Pleasant Home is considered one of the earliest and most distinguished examples of Prairie School Architecture, showcasing 19th century craftsmanship and artistry.

Cheney Mansion, designed by Charles E. White in 1913, is reminiscent of a gracious English Country Home. It was designated a local Oak Park landmark in 2004.

Oak Park Conservatory is listed on the National Register of Historical Places. This Edwardian-style glass conservatory houses a botanical collection of more than 3,000 plants.