I suspect most of the people here saying that the roads would be maintained by the users aren't considering areas where there are fewer houses or poorer families.
The areas with fewer houses will either need to be owned by rich people or they'll have to move closer to town. Fine.
What happens to the poor areas?
What about road standards? I built it, I demand people drive on the left.
What about sewage, water supplies, telecoms infrastructure and of course, health care?
It's not like the roads are made out of gold; suburban roads are often rarely driven on (some do turn into major roads but most of them aren't), and don't need constant maintenance like the road you take to get to work with all the other people in a traffic jam and whatnot. Fewer houses or not, poor or rich, it's a non-issue.
Road standards don't change depending on who built it; if everyone knows "I drive on the right", they're going to do it regardless of how you feel. If you attempt to enforce your strange rule by force, you're probably not going to survive long. Get mad if you want to
All of these things are already handled by individuals; the illusion is that taxation is necessary or these cease to exist. We know this is false because if we want these things, and we've wanted for far more sillier things than infrastructure and health, then we will pay for businesses to provide it. We must begin with the assumption that people aren't incredibly stupid and inept, for if they are, we
really don't want them in any position of power anyway.
I think you're falling into the trap of believing everyone would be as generous (or even as well off) as you. The problem with people, is they're lazy and greedy. If some people feel they can wiggle out of paying for a road, they'll do that, even if they use it the most.
You probably feel that everyone will be fair about it. They won't.