Proviso East High School

The Mads C. Larson House is a historic house at 318 S. 1st Avenue in Maywood, Illinois. The house was built in 1909 by Mads C. Larson on land previously owned by the Maywood Company, the development company which planned the village. The Arts and Crafts-designed bungalow also includes many elements of the Prairie School style. Its design has an emphasis on geometry and nature, featuring rectangular piers and pilasters with decorative banding, board-and-batten siding, a row of leaded casement windows, and a glazed sun porch. The interior continues the themes of the design with posts matching the exterior piers, wooden moldings, mullions with the same pattern as the leaded windows, and built-in cabinets.The house was added to the National Register of Historic Places on May 22, 1992.

The Baptist Retirement Home is a historic retirement home at 316 Randolph Street in Maywood, Illinois. The home was built in 1930 for the Baptist Old People's Home organization, which was founded in Maywood in 1906; the large-scale building replaced its original, smaller facilities. At the time, retirement care was shifting from family-centered to institutional practices, and the elderly began to choose retirement home living instead of being forced there by a lack of family or money. When it opened, the facility was racially segregated and only admitted white residents; it also restricted membership to members of the Baptist faith who were over seventy years old. Architect Elmer C. Roberts designed the Tudor Revival building, which features half-timbering on its upper stories, towers enclosing its stairwells, and projecting bays topped by crenellated parapets. Additions were placed on the building in 1955 and 1965 to expand its capacity.The building was added to the National Register of Historic Places on October 26, 2017.

The Harry H. Nichols House is a historic house at 216 S. 4th Avenue in Maywood, Illinois. The house was built in 1894 for Harry H. Nichols, the former postmaster of Maywood and the son of village founder William T. Nichols. It was designed in the Queen Anne style, which was popular in the late nineteenth century; along with the Jacob Bohlander House, it is one of two large, formal Queen Anne homes in Maywood. The house's design includes a wraparound front porch with a balustrade, a gable with a sunburst design above the entrance, a projecting gabled bay on its south side, and a rectangular tower at its southeast corner. Neoclassical elements such as urns, columns, and cornices adorn its interior; these were most likely inspired by the architecture of the recent Columbian Exposition.The house was added to the National Register of Historic Places on February 24, 1992.

The Winslow House is a Frank Lloyd Wright-designed house located at 515 Auvergne Place in River Forest, Illinois. A landmark building in Wright's career, the Winslow House, built in 1893–94, was his first major commission as an independent architect. While the design owes a debt to the earlier James Charnley House, Wright always considered the Winslow House extremely important to his career. Looking back on it in 1936, he described it as "the first 'prairie house'." The original owner, William Winslow, was exemplary of Wright's Chicago clients, which the architect described as, "American men of business with unspoiled instincts and ideals." A manufacturer of decorative ironwork, Winslow later worked with Wright on a number of publishing projects, specifically for Keats's The Eve of St. Agnes (1896), and William C. Gannett's The House Beautiful (1896–97). The men were first introduced through Winslow's dealings with Adler and Sullivan, Wright's former employers. He was in the ornamental iron business and his firm had done the facade on the Carson Pirie Scott building for Wright's previous employer. Adler and Sullivan were not interested in performing residential architectural assignments so Winslow turned to Wright. The house's design is inspired by the works of Wright's mentor Louis Sullivan and anticipates Wright's mature Prairie School buildings of the next decade. Sheltered beneath a low-pitched roof with wide eaves, the home is symmetrical and horizontally divided into a stone section, a golden Roman brick section, and a terra cotta frieze of Sullivanesque ornament. In contrast to the calm and balanced front facade, the rear is a mass of irregular geometric forms. The interior echoes both Wright's own home and the Charnley House, with the fireplace at the center facing the entry with rooms on either side and a hidden main staircase. The house was added to the National Register of Historic Places on April 17, 1970.In 2016 the house was sold for $1.375 million. It had been owned by the general manager of a local television station. His family had owned the house for 57 years.

The Masonic Temple in Maywood, Illinois is a building from 1917. It was designed with Prairie School architectural elements by architect Eben Ezra Roberts.: 17 It was listed on the National Register of Historic Places in 1992.At some later date, it housed the Maywood Parks and Recreation Dept.

The Chauncey L. Williams House, in River Forest, Illinois is a residence designed by Frank Lloyd Wright. The house was built in 1895 of Roman brick and plaster. It was one of Wright's earliest Chicago commissions. The house reflects the influence of Japanese design on Wright, who was a collector of Japanese prints. Wright's client, Chauncey L. Willams, was a member of a wealthy Midwestern family; he was active in cultural and literary pursuits. With W. Irving Way, Williams formed the prestigious but short-lived Way and Williams publishing firm (1895–98). Wright and Williams had attended the University of Wisconsin together and remained friends afterward. The two men co-operated in literary pursuits.

