-Snow removal on the drive way (450 ft long, 15000 sq ft, 70 wide near the house)
Yes - with provisions. We don't move much snow anymore. Mom & Dad either winter elsewhere or just don't go out and I just use 4wd and both of us have very short driveways. A rear mounted snow blower I'm sure would be nice, but do you want to be turned around looking backward that long? Also a FEL mounted snow blade in place of the bucket would be nice as well. Either way with loaded tires you should have enough weight to pull this off (with the FEL mounted blade, you can always carry more ballast on the 3pt as well).
-Maintain the driveway (already built a drag for behind the atv)
Yes
-harvest 3 cords of fire wood per year (hopefully only dead standing)
Yes
-Help expand trail network on property
Yes - but with regards to "Bigger is better" & Cab vs Open Station - see my opening comment on big vs little and consider where you want/need to go.
-Possibly help clear 4 acres so we can stop boarding the hay burner (might not be the right tool for job)
Yes considering your follow-up comments about leaving the stumps for the contractor. Having done just that thing myself I would HIGHLY recommend leaving all the grading and filling to them as well & you can do the root raking & seeding.
-once the hay burner come home.... stall mucking, arena grooming, hay moving etc.
Yes - but what k0ua said about loader lift capacity is spot on. Exactly what I thought when I read your post.
- small landscaping jobs (veggie garden)
Yes - I just a couple weeks ago ran a 7 tine / 7 foot spring tooth "tiller" through some of the hardest VA clay there is and our little kioti didn't even seem to care.