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Harvard was a station on the Englewood Branch of the Chicago "L" and was the northern terminus of the Normal Park Branch. The station opened on November 3, 1906, and closed on February 9, 1992. It was demolished during the Green Line reconstruction of 1994–1996. The CTA considered constructing a new station at Harvard with a new park and ride lot that would have connected to the 63rd station on the Dan Ryan branch. No funding was available for the project and as a result the reconstruction did not happen.

Parnell was a station on the Chicago Transit Authority's Englewood branch, which is now part of the Green Line. The station was located at South Parnell Avenue and 63rd Place in the Englewood neighborhood of Chicago. Parnell had a direct platform connection to the adjacent Chicago and Western Indiana Railroad station. Parnell opened on December 24, 1906, and closed on July 31, 1949.

TEAM Englewood Community Academy High School is a public high school in Chicago, Illinois. Most students come from the Englewood neighborhood of Chicago. The school opened in 2007. In 2011, nearly all of the school's graduating class were accepted into college.

Englewood station, commonly referred to as Little Englewood Station, is a former train station in the Englewood neighborhood of Chicago, Illinois. The station served as a stop for the Erie Railroad, Monon Railroad, Wabash Railroad, Chicago and Eastern Illinois Railroad, and Chicago and Western Indiana Railroad. Between 1906 and 1949, interchanges with the rapid transit Englewood branch could be made directly at Parnell station. Chicago and Western Indiana commuter service lasted until 1963. The tracks are in use by Metra's SouthWest Service, but trains do not stop here. The platforms and canopies still exist, although the station building has been demolished.Three-fourths of a mile east of this station, at 63rd Street and State Street, stood another union station.

63rd is a station on the Chicago Transit Authority's 'L' system, serving the Red Line. The station is located in the median of the Dan Ryan Expressway and serves the Englewood neighborhood. It is near the Englewood Union Station, formerly serving the Pennsylvania Railroad, New York Central, and Rock Island Lines. The former Pennsylvania Railroad tracks (now NS owned) pass over the station. Also visible from the station is the Ashland Branch of the Green Line which runs on an elevated structure immediately west of the expressway at the location before turning west on 63rd Street.

The Yale Building, also known as The Yale, is a seven-story building located in the Englewood neighborhood of Chicago, Illinois. It is an important "first generation" residential high-rise, a building type made possible by advances in building structure and technology, and reflects the great growth in real estate development which typified the city in the 1890s. The building is a large-scale example of Romanesque Revival architecture style popularized by the buildings of Henry H. Richardson, and exhibits excellent craftsmanship in both materials and detailing. It was built in 1892 as accommodation for the upcoming World's Columbian Exposition. The Yale Apartments also possesses a rare interior atrium, ringed with galleries and topped by a glass-and-metal skylight. It has been described as one of Chicagos "best-kept secrets" after being featured during the 2016 Open House Chicago. The building was listed on the National Register of Historic Places on March 5, 1998, and later designated a Chicago Landmark on April 9, 2003.The Yale was originally built as luxury apartments for the Chicago Exposition. In the late 1930s/early 1940s, the empty building was purchased and the interior gutted and converted to studio, 1 and 2 bedroom apartments. One top floor apartment had the addition of a staircase up to a rooftop room referred to as the penthouse. It was renovated in 2003 and now features 69 apartments for low-income senior citizens.

Princeton was a station on the Chicago Transit Authority's Englewood branch, which is now part of the Green Line. The station was located at South Princeton Avenue and West 61st Street in the Englewood neighborhood of Chicago. Parnell opened on January 11, 1906, and closed on July 31, 1949.

Paul Robeson High School (simply known locally as Robeson) was a public 4-year high school located in the Englewood neighborhood on the south side of Chicago, Illinois, United States. Opened in September 1977, Robeson was a part of the Chicago Public Schools district. The school was named in honor of African-American entertainer and athlete Paul Robeson. After years of declining enrollment, the school closed after the 2017–2018 school year and was later demolished in September 2018.

Englewood Stem High School is a public high school located in the Englewood neighborhood of Chicago, Illinois, United States. Opened on September 3, 2019, Stem is part of the Chicago Public Schools district. The school replaced Robeson High School, Harper High School, Hope College Prep and Team Englewood. The school will serve grades 9–12, beginning in the 2022–2023 school year.

Kennedy–King College (KKC) part of City Colleges of Chicago, is a public two-year community college in Chicago, Illinois, United States. Kennedy–King is a part of the City Colleges of Chicago, a system of two-year education that has existed in Chicago since 1911. Kennedy–King was founded as Woodrow Wilson Junior College in 1935 in honor of U.S. president Woodrow Wilson. The school was renamed to honor Robert F. Kennedy and Martin Luther King Jr. in July 1969, a year after they were both assassinated.

WKKC 89.3 FM is an educational non-profit radio station in Chicago, Illinois licensed to be operated by Kennedy-King College. WKKC broadcasts in the HD Radio format, R & B on HD 1 and Oldies on HD 2.

Englewood Station or Englewood Union Station in Chicago, Illinois' south side Englewood neighborhood was a crucial junction and passenger depot for three railroads – the Chicago, Rock Island and Pacific Railroad, the New York Central Railroad, and the Pennsylvania Railroad – although it was for the eastbound streamliners of the latter two that the station was truly famous. Englewood Station also served passenger trains of the New York, Chicago and St. Louis Railroad (Nickel Plate), which operated over the New York Central via trackage rights.