Length is irrelevant. You can go flying down that road with an ATV, and a half a mile would be cleared in no time at all. Think about it. You are pushing the snow to the side, so what does the length of the road matter? You would be going to a heck of a lot faster than the tractor in the video, so very little time is used up on each pass. The limiting factor, as I have said before, is the windrows. If you can make your pathway wide enough to begin with at the beginning of the season, by the time the windrows build up, the season will be over. The only tricky part is that short length that goes through the woods that you mentioned. If that section is narrow, and the trees come close to the road, then the windrows will pile up pretty quick. That is where I bring out the blower. Or, you could borrow your dad's tractor.