I'm presuming you're in the hillier part of Jersey if you have wooded land. My sister lives in Long Valley in the woods. Most of it is quite steep -- enough that you'd feel pretty shaky on a tractor on a sidehill.
Depending on your terrain, consider wheel weights or weighted tires. If you plan to take the tractor into your woods, the cab might be a serious inconvenience around trees unless you trim out everything so you can get around. If you have lots of mosquitoes or lots of sun to hide from, or plan to operate it in very hot or very cold weather for prolonged periods, I'd consider it. Otherwise, it's a big expense without a lot of payback.
I think a TC34 would easily be enough tractor for your place. It would be more maneuverable, easier to park and store, easier on the ground, etc. Mostly, the size decision is dependent on what chores you plan to do. Talk it over with the dealer, make an informed decision based on what you plan to do, then get the next size bigger or stronger.
The loaders on the CNH line tend to stick out in front of the tractor farther than most others. This gives you a longer reach with the loader, but also makes the whole package a little more cumbersome, a little more tippy. Compare the front axle to front edge of bucket measurement for two loaders and you'll see what I mean. The loader on my DX29 is as far in front of the front wheels as the rear wheels are behind them. You can get a different brand loader to fit the tractor and even match the color if you wish.
On tires, I'd go with R4s if you were planning to run it on the lawn area much at all, otherwise get R1s for the traction. I've got R1s and just stay off the lawn unless it's dry and hard.
Think about getting an Add-a-Grapple for the bucket along with the QA bucket. The plumbing for the grapple can be easily piggy-backed on the lines for a set of rear remotes when they install the latter, which you will find handy to have sooner or later. Mine is a simple T in each line and I run the grapple with the same valve that runs the rear remotes. I consider the grapple and plumbing the best $500 I've spent on tools.