Mr. J. William de Coursey O'Grady House

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 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 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 William McJunkin House is a historic house at 151 Sheridan Road in Winnetka, Illinois. The house was built in 1928-29 for William McJunkin, founder and president of the McJunkin Advertising Company. The house's lot was in a desirable location along the shore of Lake Michigan; both the lakeshore and Sheridan Road, which ran alongside it, played an important role in Winnetka's early development and planning. Architect Charles Whitley Stevens designed the building in the Jacobethan style, a less common variation of the popular Tudor Revival style. The house has a limestone exterior and features a large Flemish gable atop a projecting entrance block, a pediment above the doorway, arches surrounding the main entrance and living room windows, and a clay tile roof. Coat of arms over entryway is inscribed “Ne Obliviscaris” meaning “Never Forget”, as are other crests deriving from Scotland's Campbell Clan. The Jacobethan design continues inside the house with intricate plaster reliefs and decorative wallpaper.The house was added to the National Register of Historic Places on March 2, 2006.

Kenilworth is a village in Cook County, Illinois, United States, 15 miles (24 km) north of downtown Chicago. As of the 2010 census it had a population of 2,513. It is the newest of the nine suburban North Shore communities bordering Lake Michigan, and is one of those developed as a planned community. In 2018, Kenilworth was the eighth wealthiest community in the United States, and the wealthiest in the Midwestern United States.

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 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 Kenilworth Assembly Hall is a historic clubhouse located at 410 Kenilworth Avenue in Kenilworth, Illinois. The clubhouse was built in 1907 as a social club for the wealthy Chicago suburb. Resident and noted Prairie School architect George W. Maher designed the building. His design represents a transitional stage in his work; it was his last building to feature a significant horizontal emphasis, and it includes several early hints at style elements he later became known for. The windows are arranged in groups of three, which was typical of Maher's later works, and a stem-and-square motif used in several external elements evokes the signature thistle patterns he introduced the next year. The horizontal elements, which include the broad eaves and wall paneling, exhibit Maher's difficulties with the horizontal form of the Prairie School and were called "unsatisfactory" by architectural historian Carl W. Condit.The clubhouse was added to the National Register of Historic Places on March 21, 1979.The Kenilworth Club donated the Kenilworth Assembly Hall to the Kenilworth Park District on August 1, 2016.

Kenilworth is a commuter railroad station in Kenilworth, Illinois, a small and affluent village in the North Shore area of Chicago. Metra's Union Pacific North Line trains go south to Ogilvie Transportation Center in Chicago and as far north as Kenosha, Wisconsin. In Metra's zone-based fare schedule, Kenilworth is in zone D. As of 2018, Kenilworth is the 98th busiest of Metra's 236 non-downtown stations, with an average of 501 weekday boardings.The station is on Kenilworth Avenue between Green Bay Road and Richmond Road. Northbound trains stop on the west platform, and southbound trains stop on the east platform. Travel time to Ogilvie ranges from 28 minutes on express trains to 38 minutes on local trains. It is also across the street from the Kenilworth Village Hall, which has the Green Bay Trail in the front yard. As of April 25, 2022, Kenilworth is served by 26 inbound trains and 25 outbound trains on weekdays, by 11 trains in each direction on Saturdays, and by eight trains in each direction on Sundays. The station was built in 1891 by the Chicago and North Western Railway to a design by architect Franklin Pierce Burnham of the firm Edbrooke and Burnham.

The Orth House is a historic house located at 42 Abbotsford Road in Winnetka, Illinois. Walter Burley Griffin designed the Prairie School house, which was built in 1908. Griffin was a student of Frank Lloyd Wright, and he designed the Orth House shortly after starting his own studio; the house consequently resembles Wright's work more closely than Griffin's later work does. The 1+1⁄2-story house's design features a stucco exterior with decorative stained wood, casement windows divided into geometric patterns, and an overall horizontal emphasis, all characteristic features of the Prairie School.The house was added to the National Register of Historic Places on October 8, 1976.

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.

Plaza del Lago is a shopping center at 1515 Sheridan Road in Wilmette, Illinois, United States, which opened in 1928 as Spanish Court. It has been reported as the second-oldest shopping center in the United States designed for automobile use, and the first such center in the state of Illinois.