House at 965 Castlegate Court

Northwestern Lake Forest Hospital (NLFH) is a community-based hospital in Lake Forest, Illinois and a wholly owned subsidiary of Northwestern Memorial HealthCare, one of the nation's premiere academic medical centers. The hospital was established in 1899 as Alice Home on the campus of Lake Forest College, and in 1942 a new hospital was built in its current location as Lake Forest Hospital. On February 1, 2010, Lake Forest Hospital completed an affiliation agreement with Northwestern Memorial HealthCare and became Northwestern Lake Forest Hospital.The 201-bed hospital is on a 160-acre (65 ha) campus in Lake Forest and provides a comprehensive array of inpatient and outpatient medical and surgical services. At the main campus in Lake Forest, services include an inpatient hospital, a women's center providing maternity and breast care services, a health and fitness center and a nursing care facility. The hospital has 700 board-certified physicians specializing in 90 specialties on its medical staff.Northwestern Lake Forest Hospital is a partner of Lurie Children's Hospital in Chicago, one of the nation's top-ranked children's hospitals. Lurie Children's Outpatient Center and Lurie Children's hospitalists and neonatologists provide infant and pediatric care 24 hours a day to patients at Northwestern Lake Forest Hospital.

The Clifford Milton Leonard Farm is a historic farm at 550-579 Hathaway Circle in Lake Forest, Illinois. The gentleman's farm was built in 1923-26 for Clifford Milton Leonard; at the time, gentleman's farms were a popular pastime for America's wealthiest citizens, and Leonard, the head of several oil and banking companies, was no exception to this rule. The property includes three cottages, a large round barn, a smaller carriage barn, and several outbuildings and smaller structures; while its original plans included a main house as well, it was never built. Architect Ralph Varney designed the buildings in the French Renaissance Revival style, using elements such as stone and brick exteriors, steep hip roofs, and flared eaves. Noted landscape architect Jens Jensen planned the farm's layout.The farm was added to the National Register of Historic Places on August 10, 2000.

The House at 380 Chiltern Drive is a historic house located at 380 Chiltern Drive in the Deerpath Hill Estates development in Lake Forest, Illinois. Developer Henry K. Turnbull and architect Stanley D. Anderson, the planners of the original Deerpath Hill Estates development, built and designed the house in 1930 as part of the development's second addition. The house has a French Norman Revival design in keeping with the revivalist styles used throughout the development; its design features a stair tower, steep roofs with flared eaves, and wall dormers with casement windows. The house is the only one built and designed by Turnbull and Anderson in the second addition and was the last house built by the duo before the Great Depression bankrupted Turnbull.The house was added to the National Register of Historic Places on May 12, 2006.

Deerpath Hill Estates is a residential development in western Lake Forest, Illinois. Developer Henry K. Turnbull and architect Stanley D. Anderson planned and built the original development in 1926. Turnbull and Anderson designed the development according to the principles of the City Beautiful Movement and the ideas of Howard Van Doren Shaw, Anderson's mentor. The individual houses were designed in popular revivalist styles, including English Tudor, Colonial, and French Norman. The development was the first in Lake Forest to be planned and controlled entirely by its developer.

The Frank Hibbard Estate House is a historic house located at 301 North Chiltern Drive in the Deerpath Hill Estates development in Lake Forest, Illinois. The house was built in 1903 for Frank Hibbard of Hibbard, Spencer, Bartlett & Company, which later became True Value Hardware. Architect George Lyon Harvey designed the house in the Mediterranean Revival style; his design featured a terra cotta roof, decorative iron window coverings, and several porches. In 1929, developer Henry Turnbull purchased the property. Turnbull divided the property, which originally occupied a 21-acre (8.5 ha) plot, to create the Second Addition to Deerpath Hill Estates. Architect Stanley Anderson, a colleague of Turnbull and the developer of the original Deerpath Hill Estates, modernized the house in keeping with its Mediterranean design.The house was added to the National Register of Historic Places on May 12, 2006.

