I cannot afford to live in NYC, so I've narrowed down my choices (a little), to Greenwich, CT, Westchester, NY, or Chicago, IL. I love everything about Chicago (including the midwest mentality) but the brutal winters are the worst. As far as Westchest and/ Greenwich, they seems like a nice alternative to living in NYC since they are both upscale and not too far from the city, but I'm just not sure if I would like the people up there. Any advice?
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