Here are some guides for giving the population of a town.
As a general rule, if it has some skyscrapers, it’s probably above 500,000. If it doesn’t have any, it’s probably below 500,000.
To find your town’s population range, pick the row that matches your town’s area the closest, and the column that best describes how many skyscrapers you have.
Granted this is all just arbitrary determination anyway for aesthetics, I think you are overestimating pop quite a bit. Skyscrapers are generally office buildings anyway, their presence or lack thereof doesn’t particularly reflect anything in terms of population. See a place like Tysons Corner, Virginia, which only has 19k residential pop but a whole bunch of office buildings in metro DC:
edit: my town has parameters of roughly ~500 by 1000, though its “intended” representative population would be somewhere around ~30 to 40 thousand, not nearly in the measures of hundreds of thousands or even millions.
Although skyscrapers don’t usually house people, their very existence implies that the population must be large enough to mandate such a structure. You wouldn’t see a nice woodland village with a Centerpoint Tower in the middle for no particular reason. After all, although people don’t live there, people work there (and therefore must have housing - whether or not the housing has been completed is inconsequential because let’s face it, it’s still Minecraft).
The point of the table above is so you can do it yourself. Also I can’t get on dynamap at school.
Only in terms of area (you’re welcome whb). Most of the houses there are at most two stories high. There’s only about one area with skyscrapers in.