Clifford Milton Leonard Farm

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 House at 965 Castlegate Court is a historic house located at 965 Castlegate Court in the Deerpath Hill Estates development in Lake Forest, Illinois. Developer Henry K. Turnbull, who planned the original section of Deerpath Hill Estates, built the house in 1930. The house is located at the northern entrance to the First Addition to Deerpath Hill Estates; it is technically outside of the development, and was marketed as being in the "Deerpath Hill Estates district". It is the only house Turnbull built outside of the original three sections of Deerpath Hill Estates; its location served to draw potential buyers into the estate from Waukegan Road. The house has a Colonial Revival design in keeping with the revivalist styles used in the development; its design features two stone-faced gables and a developed cornice.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.

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.

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 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.

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.

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).

Halas Hall (officially the PNC Center at Halas Hall) is a building complex in Lake Forest, Illinois, that serves as the headquarters of the Chicago Bears of the National Football League (NFL). The 38-acre complex opened on March 3, 1997 and was expanded in 2013 and 2018.

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.

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.

Conway Farms Golf Club is a private golf club in the central United States, located in west Lake Forest, Illinois, a suburb north of Chicago. Designed by Tom Fazio, the course opened for play 32 years ago in 1991 and is notable for having hosted numerous amateur championship tournaments since 1997 as well as the PGA Tour's BMW Championship in 2013, 2015, and 2017, part of the season-ending FedEx Cup playoffs in September. Luke Donald held the course record of 61 at Conway Farms for almost five years until 2013, when Jim Furyk shot a 59 during the second round of the BMW Championship on September 13; it was the sixth 59 in tour history.