43. Illinois – Winnetka
Population: 12,000+ | Median income: $250,000+ | Home price: $1.8M+
Winnetka is one of the most prestigious suburbs in the Chicago metropolitan area, located along the North Shore. It is known for historic estates, tree-lined streets, and extremely high-income households. Wealth is primarily driven by finance executives, legal professionals, and corporate leaders working in downtown Chicago. The town features highly rated schools and strict zoning laws that preserve residential exclusivity. Limited housing supply and strong commuter access to Chicago contribute to consistently high property values. Winnetka remains one of the most established and affluent residential communities in Illinois.
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