When I was about 12 years old my parents bought a country place in Stormville, NY. It was called Hidden Brook Farm for obvious reasons. It was about 150 acres - mostly woods, but there were some large fields - including some blueberry fields. It was summer only - but there was a second house and a caretaker lived there.
So we got a tractor: a Massey-Harris Pony - it was a small one; it had cultivators, a plow, a trailor hitch, a sickle bar mower, a disk harrow and a snow plow. And this how I learned to drive and operate farm machinery. It was a lot of work changing implements.
This is not our particular one (maybe somewhere I have some pictures):