Chesterton's Fence doesn't require that you perform a merely superficial analysis of why things are as they are, and indeed it would be doing the idea a disservice to do so.

As I noted in another reply below, I think it's fine to make the argument that the 2+ parking place rule comes from zoning policies that are ultimately racist, and that if you can show that this is really the sole origin of the rule, you've cleared "the fence" and can start to meangingully propose alternatives.

But such a historically-aware analysis is a far cry from "too much government regulation ... regulatory capture ... wah!"