I'm the only one on my 1/4 mile road year round. I do have 2 neighbors who come up from Mass in the winter, one regularly, one rarely. We each pay $28 per storm (over 3"). For that the road gets plowed, my next door neighbors 220' drive and 900sf parking area, my 200' drive and 600sf parking area and my other neighbors 800sf parking area. It's all gravel/roadpack.
I clean up anything the plow misses or banks too high and what slides off my metal roofs later. I also do the road if less than 3" unless I know another storm is imminent. I don't charge these 2 neighbors for anything as they would, and have done much for me. Some other neighbors that just come up in the summer I wouldn't work for at any price.