Selling Your Historic Home and Following Your Passion with Broker Alex Wolking

Top Chicago broker Alex Wolking has a movie-worthy career journey: at age 12, his father (also a broker) asked him to print off a listing from the MLS. Alex immediately got hooked on checking listings and started riding his bike to open houses and chatting up agents in order to gain as much knowledge of the industry as he could. Flash forward to today, and he’s an award-winning Chicago broker who specializes in historic homes and continues to keep his finger on the pulse of the industry. In this episode, Alex and Claudia discuss staging and selling historic homes, attracting the right buyer, and how to really listen to clients in order to best serve them.Learn more about CMFTO on our website, Instagram, Facebook or LinkedIn.A second-generation broker with a career spanning over two decades, Alex Wolking has been immersed in the industry from an early age, developing an exceptional understanding of market nuances and client care. Alex has been a driving force in the Chicago real estate market, specializing in the sale of historic single-family homes, co-ops, and luxury condos. Alex and his team consistently rank as top producers in Chicago’s northside, especially in the Uptown, Lakeview, Lincoln Square, Edgewater, Ravenswood, and Andersonville neighborhoods. Alex’s boutique team employs a collaborative approach coupled with innovative marketing strategies, earning him recognition as a trusted advisor to the most discerning sellers and buyers. Beyond his professional achievements, Alex is actively invested in his community, serving on boards and committees dedicated to Chicago’s historic preservation and community development.

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This episode was published on April 20, 2026.

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