Most Expensive Chicago Suburbs

Chicago's Most Expensive Suburbs: What Buyers Need to Know in 2026

The Chicagoland area has a reputation for delivering some of the country's most desirable suburban communities, and for good reason. Good schools, low crime rates, vibrant downtowns, lakefront access, and Metra rail connections to one of America's great cities combine to create communities that sustain premium pricing across market cycles. Here is what defines Chicago's most expensive suburbs in 2026.

The North Shore dominates at the top end. Kenilworth, Glencoe, Winnetka, and Lake Forest form a corridor of nationally recognized luxury communities along Lake Michigan's western shore. Medians range from $1.3M in Winnetka to above $2M in Kenilworth. Lakefront estates in Glencoe…

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