I don't know the economics of dirt v. Pavement, but I know paving is expensive. My driveway at home is about 500' long and just to have that repaved was a fortune. I can only imagine the cost to build a road from scratch. I think I recall hearing that repaying the access road was 3-4m dollar project.
My house also sits off a gravel road that the town has to re gravel every few months. We prefer the gravel to pavement as it prevents idiots from speeding on it.
Also, my in laws live in the berkshires in Massachusetts and their roads are dirt too. However, they aren't far from the ct border and the dirt roads that cross over the border are paved on the ct side.
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