Here is my 2 cents: 3 things come to mind here: 1.) Can you fix it yourself? (have tools, knowledge, willing to do it). 2.) Have the physical capability? (bad back, shoulders, arms, legs, lungs, heart, mind). 3.) Financial means (MONEY, $$$$). Only you the prospective buyer/owner can answer those questions. The old phrase "Pay me now or pay me later" comes to mind. I would set up a "tractor fund" just like the "Xmas fund" for repairs,etc. I like being able to pay myself personally. Find good places to do the work if you can't. You buy the parts. It is about controlling the cost of these things.
Here endeth the lesson.
Here endeth the lesson.