I just did a quick search on the Chicago CL.
Ariens zero turn 42" deck - $1050, if I walk up with $900 cash it'd probably be sold
Craftsman 48" 25HP hydro - $950
John Deere $1150
Cub Cadet with roller and trailer 60hrs $1500
There's a couple of older Craftsmans on there that I might pick up just because it would cost me more to fix mine than the $200-300 that those others would cost me
Also, I welded a hitch receiver on my Craftsman. With the hitch from my Jeep installed in the receiver, I can pull my empty 18' aluminum car trailer out of (and back it into) the yard without having to fuss with the tight side driveway.