I have a Simplicity Legacy XL 4wd tractor with a FEL, 49" dual stage blower, cab, and mower deck. It's powered by a 27hp vtwin Kawasaki, they make a diesel as well. Every imaginable attachment is available for them, all manufactured is Wisconsin. I bought it new in 2000, still going strong. It's a great machine for the homeowner, but not big enough for logging or anything like that. It would do it but it would beat the machine up, it's just not big enough. I also have a Polaris 570 Ranger with a plow, you can't rely on just one form of snow removal because nothing breaks at the right time. The blower on my tractor is amazing, it will move 4' of snow with no issues. That said, I mainly use my FEL to plow my snow. Being able to move the banks bank is key.
With the property you have, if you'll be cutting your own firewood etc, I'd recommend something bigger than what Simplicity offers and I'd definitely go with Kabota. You'll be over $25k real easy for something of that size.
Up there you will most definitely need a tractor and side by side as they are necessary tools anywhere you get a decent amount of snow.