River Forest is a Metra commuter railroad station in River Forest, Illinois, a western suburb of Chicago, on the Union Pacific West Line. Trains go east to Ogilvie Transportation Center in Chicago and as far west as Elburn, Illinois. Travel time to Ogilvie is 20 to 24 minutes. As of 2022, River Forest is served by 17 of 20 trains in each direction on weekdays, by all 10 trains in each direction on Saturdays, and by all nine trains in each direction on Sundays and holidays. As of 2018, River Forest is the 107th busiest of the 236 non-downtown stations in the Metra system, with an average of 448 weekday boardings.The station is at Central Avenue and Thatcher Avenue. The surrounding neighborhood is mostly characterized by single-family homes, baseball fields and tennis courts. Pace suburban buses stop one block to the north on Lake Street. To the east is an overpass that carries the Canadian National Railway's Waukesha Subdivision into Forest Park where the line rechristens itself to the CSX Altenheim Subdivision (B&OCT). The station building was originally built in 1915 by the Chicago and North Western Railway and is also the River Forest Park District headquarters. The station is to undergo renovations in 2011. The platform will be rebuilt along with the stairways.

The Mrs. Henry F. Akin House is a historic house at 901 S. 8th Avenue in Maywood, Illinois. The house was built circa 1910 for Elizabeth R. Akin, the wife of former Maywood mayor Henry F. Akin. Tallmadge and Watson, Chicago-area architects who were pioneers of the Prairie School style, designed the home. The one-story bungalow features a stucco exterior, wood banding which forms geometric shapes, casement windows, and overhanging eaves, all typical elements of early Prairie works. The house is one of three in Maywood designed by prominent Prairie School architects and the only bungalow of the three.The house was added to the National Register of Historic Places on May 22, 1992.

Maywood is a Metra commuter railroad station in the village of Maywood, Illinois, a western suburb of Chicago, on the Union Pacific West Line. Trains go east to Ogilvie Transportation Center in Chicago and as far west as Elburn, Illinois. Travel time to Ogilvie is 22 to 27 minutes. As of 2022, Maywood is served by 13 inbound trains and 11 outbound trains on weekdays, by five inbound trains and six outbound trains on Saturdays, and by four inbound trains and six outbound trains on Sundays and holidays. As of 2018, Maywood is the 194th busiest of the 236 non-downtown stations in the Metra system, with an average of 87 weekday boardings.The station's parking is along Main Street between 1st Avenue to the east and 4th Avenue to the west. The station is in the heart of Maywood's business district. Across the tracks to the south of the station is the Maywood Public Library, the Maywood Police Station, and Veteran's Memorial Park, the Village's largest park. Pace suburban buses stop on North 5th Avenue and one block to the north on Lake Street. A newly constructed commuter station opened on June 30, 2017.

The William E. Drummond House is a Prairie School house located at 559 Edgewood Place in River Forest, Illinois. The house was designed by William Eugene Drummond in 1909 using a basic design published by Frank Lloyd Wright in 1907. While the house reflects Wright's principles of design, the details and construction are considered to be superior to Wright's buildings of the era. The house has been called "one of the best examples" of a Prairie School house not designed by Wright and "an excellent example of the 'economy Prairie House'".The house was added to the National Register of Historic Places on March 5, 1970.

The Maywood Fire Department Building, at 511 St. Charles Rd. in Maywood, Illinois, was built in 1904. It was listed on the National Register of Historic Places in 1992.It has Dutch Revival architecture, including a stepped gable. It was the Village of Maywood's first public fire station and was used until the early 1980s. Later used as a residence, it retains its original fire pole inside.

Isabel Roberts House is a 1908 Prairie Style house by architect Frank Lloyd Wright, located at 603 Edgewood Place in River Forest, Illinois It was built for Isabel Roberts and her widowed mother, Mary Roberts. Scholars suggest that the house was originally designed for Joshua Melson, the co-developer of Rock Crest-Rock Glen, in Mason City, Iowa. On that site was built one of a collection of homes designed by Wright's associate, Walter Burley Griffin.Over time, the house went through at least two renovations. The first was a renovation by Prairie school architect William Drummond in 1922. In 1958, Frank Lloyd Wright undertook a second remodeling of the house, which brought the design forward so that as it stands, it is a blending of Wright's Prairie Style and his later Usonian architecture. The Isabel Roberts House is privately owned. It is a contributing property to the River Forest Historic District.