Here are some pics of my property where I try to capture the slopes...
You have an outhouse?
I would be cutting grass with a ZTR, Them slopes look mean for a tractor.
Yes, it's a real outhouse, but there is no latrine beneath it, so it's more of a decoration.
Pretty much everything that needs to be mowed is on a slope - hardly any flat spots.
I just moved here in November, so I have never cut it. I didn't see myself what the previous owners were using, but to hear my wife describe it, it was nothing more than a big box rider. I don't really know.
Whatever you decide to buy had best be quite robust in the hydro trans , and be serviceable . You are going to generate alot of heat mowingand that will kill a light duty unit . Have you ever mowed this place , and with what ? Very nice place , love the crapper .