Why Chicago Was Named the #1 Big City Again — and What It Means for Chicago Home Values

For the ninth year in a row, Chicago has been named the No. 1 Big City in the U.S. by Condé Nast Traveler in its 38th annual Readers’ Choice Awards. Over 757,000 readers voted—and once again, the Windy City topped the list ahead of San Francisco, Milwaukee, Portland, and New Orleans. Condé Nast Traveler praised Chicago for its “world-class museums, innovative dining scene, and diverse neighborhoods that feel like small towns.”

That reputation isn’t just great for tourism—it’s also good news for homeowners and buyers. When a city earns consistent national recognition for livability, culture, and amenities, it strengthens consumer confidence and real estate demand, and Chicago home values. According to the National Association of Realtors, perception and quality-of-life indicators are key drivers of property values, especially in large metro areas.

In 2024, Chicago’s housing market showed steady appreciation despite rising interest rates, supported by growing demand in neighborhoods such as Logan Square, Hyde Park, and Jefferson Park. The Illinois REALTORS® reported that median sales prices in the Chicago metro area have remained resilient, reflecting strong fundamentals and renewed buyer interest in city living.

At Real Valuation Services, we’ve seen firsthand how Chicago’s continued recognition as a top city influences appraisal activity and market value trends. Whether you’re buying, selling, or refinancing, understanding your property’s true market position is crucial in this dynamic environment.

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Contact Real Valuation Services for a professional appraisal backed by local expertise and decades of market insight.