Most people including me don't mind having to drive places, but there actually are a lot of places where you can walk to businesses if you live there. I'd rather have a more private house surrounded by forest on all sides.
You don't need a bikeshare if you have space to store your own bike. Teenagers can get a license at 16, ride bikes around, walk around, use skateboards, lots of options, but I don't see the big deal about getting rides from their parents sometimes. I don't think carbon use of individuals is much of a concern, with mpg getting better all the time and electric vehicles getting more popular.
I don't know anything about clubbing scenes but there probably are some. There are small cities like Poughkeepsie interspersed with the more suburban and rural areas around there. Quick google search shows some nightclubs exist. I could ask you about the availability of a bunch of things the city might lack too like places like this: https://en.wikipedia.org/wiki/Minnewaska_State_Park_Preserve
Maybe there are single room apartments around, I haven't checked, but there are definitely some small ones with a few rooms that probably cost a lot less than a single-room in a city anyway. Yes it's possible to rent, do you really think people don't rent outside the city? Honestly I think it's a problem, too much real estate is snatched up by people who then rent it out, making homeownership less available.
What do you mean by cultural center? There are bus stops around of various degrees of private or subsidized, with routes either within the city areas of Poughkeepsie etc or farther-reaching.
24 hour services are less than a city but they're still there. Wal Mart, Dunkin Donuts, various liquor stores, lots of stuff is 24 hours out there.