When I was in Minneapolis, we lived in the city. I had a 2.5 car garage, and kept 2 cars, 6 motorcycles, a motorcycle trailer, welder, radial arm saw, two snowblowers, a few gas containers, and a big tool box in that garage. The motorcycle trailer hung above one of the cars using a set of pulleys, steel cables, and a boat winch. Replacing the output shaft bushing in the Volvo automatic transmission in an unheated garage in -5F lying on cold concrete temps sucked.
The new shop is heated, 30'x40', and it doesn't matter how cold it is outside. I have 7 motorcycles here, my trailer is on the ground, and if something breaks, i can fix it w/o freezing to death. Life is good.