How much did the chicken pay to cross the road?
Advocating that all roads be privatized is utter lunacy for more reasons than I can possibly list in a single post. I will settle for listing three of my favorites. First, it grants virtual a monopoly at the local level, second individuals have little choice in whether they utilize roads in some manner, and third it would send travel back to the middle ages.
1. A significant portion of homes and businesses are accessible by only a single road and will have no choice but to use it for transportation. As the sole provider of this service, the owner of the road can charge whatever they want for its use. Think how much you would be willling to pay once the groceries run out. Of course, there is also the possibility that instead of Road Corp, Enviro Corp will purchase the road and only let you drive on it every other Tuesday.
2. You might think you could avoid this by either riding a bicycle or walking, but it would seem logical that the sidewalks and roadsides would also be owned by the company. In the case of Enviro Corp, they might permit you to walk or bike for free or a small maintenance fee. Road Corp would charge you what the market would bare, which given its monopoly position would be as much as you could afford.
But let us consider a situation where the government maintains possession of the sidewalks and roadsides. You're going to have to cross the road at some point, at which point Road Corp will be within its rights to charge you. The government will need road access for maintenance of the sidewalks and roadsides. Hello taxes.
3. It is unlikely that the roads within this country will be initially purchased by a single entity, in which case there will be a patchwork of companies providing the service. It will be like overland trade in the middle ages, but instead of steap fees for each duchy, principality, province, free city, etc. you'll pay usage fees to the multiple companies' roads you utilize on your travels. Say you're going to work. You may have to pay a nice toll to your neighbor who wisely purchased the road surrounding your block, and then the Walmart that purchased the major local roads, and then the Insurance company who bought all of the highway onramps, then the International Banking firm who purchased all of the highways in the region, then the Saudi Prince who purchased the highway offramps and the investment club who purchased the major road near your workplace. Fortunately for you, foresited company managers purchased the roads directly abutting your workplace and permit workers to use them free of charge, provided they perform pothole filling duty once every month.
To top it all off, many roads in areas of low competion will fall into complete disrepair as there is no incentive to maintain roads where the customer has no choice but to use them.
If you want the drivers to feel the full cost of their driving, I would recommend either maintaining government control and taxing gasoline to cover all the costs, or transfering control of the roads to government regulated utilities.