huge value for money and godd load/range/speed options. It can be a little dificult to get a greaser out of it, however.
Good luck hunting for your dream machine.