I am a guy who loves equipment.
I have 3 old Cub 2284's, all have the Haban 60" deck. They were built around 1990.
They all have the Kohler Command 22Hp.In the last 10 years I put front tires on one, several deck and PTO belts
A PTO switch, a front oil seal. So I have put $250, mostly in tires. I mow 2+ acres and maintain some paths on 3 more acres. I work them hard
I bought the first one in 2011.
My point is i don't think you will ever spend as much as you saved with quality used equipment.
Best of luck in your quest!
Curt, New Franklin, Ohio