My suggestion would be (we have had a skid steer on this farm since 1974) to find a used machine with 1,000 or so hours on it, those machines will still have a ton of life left in them and use the money you save for attachments and a good trailer.  A skid steer without attachments is like a shop without any tools in it, you can do alot with a regular bucket but you will be constantly saying if I had such or such attachment this job would be alot easier.  We just bought a 4,000 hour Case 70XT, it has some play in the controls but is far from worn out.  I am building a bale spear for it, a fence post puller and bought a used pickup snow plow for $250 that I am going to adapt to a skid steer mount as well.