Not much to add here except that I'm putting my Shopsmith (1950s-era 10er for those interested) back into service and re-organizing my (chaotic) workshop. Haven't touched it since moving 6 years ago. I mostly use it as a lathe but have the pillar drill, horizontal boring, and table saw attachments, and I'm sketching out jigsaw, bandsaw, and panel sander builds. Could be an option to maximize floor space in your cramped shop.
At an old rental place, we put up a 10'x20' ShelterLogic tent-thing for boat/etc storage and to recover some garage space. If your jurisdiction doesn't consider these tents as 'structures', that might be an option for workshop space. I've also seen people set up yurts for the same reason, but a circular floorplan and small doors doesn't lend itself to woodworking. These tents do get cold in the winter but you can insulate them with bubble wrap and fire up a buddy heater while working.