I am fortunate (I think) to run with a group of parents who are very free-range. For this group, I am on the cautious side. I am VERY careful about water and I insist on carseats and helmets for bikes and scooters. Other than that, I am pretty lax. I am really struggling with whether to let DD be more free-range in our neighborhood, which is sort of an edge area to a small city and does have some transients/homeless folks passing through pretty regularly. At the same time, it is a pretty safe family area and I have never heard of ANY assaults.
We have a great climbing tree in the front yard.
