I have had a 2007 JD 3320 Cab for some years now. It is used to clear maybe 300' gravel driveway + maybe 5,000 sq ft parking area. The 33xx series comes in IIRC approx 30 - 40+ hp versions. Not sure regarding current models. I have FEL with 5' bucket on front and 5' rear mounted 2-stage Snow Blower on back with hydraulic chute. I also have the mid-PTO - midpoint mower. The mid-PTO can be added aftermarket at the dealer if not OEM. Initially I had JD 447 Back Hoe, but currently have Wallenstein Back Hoe. Iinstallation of either back Hoe requires removal of the 3-PT hitch. The Wallenstein is a bit easier to install than the JD version, but either can be a bit tedious. Not physically hard, just have to get everything lined up perfectly. 95% of the time not as easy as in the demo videos. For Back Hoe operation you also need "power beyond" with JD. Not sure of name for other brands. Basically a direct connection to the hydraulic system to power the BH. If purchasing new mid-PTO / Power Beyond have a cost, but if you purchase used and need to add - even more $$$$. A front mount SB will be considerably more expensive than rear mount.
Despite having to look backwards, the blower / bucket makes a reasonably good snow combination. For light snow, the bucket is often easier. the bucket cn be used to pile snow in areas where blowing does not work and can be used to backdrop snow away from building and other areas where blowing does not work. The lip of the blower can be adjusted upward to minimize gravel pickup for first few snows until a packed base is established or same with the bucket. I have seen a few commercial contractors with the same line tractor with front mounted blower and rear box blade using for home owner / small parking lots & municipal sidewalk clearing. The from blowers have hydraulic chute / deflector controls.
Rural Ontario cover a lot of territory, so not sure of your annual snowfall or length of driveway. It's more a question of how much at any given time. At some times there are drifts in my parking area up to 2' & the 3320 is able to handle them. Just go a bit slower. To minimize lawn damage, I have Turf Tires. So far no winter problem in almost 15 years. I usually do 3 passes on the driveway (overlap) ending up with maybe 12' - 13' cleared width.
When looking for a suitable tractor, in your case almost a "swiss army knife" that does everything consider your FEL lifting needs. No problem lifting a full 5' bucket of gravel. I find a set of pallet fork invaluable. The FEL will just barely lift a cubic metre bag of "black dirt" that many places sell (approx 2,000# + 2,200#) so if you need greater lifting capacity you may have to step up to the next line for stronger hydraulics. Look at max lift height for the FEL and if adequate for your purpose. The 33xx one is good for 8+ ft.
When looking at Back Hoe, digging power is partially a function of the tractor hydraulics, but also consider bucket width and digging depth required. 3-PT Hitch mounted Back Hoe are not recommended.
If you plan on using a Snow Blower, front or rear you will definitely want a CAB. The videos showing a bright sunny day, no wind and the snow blowing off in a rainbow are mostly a myth. Chances are it will be cloudy, cold and the wind will be blowing - always in a direction that blows the snow right back in your face (if no cab). It only took me one winter to realize, no cab is not the solution for winter. Visualize huddled in your snowmobile outfit, wind & snow blowing in your face - freezing you ass vs sitting in a nice warm cab enjoying a hot coffee.