Kennedy is an unincorporated community in Lake County, Illinois, United States. It is at the intersection of Illinois Route 43 and Illinois Route 60.

Middlefork Savanna is a of 687 acres (278 ha) nature preserve in Lake Forest, Illinois. Several biomes including oak savannas, dry-mesic prairies, wet-mesic prairies, marshes, deciduous woodlands, and sedge meadows as well as a portion of the North Branch of the Chicago River are found in the preserve. The Middlefork Savanna also contains 25 acres (10 ha) of the “highest quality tallgrass savanna of its kind” in the United States. Such ecosystems are globally endangered. The preserve includes 5.5 miles of gravel trails for hiking and cross-country skiing as well as 4.2 miles of trails for biking. It is managed by Lake County Forest Preserves.

The Noble Judah Estate is a historic estate at 111 and 211 West Westminster Street in Lake Forest, Illinois, United States. The estate was built from 1925 to 1928 for lawyer Noble Brandon Judah, his wife and National Cash Register heiress Dorothy Patterson, and their children. It includes a main house, a garden, a pool, and several small outbuildings. The main house and the outbuildings were given French Renaissance Revival designs by architect Philip Lippincott Goodwin; their designs include steep roofs, decorative brickwork, and half-timbering. The estate's landscape design was inspired by traditional French gardens and includes a small Korean boxwood garden with a geometric layout.The estate was added to the National Register of Historic Places on August 3, 1990.

The Robert Hosmer Morse House is a historic house at 1301 Knollwood Circle in Lake Forest, Illinois. Built in 1932, the house served as a summer home for businessman Robert Hosmer Morse and his family. The architectural firm of Zimmerman, Saxe & Zimmerman designed the house, which combined elements of the Moderne and Art Deco styles. As the wealthy residents of Lake Forest typically used traditional designs for their homes, the modern architectural styles were an unusual choice. The house's design features a stucco exterior, a horizontal emphasis throughout, casement windows, decorative limestone around the front entrance, and a recessed third floor.The house was added to the National Register of Historic Places on August 10, 2000.

Ragdale is the former summer retreat of Chicago architect Howard Van Doren Shaw (1869–1926), located in Lake Forest, Illinois. It is also the home of the Ragdale Foundation, an artist residency program that hosts creators from a number of disciplines: nonfiction and fiction writers, composers, poets, play- and screenwriters, visual artists, choreographers, as well as those from interdisciplinary interests.

Lake Forest Academy (also known as LFA) is a co-educational college preparatory school for boarding and day students in grades 9 through 12. The school is located on the North Shore in Lake Forest, Illinois, United States, about 30 miles north of Chicago. As of the 2019–2020 school year, the school enrolled 435 students, with the students coming from 13 states and 35 countries. This school is among the most selective boarding schools in the United States. The current head of school is Christopher O. Tennyson. The school is accredited by the National Association of Independent Schools (NAIS), Independent Schools Association of the Central States (ISACS), and the Secondary School Admission Test Board (SSATB).

The Green Bay Road Historic District is a residential historic district in Lake Forest, Illinois. Centered on Green Bay Road, a historic postal and military road that once connected Chicago with Green Bay, Wisconsin, the district includes 147 contributing buildings. The houses in the district are mainly country estates built in the late nineteenth and early twentieth century for some of the Chicago area's wealthiest residents. The Onwentsia Club, a country club to which most of the district's residents belonged, was the center of the area's social life and is also part of the district. The district includes works by several prominent Chicago architects, including Howard Van Doren Shaw, David Adler, Ambrose Coghill Cramer, and Chester Howe Walcott. While the Arts and Crafts style preferred by Shaw is common in the district, most of the other houses are designed in revival styles, including Classical Revival, Renaissance Revival, Colonial Revival, and Tudor Revival.The district was added to the National Register of Historic Places on November 7, 1995.