Nestled along the shores of Lake Michigan, Winnetka is Native American for “beautiful land.” Ivy-draped estates, quaint shops and cozy restaurants cluster the tree-lined streets of this North Shore hamlet. Along the lake, a series of public beaches, boat launches, parks and athletic fields add to the ambiance. Also home to New Trier High School, one of the nation’s most elite public schools, this bastion of tranquil, elegant living has a definite “old money” feel. Accordingly, this kind of charm comes with a price tag. Winnetka recently ranked #4 in Money Magazine’s 25 Top-Earning Towns, with a median household income of $195,879.