I agree the tractor should stay out of the real estate deal. The wildlife here is also in a safe area, except for Whipper keeping them out of the yard.
I was able to help my Dad stay on the farm till he died and that is the key. You have to have someone that you can depend on, preferably children to help with the maintenance.
The timing for the down sizing is critical, if you wait too long you loose the ability to enjoy the new place, if you go to early you loose good years of rural living. It just feels like the right time, but we will see how it goes when the place is on the market. If everyone wants a steal I might be here a while longer, and a few more years is OK too.
Wngsprd, Whipper will be a challenge but I think she will be ok with the move.