Random thoughts from another newbie, collected largely from TBN, which may or may not be useful.....
Arguments FOR buying bigger:
Literally everyone here on TBN says "buy one size up."
Even if you don't think you'll need to touch the wooded areas, are you sure you'll *never* decide you want to make some nice walking trails? How about when a big tree comes down and takes 10 trees with it? Or you decide you want to level an area for a new garden. Or get a big load of dirt, or gravel, or whatever to spread. Bigger is better there.
You have a fairly long driveway, which even though "pretty flat" will still need maintenance. This will be quicker if your tractor can easily pull a minimum 5' wide box blade. A couple of years ago I couldn't quite pull the trigger on a "real" tractor, so just put a small 4' rear blade on my garden tractor. I graded my driveway with it but it took about 3 weeks. This has definitely given me an appreciation for the benefits of size.
If you have very hilly terrain, or rough terrain, or both, more weight and larger tires is better.
If you're mowing large open fields, bigger is def better.
Over the years, I've found that my projects have tended to multiply, and have also become more ambitious. This may or may not be the case with you.
ANY tractor feels huge if you're used to lawn tractors. I believe that causes a lot of us newbies to buy too small.
Arguments AGAINST buying bigger:
If you need to work around buildings, flower beds, trees, and through trails, a smaller tractor is more maneuverable.
You can hire out the occasional big jobs (I've done that).
A large tractor will suck at mowing your yard. It will compact your ground and you'll have to remove the FEL if you've got tight spots. I managed to take down a newly planted crabapple when mowing with my tiny 4' blade attached, and that was just a garden tractor. IMO even the tractor you are currently considering is a tad big for finish mowing the lawn. If you go big, make your wife happy and get a dedicated mower for the lawn. You can't beat a yard tractor or z-turn for mowing.
You might think a large tractor with a MMM can "do it all." However, a MMM will get caught up on uneven ground, protruding stumps, rocks and even small piles of dirt (ask my garden tractors about that

), just no clearance. So you'll need to remove it for "real" tractor work. And they're a pain to take off. And it will suck at mowing too.
Just my 2 cents.