I've got an old Gravely 2-wheel tractor. Walk-behind unless you use a sulky.
Rugged and easy to work on, with all parts available.

With a 30" deck you're set for brush hogging, but the finish cut is a little
rough. 40" or larger multi-blade decks do a good finish mowing job. You
should be able to pick up a tractor and deck in good shape for $500 or less,
and it won't depreciate. You can also use reel mowers for a really fine cut -
a gang of three will give you a 72" swath.

Then you can add a snowblower, snowplow/dirt blade, rotary garden plow, dump
cart, rototiller, stump grinder, sickle bar, chipper/grinder, ditcher, wood
splitter, sprayer, scoop, backhoe, generator, leaf blower, circular saw, chain
saw or about anything else you can think of.

You do have to be willing and able to tinker with them, though.

John Martin