Plaza del Lago

Mahoney Park is a public park on Sheridan Road in the southeast corner of Kenilworth, Illinois. The park opened in 1933 on land donated to the village by the Mahoney family, who required that the land become a park as a condition of their donation. Landscape architect Jens Jensen designed the park; while Jensen designed many private estates in the 1920s, his 1930s work was less prolific and focused on projects with personal significance to him. Jensen's design for the park was inspired by the Prairie School movement and includes curving paths, wildflowers, islands of shrubbery and trees, bird baths, and seven council rings. The park is the only remaining small park designed by Jensen and is a rare intact example of his work in north suburban Chicago, as many of his larger works were later subdivided.The park was added to the National Register of Historic Places on April 10, 1985.

The Ouilmette North Historic District is a residential historic district in northeastern Wilmette, Illinois. The district includes 911 contributing buildings; all are houses except for two churches, Trinity United Methodist Church and the Community Church of Wilmette. The southern half of the district was originally part of the Ouilmette Reservation, an Indian reservation which was sold to developers and became the original village of Wilmette in 1872. Development in the district began after the village's incorporation and continued through World War II, with most new construction happening in the early twentieth century. The district includes examples of Queen Anne architecture from the late nineteenth century, Prairie School architecture from the first two decades of the twentieth century, and revival style architecture from the 1920s. Its Prairie School architecture is especially notable as it contains works by William Eugene Drummond and John S. Van Bergen, two early Prairie School architects who practiced with Frank Lloyd Wright.The district was added to the National Register of Historic Places on December 6, 2005.

The Dr. Robert Hohf House is an International Style residence near Kenilworth, Illinois, United States. Built in 1957, it was designed by George Fred Keck and William Keck, Architects, in collaboration with Evanston Hospital surgeon Dr. Robert Hohf. It is considered a particularly fine example of post-World War II architecture around Kenilworth.

The Hiram Baldwin House, also known as the Baldwin-Wackerle Residence, is a Frank Lloyd Wright designed Prairie school home located at 205 Essex Road in Kenilworth, Illinois. Built in 1905, the house was part of Wright's primary period of development of the Prairie School. The house has a centrifugal floor plan with a north–south axis and wings containing the living room and stair tower. The exterior is stucco with wood stripping, and the roof is low-pitched, both typical features of the Prairie School. The living room uses its fireplace as a focal point and has curved walls with casement windows. The house's garden space is divided by wooden screens to form courtyards, an element inspired by Japanese architecture. The house is Wright's only residential work in Kenilworth.The house was added to the National Register of Historic Places on July 28, 1983.

The Alfred Bersbach House is a John S. Van Bergen-designed house in Wilmette, Illinois. Built in 1915, it is reflective of the Prairie School approach to house architecture. Architectural historian Carl W. Condit and others considered the house to be Van Bergen's masterpiece.

The Charles N. Ramsey and Harry E. Weese House is a historic residence in Kenilworth, Illinois. Considered an excellent local example of an American Foursquare design, it is also the childhood home of architect Harry M. Weese.

The Bailey–Michelet House is a historic Italianate residence on Sheridan Road in Wilmette, Illinois. Originally built in Evanston, it was home to meatpacking businessman William Roberts Bailey and his wife Nancy. In 1896, the house was moved to Wilmette when it was sold to lawyer Charles Jules Michelet. Several generations of Michelet lived in the house. The building was listed on the National Register of Historic Places in 1982.

The Chicago and Northwestern Depot is a former railway station in Wilmette, Illinois, which has been on the National Register of Historic Places since 1975. The station served the Chicago and North Western Railway along what is now Metra's Union Pacific/North Line. It was built in 1873 as a passenger station and became a freight station in the 1890s before closing in 1946. The station was relocated to its current location on June 13, 1974, and it has since been remodeled as a restaurant. The depot has been called "Wilmette's most historic building," and the Chicago Sunday Times referred to the station as "the finest station on the entire line" upon its opening.

The Mr. J. William de Coursey O'Grady House is a historic house at 149 Kenilworth Avenue in Kenilworth, Illinois. The house was built on speculation as part of the Kenilworth Company's initial development in 1898; original owner J. William de Coursey O'Grady did not buy the house until 1901. Architect Franklin Pierce Burnham, the company architect for the Kenilworth Company, designed the Neoclassical house; Burnham had previously designed the Georgia State Capitol and the Kane County Courthouse. While Neoclassical architecture was popular in commercial and government buildings, especially in the years following the 1893 Columbian Exposition, it was not commonly used in houses, and there are few other examples of the style in Kenilworth. The house's design includes a symmetrical facade, four Ionic pilasters, a dentillated architrave and cornice, and a pediment above the entrance.The house was added to the National Register of Historic Places on December 12, 2008.

The Root-Badger House is a historic house at 326 Essex Road in Kenilworth, Illinois. The house was built in 1896 for music publisher Frank K. Root. Architect Daniel Burnham, who was the lead architect for the 1893 World's Columbian Exposition, designed the Neoclassical house. Burnham's work on the Columbian Exposition popularized Neoclassical architecture throughout the country, and his later works such as the Root-Badger House continued in this tradition. The house's design includes a two-story rounded portico supported by four Ionic columns, a balcony above the front door, an entablature with a dentillated cornice, and a balustrade encircling the roof.The house was added to the National Register of Historic Places on May 19, 1992.

The George W. Maher House is a historic house at 424 Warwick Road in Kenilworth, Illinois, USA. The architect George W. Maher built the house in 1893 for himself and his wife. His design was influenced by the Arts and Crafts movement and is an early example of a house with Prairie School elements. The house has a massive rectangular form and features a porch with decorative woodwork, several projecting bays, and a variety of window shapes. Its large hip roof with multiple dormers and pinnacles is characteristic of Maher's earliest designs.The house was added to the National Register of Historic Places on March 21, 1979.

The Frank J. Baker House is a 4,800-square-foot Prairie School style house located at 507 Lake Avenue in Wilmette, Illinois. The house, which was designed by Frank Lloyd Wright, was built in 1909, and features five bedrooms, three and a half bathrooms, and three fireplaces. At this point in his career, Wright was experimenting with two-story construction and the T-shaped floor plan. This building was part of a series of T-shaped floor planned buildings designed by Wright, similar in design to Wright's Isabel Roberts House. This home also perfectly embodies Wright's use of the Prairie Style through the use of strong horizontal orientation, a low hanging roof, and deeply expressed overhangs. The house's two-story living room features a brick fireplace, a sloped ceiling, and leaded glass windows along the north wall; it is one of the few remaining two-story interiors with the T-shaped floor plan designed by Wright.The house was listed on the National Register of Historic Places on November 8, 1974. A major restoration of the home was begun in 2020 under new ownership.