Well, I've never really been there or done that so take this for what its worth.
We've got a 24 x 36 pole barn. I can't really say much more than that about it, dirt floor, no electric/water inside, corrugated tin without insulation. A pair of sliding doors I think 10' wide (I never really measured them before) both on the same broad side, which is handy for almost complete access (except for all the equipment in there already). One door locks from the inside, so that you only need one padlock for one door. This is the building we keep everything in, tractor, brush hog, flail mower, sprayer, harvester, riders, push mowers, everything. What needs worked on is worked on outside if possible, just for a breeze.
Some things I do like about it are the single lock on it. You could do a walk through entry with a good lock on it and roll up or sliding doors that lock from the inside. Also, because there is no lighting inside, I appreciate the corrugated fiberglass (I think), which lets light in from the west and from the highest points on the narrow sides of the barn.
About 60' away is an old tornado shelter with another small pole structure over the storm door. This building I can barely stand. It's about the size of a garden shed, 10x10 or so. Trouble is, it's built over the concrete shelter. The concrete comes up above ground level a good 8" or more, so there is little headroom between the shelter and the building. More of the same uninsulated tin and no power/water, but isn't as big a deal in this one. The only thing in here is an old air compressor, a toilet (no, there is no water/septic), and a few old electrical components. I avoid this building when possible. However, there is a power pole with an outlet nearby that we can run an extension cord out to the compressor (I know, I'm not supposed to do that).
Right next to it is a 10x20 carport, which is decent for what it is.
My grandpa had a nice two car garage built out at his lake house, I really liked it. Concrete slab, stud construction, electric, really nice, and it did exactly what he needed it for, storage for a boat, tractor and hog, riding mower, and a small workspace. One of the handier features was a 3rd door on the back so he could just drive thru with the boat. Just something to consider. Now, a two car garage probably wouldn't suffice for what you want, but be sure to get something that will do what you need, and nothing less. If you want more, I don't think I've ever heard anyone complain of having too much shop space.
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