You wind up in a monopoly, or a near-monopoly position, and you can practically suppress the free speech of people, then yes.

There is a lawsuit where a company owned this mining company town, including all of its roads and sidewalks. A Jehova's witness won a lawsuit on the basis of the First Amendment, enabling her to walk about that town and distribute her pamphlets.

https://www.youtube.com/watch?v=lBozijndSLc

Originally, it was widely recognized by US jurisprudence, though property rights and freedom of association are important, the First Amendment was even more important.