Not sure how similar to the one you are looking at... But I have a GT2186. It also have the Kohler command 18 horse, shaft drive, 48inch deck. Mine has 520 hours on it. I bought it with 400 hours, and its treated me fairly well. I recently started looking at new tractors but then through research learned the 2000 series cubs can be tuned up/maintained and will give service for a long time. Mine was not maintained very well previously, but most of the damage seems cosmetic. The only thing out of my knowledge is carb tuning/rebuilding so I'm having some one do that next week. All other service items are easy. If you found one with the same engine at 200ish hours, for a decent price, I say why not.
Also, in the 520 hours mine has been run I don't think the trans has ever been serviced, so at 200ish hours if yours is the same hydro system you should be fine. I plan on changing mine out this weekend, its just a $10 filter and some fluid.