As someone has already said...if you don't ask, you won't know. A few years ago while I was still planning my shop/barn build, the local electric company sent out letters indicating they wanted to move the poles from behind our house, to the street. The reason for the letter was that they needed all the land owners to sign a right-of-way agreement letting them clear part of the road frontage and install poles.
My neighbor and I came up with a plan. He wanted the power company to bury the lines across the end of his property, because that's actually the end of the runway for his small planes. I wanted them to run 3-phase power to my barn. We told the power company that we would get all the ROW's signed if they would give us the buried line at his place, and 3-phase at my place. Sure enough, they agreed.
They eventually ran new poles down the road frontage, then set a pole about 50' from my barn. They ran 3-phase from the street to the pole (about 300ft) then hung a standard residential 240 single-phase transformer on the pole. They buried the lines to my house and I ran conduit underground to my barn. I had an electrician set up a 3-phase meter box connected to a trough on the inside of the barn. The interesting thing is that a single-phase meter works just fine on a three-phase meter box. On the inside there is a single phase panel, and a space for the 3-phase panel.
When I have the 3-phase connected they will set a new transformer on a pad at the base of the pole. At that point they will disconnect the run from the single-phase transformer to the barn. They will then run wires from the 3-phase transformer to a new 3-phase meter, and tap two of the legs in the trough to feed the single-phase panel (along with the ground, of course).
The planner gave me a ballpark figure to expect for having the 3-phase transformer set, and the line run, but I don't recall exactly what it was. Having the line pulled wasn't much at all, and I want to say something like $5K for the transformer, but he also said something about them letting you pay that off over a set period of time without interest. I'm going to have to call their new business folks to get exact quotes, but it seemed reasonable all things considered.
I plan to run a mill, lathe, surface grinder, drill press, bandsaw, large compressor, and likely a few other toys as well.