Danny…. I agree, that place looks really lovely. My shop is alongside an existing farm building (pole barn) so I feel somewhat qualified to comment……
When I added my shop, I was moving out of Toronto, and fed up with cramped quarters. I added a 20’ X 48’ (length of the pole barn) space. In hind site, it could have been 1/3 or max 1/2 that size. I do all my project work up at one end and am heating and lighting the full length for storing bikes, tools and parts.
Think about building a workspace that is just big enough, inside one of the buildings. Close to a power source and keep all the other stuff out. Mostly, think about it for a while, before you do anything! Enjoy.
The larger barn where I built the storage last weekend is about the same size as yours. The women who had it built in the 1980's had horses and one wall is open to a large fenced area at the back of our property where the horses could be put outside to wander. When the weather was bad they could come inside for shelter.
My plan is to fully enclose the barn and build a full wall where the low wall currently is to make it into two spaces with the smaller section as a wood shop. For now though I am just going to use the shelter space for covered storage and move our popup camper and my small flatbed trailer there. Hopefully before winter I will build the full wall get the space where I can heat it well enough to work on a car over the winter.
The smaller barn, which is probably 20x20, will be the motorcycle shop. It had 2 pairs of horse stalls divided by a center aisle and a small tack room. I pulled the dividing wall between one pair to make the space where the Goldwings sit right now. That is probably 8x20. I could replace the short walls on the aisle side with real ones, or just put up temporary poly sheeting next winter to make the space smaller and easier to heat.
Power for both barns comes from a sub-panel installed in the upper section of the small barn. I only have 65 amps to the panel, but that's probably enough for now. The big barn is served by a single 120v 20 amp circuit, which is definitely not enough. I need a couple of 25 amp circuits and at least on 220v circuit. My brother-in-law has a spare upright compressor I could have, but it is 220.
Lots to do to and it will probably take me a couple years to really get things in shape depending on cash flow.