Gavin,
My 4100 is gear drive, with R4 tires. Our driveway is gravel and about 800 feet long. We have had fairly mild winters since I have had the 4100, but so far it has been fine. I think chains will make a big difference if you have many hills. If snow is heavy, I plow only down hill and have no problems. I usually end up plowing early in the morning when time is important, and the angled plow is much quicker than the FEL.
I have used the plow for light dirt moving (cutting swails, etc.), but the light weight of the tractor limits what can be done. Most of the dirt work I did, I would hit the area with a tiller first, then move it with the blade. I added the FEL and toothbar this spring, and the uses for the tractor have multiplied.
If you are in an area of New England with tons of snow (we only average 50 inches or so a year in western PA), a blower might be more effective (to throw it away from the drive).
Hope this helps
John