Winnetka | Cook County, IL
Despite only being about 3.89 square miles in size, Winnetka in Illinois is home to over 13,000 people at this point. If our quick math is right, that means that there’s not enough room for anyone to walk around. Winnetka is pretty crowded, to say the least, but it’s only 22 miles from Chicago, so we guess that makes sense.
But what might not make as much sense is how much it costs to buy a home there. The median price is about $1.3 million, but you’ll be in the company of some of the richest folks in all of Illinois. Sorry, but Kanye is somewhere in Chicago. At least you’ll be nearby Winnetka beach, which is pretty cool.