Stories and Structures: Central Winnetka Architectural Treasures

Stories and Structures: Central Winnetka Architectural Treasures

Winnetka, Illinois 60093, United States

Created By: Winnetka Historical Society

Tour Information

Explore some of central Winnetka's historic architectural treasures! This 1-hour walking tour will take you from the Winnetka Historical Society's headquarters at 411 Linden (a c. 1859 Victorian gem) through the Village's historic downtown, around the Village Green, and back through some of the oldest neighborhoods. You'll learn about the architectural elements that make these 11 structures unique, and hear stories about the people who lived and worked in them.

For more information about the Winnetka Historical Society, visit our website at

Tour Map

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What You'll See on the Tour

The Winnetka Historical Society’s headquarters at 411 Linden was first built as early as 1859 on land that was owned by Charles Peck, who is largely considered the founder of Winnetka. The house is considered to be one of Winnetka’s bes... Read more
The vernacular Victorian at 455 Chestnut was built c. 1888 by local business owner Max Meyer, who is widely known locally as the founder of Winnetka’s first bank. The Meyer family immigrated from Germany to Winnetka in 1871, first living ... Read more
This whimsical Arts and Crafts house was designed by Charles Haag in 1920 for well-known activist and artist Lola Maverick Lloyd. Born in Texas in 1875, Lola was the granddaughter of early Texas pioneer and landowner Samuel Maverick. The te... Read more
Village Hall, the center of Winnetka’s local government, is a stately Georgian Revival design by local architect Edwin Clark. The impetus for the construction of Winnetka’s Village Hall was a direct result of the 1921 Plan of Winnetka.... Read more
While long-known as the New Trier Township office, this building was originally the home of the First National Bank of Winnetka. It was designed in 1922 by Clifford Shopbell, a well-known architect from Evansville, Indiana. Most of his mos... Read more
655 Elm was originally built in 1858 by Henry Tucker, an early Winnetka settler who, according to the 1860 census, worked as a bookkeeper. Perhaps the best-known resident, however, was horticulturalist James Hunt, who purchased the house in... Read more
The Victorian Gothic at 594 Elm was designed for Samuel and Mary Shackford in 1872 by L. Lyeman, an architect with an office at 594 Wabash in Chicago. Samuel Shackford was an interesting and accomplished man by the time he died in the home ... Read more
644 Oak Street was designed and built by architect William A. Otis in 1894. Otis was born in New York in 1855. As a member of one of the most storied families in American history, one could say that William Otis was destined for success.... Read more
The stately Georgian Revival at 500 Maple was designed by William Aitken in 1916. This property was originally owned by the Prouty family, but was sold to Aitken after the Prouty home was destroyed in a fire in 1912. According to the origin... Read more
The beautiful white frame house at 761 Cherry is perhaps one of the most interesting houses in Winnetka. The original builder and owner of this structure was Solymon Densmore, an early Winnetka settler with connections to several properties... Read more
The house at 421 Linden is one of many mysteries. For one, the architect of this stunning 1903 Victorian Farmhouse is unknown. The original owner is also a mystery, though records indicate it may have been Frank E. Herdman, a successful mec... Read more


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