Lot's of solid advice here, but it's up to you (OP) to apply to your situation.
Here are my thoughts, worth exactly what you paid for them....
Budget & size are the two main limiting factors in your situation, I believe. If you can afford the biggest (B series) tractor that might work, then check the budget box. Anything you ultimately pick can be purchased. Next is size. If you don't have a need for a smaller (think BX) tractor, always go bigger. However, some of us actually need/prefer the small size of a BX. Either for narrow trails, tight quarters, impact on turf, etc.. If none of these apply, go bigger.
Here is my situation, you can compare what's relevant for yours. I maintain two properties 100 miles apart. One is a 3 acre home/residence, one is a 9 acre camp with a small off-grid cabin. I have a commercial ZTR for mowing the 3 acre residence, which is all turf grass. I have the BX & various attachments for everything else. Obviously, transportability is a factor (advantage BX). I also prefer the smaller footprint for trails, and the heavily wooded property, along with storage space & general maneuverability. So far, the BX has done everything I've asked of it, and I am completely satisfied. While some jobs I could have gotten done faster with a bigger rig, I don't want to lose the versatility I enjoy with the smaller BX.
But again, I will say, if you don't think the smaller size is an advantage for what you're doing, move up to the bigger size. More capacity is usually not a bad thing.
Good luck!