Population: 21,000
Median household income: $155,938
Median home price: $1,186,521
Amount spent on vacations/yr: $9,981
A suburb along the wind-whipped shores of Lake Michigan, where Chicago's beloved Bears train and Fortune 500 companies Tenneco, Brunswick and W.W. Grainger operate. Boasting top-achiever private schools including Lake Forest Academy prep school, the town is unfailingly eco-friendly and has received the National Arbor Day Foundation's Tree City USA designation every year for more than a quarter century.
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