Only advice I'll give, don't buy a Bobcat with foot controls until you try to run one. Running the bucket and boom with your feet is totally counter intuitive. You sure don't want to get in a situation where you panic a little.
I respectfully disagree! "Counter intuitive" is more of a personal issue with a select group of operators. It is like any machine controls, it is what you are trained to use. I am proficient on several brands. Some have feet controls, some have joy sticks and some have T handles. One day, I had the opportunity to use all 3 within a few hours.
As my uncle said in the 60s when he had 3 tractors, MM 5 Star with a foot clutch, a JD A with a hand clutch on the right side and Case DC with a hand clutch on the left side. He said in a panic, he had to remember which tractor he was on.
I know many backhoe operators that can run a joy stick, 2 lever or 4 lever hoes with equal proficiency .
To answer the OP;
Things I would consider looking at used machines:
Safety; some of the way older machines had little safety built in to them, they can be considerably dangerous to some operators
Comfort; you mentioned snow, believe me when I tell you that a cab with a heater is a necessity.
Also the cab door will keep the snow and manure off of you and out of the cab area.
Condition; Id look for a machine that has been used by a single owner/operator.
Id stay away from machines that have been used by multiple operators in a construction environment
Parts; Consider how far you have to travel to get parts and service
Wheels vs Tracks: Track cost more but offer more floatation. I personally like tracks better but some don't.
You will want 2 loader buckets; one with a grapple and one without a grapple. Manure/straw/hay/wood chips are more efficiently handled with a grapple. Straight loader buckets allow you to get right up to doors and buildings without the grapple punching holes in the buildings when you are moving snow and spreading gravel. I expect that after you have had a skid steer for a while, you will reconsider purchasing other attachments that will make your life easier in the future.
I have a Bobcat 763H that I bought new nearly 30 years ago, Still can get parts and it still works fine but only my family has operated it since new and I have been the only one to work on it besides a Bobcat dealer. I have after market Grosser Steel tracks on it.