2025 Who's Who in Chicagoland Real Estate

Jeremy Padorr, Broker

Cross Street Real Estate

From the music industry to residential real estate, Jeremy Padorr’s career has covered a lot of ground. In his former role as a national radio promoter, he acted essentially as a broker between radio stations and major record labels, building relationships, negotiating airplay for artists and running promotions such as ticket giveaways. Now he puts those negotiation and relationship-building skills to work for real estate clients on Chicago’s North and West sides.

For Padorr, who got his feet wet in leasing and property management before going all in as a broker, joining the local real estate community felt natural. “From a very early age, I was always fascinated with architecture,” he remembers. “I would read books on famous buildings or structures and was inspired by my grandfather, a notable architect and engineer in Chicago. Learning about his work made me appreciate the beauty of the built environment.” His father, a commercial real estate broker, has also been a strong role model and resource in his career. “Seeing him navigate deals and manage client relationships has directly influenced my approach to real estate,” he says.

His depth of knowledge about the city, from the types of housing to politics to history, gives Padorr a level of confidence that serves him well in his work. He’s developed a reputation for ease and sensibility even in a market characterized by tight inventory, fierce competition and frequent bidding wars.

Last year was Padorr’s best yet. He attributes his success not only to closing deals, but also to his ability to guide his clients through uncertainty by anticipating market shifts and ensuring clients make informed, confident decisions in a high-stakes environment.

Padorr unwinds from the fast pace of the real estate world by gardening, cycling through the city and playing piano. He also enjoys photographing buildings throughout Chicago.

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