Touhy Avenue

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On a hot July day in 1928, a land deal forever changed the map of Chicago. Touhy Avenue, named after Patrick L. Touhy, a local subdivider, became the center of a fascinating story of real estate, ambition, and flowers. A small subdivision, nestled just off Touhy Avenue, was absorbed into Chicago. This area, surrounded by Niles, remains a peculiar geographical anomaly to this day. The mastermind behind this urban puzzle was Louis Wittbold, son of a prominent florist, George Wittbold. Touhy Avenue, then a developing roadway, bordered the extensive greenhouses owned by the Wittbold family. But why did this small section north of their land become part of Chicago? The answer, shrouded in the mists of time, may lie in the ambitions of Louis Wittbold. He envisioned a “New Indian Boundary Park,” capitalizing on the area’s history as part of a grant to Billy Caldwell, son of a British officer and a Sauganash Native American woman. While the exact reasons for incorporating this small piece of land into Chicago remain a mystery, it stands as a testament to the legacy of the Wittbold family and the ever-evolving urban landscape of Chicago. Touhy Avenue, a witness to it all, continues to connect communities and whisper tales of a city’s intriguing past.

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