Here is how we progressed after buying 19 acres. We bought a JD compact tractor with FEL and bush hog even before the house/barn were built. Then came a riding lawnmower for right around the house about a couple of years later. Then about 10 years later, we got a JD gator with a dump.
For reference, I have a 6-stall barn, two run in sheds, a hay/sawdust shed, outdoor arena. We did all of the fencing, the arena and the hay/sawdust shed ourselves with the tractor/FEL. Could not have done all that without it.