I mean, think about how many stars had to align to catalyze our first steps on the moon. Now, 53 years later, we're just starting to put serious effort into going back -- not because there's any market reason to do so, but because (once again) there's political pressure for it. Which would suggest that the best case scenario for the current exploration efforts are something along the lines of what we already see in Antarctica: a well-staffed scientific presence that does really cool/valuable work, but nothing remotely approaching even a single major city in terms of human presense.
It seems to me that one of the unwritten priors to the Fermi paradox (at least in popular discourse) is that technology is the only prerequisite to expanding a civilization; in other words, if you have the technology, then interstellar expansion is only a matter of time, and that all civilizations will inevitably eventually develop the technology. And that... seems like a pretty big assumption, if human history is any indication.