Man, it's a one or the other when it comes to the hot rodded 180s vs the 185s, no real good answer, just got to pick the best one for you, the 185 is a bit more expensive however.
As far as fixing one up, it's just picking the cheapest way to get a plane to meet your mission.
What do you want the plane for
Speedy XCs
IFR
Straight VFR
Backcountry landings
Floats / amphibs
Skis
All change what you're looking for, for example that 75k seaplane I posted the link to, if you're looking for a real IFR ship, no way would that be a good buy.
For me, I wanted a 185F periord, so that took care of that part, I also was looking for a amphib and wanted a real IFR ship, no more than 50% to TBO, this meant I needed a factory floatplane with at least 85% of the panel I wanted already installed since doing a major panel redo is quite expensive compared to buying a plane with the avionics already there, adding floats to a factory seaplane isn't the end of the world.
I ended up with a 92% there airplane, 185F on amphibs, low TT and TSMO, super low top, garmin audio panel, 530/430/330, EHSI, AP with GPSS and alt hold.
So for future planned $ I got a ES upgrade to do on the transponder before 2020, I'd like to change my panel from a cessna plastic floating one to a newer laser cut one with fiberlite instrument lights, add a 3.5mm audio input for music and that's about it.
If you're in the market joining the skywagon club is almost mandatory
http://skywagons.org/
Also get on backcountrypilot and supercub and talk to folks, lots of wagon guys over there.