Wow, that is a very open ended question. You can go from $40,000 machines down to really used at $10,000.
You mentioned a bushhog, keep in mind a hydraulic driven rotary mower is going to be 4X the cost of a PTO driven one. Almost all decent farm tractors today use a skid loader type bucket/attachments. My tractor with the hydrostat transmission gives me the best of both worlds. Convenient front loader/attachments and the 3 point/PTO in back. Of course it doesn't turn like a skid/trac loader but I am not doing commercial work. You can use almost every attachment on a Kubota that you can use on a skidsteer (same with JD, NH, MF).
Not trying to talk you out of a skid loader but for almost everything you mentioned a 30 to 40 hp. compact tractor can accomplish and cheaper at that. My 33 horse Kubota was $17,230 with loader and bumper plus 4X4, purchased 03/2013. I do wish I had gotten hydraulic remotes for the back though.
Good Luck,
Karl