TRISTAN - I've got the Super H, Dad's M, a 982, 72, & 70 on only 2.3 acres. Once You get a FARMALL with a loader so many jobs go some much easier. A good big skid-steer can move dirt much easier but they're also much more $$$$$.
Most of the old FARMALL's have hydraulics, most of the Super series are live hyd., and the 300, 350, & newer tractors have multiple sets of remotes so You can run hyd. buckets. Both my loaders have trip buckets which are not the best for dumping into carts, trucks, etc. but are fine for general loader work.
Look for something 1955 vintage or newer. That'll get you live hyd, live PTO. And actually the bigger tractors normally sell cheaper than the littler ones.
I moved a LOT of dirt & rock around this summer with my loader tractors. One afternoon I moved about 15,000# of dirt in three hours with the loader on the Super H and the 982/dump cart. Just dumping into the cart with the first bucket full was slow because the cart was only 2-3 inches wider than the bucket and I didn't want to tear up the side boards on the cart by loading from the side or dump the bucket right on the floor of the cart and dent it all up.