Just came across this thread. I'm in Morgan county in East TN. Congrats on your property and getting your road fixed up. It's a constant battle, roads and water control, especially if your roads are steep, or if they don't get sun.
I'm using a 4wd tractor, with loader, and it is an open station ROPS tractor. What I do with my tractor on trails and off in the trees I definitely could not do or would not want to try with a cab model. I don't have a grapple, but I do have a bucket and a good set of pallet forks and the combination is very useful. I've got a woods BB720X six foot 3 point hitch mower that is also super useful, I can go just about anywhere with it, it will cut fairly thick stuff and is tough, and it is a good counter weight when doing a lot of front end loader work. I've also got a box blade, things I would want to get would be a rear blade and or a landscape rake, they would be better for ditching and for maintaining the gravel on my road.
My tractor has R1 Ag tires, I would not consider anything else for my situation. Filled rear tires add weight and stability. My tractor has a nice feature, it is a transmission parking brake, it keeps my tractor where I want it to be, very handy when you are on and off the tractor often especially in steep places.
There are lot's of ways to get hurt or killed with a tractor, so please be careful, make sure you family understands and is safe. My next door neighbor who had been running tractors his whole life on a good size farm had a tractor accident a few years ago that killed him, he was taking off his bush hog and he ended up getting crushed and no one came looking for him for several hours.
Good luck!