East Branch South Branch Kishwaukee River

Five Points is an unincorporated community in DeKalb County, Illinois, United States, located 3 miles (4.8 km) west-northwest of Sycamore.

The North Grove School is a historic one-room schoolhouse located at 26745 Brickville Road northwest of Sycamore, Illinois. Swedish immigrants built the school in 1878; while it was originally a Lutheran school, it became part of the DeKalb County public school system two years later. The school served area students in the first through eighth grades until 1952, when it closed during a wave of school consolidations. After its closure, the school building was briefly used by the local Community Club. It is the only one-room schoolhouse in DeKalb County that is at its original site and has not been significantly altered.The school was added to the National Register of Historic Places on February 15, 2012. A modern elementary school in Sycamore, which opened in 2010, is named for the school.

Sycamore High School (SHS) is a four-year public high school in Sycamore, Illinois, United States. It is a member of the Illinois High School Association and a part of Sycamore Community Unit School District #427. Sycamore High School is the only high school in the city, and serves students in grades 9–12 living in Sycamore and the surrounding areas.

Brush Point was a community that existed in DeKalb County, Illinois, United States, which is now extinct. In June 1839 it was under consideration as one of three towns, for county seat. It gained the support of Brush Point doctor Henry Madden. Ultimately, Brush Point lost out to Sycamore and disappeared from existence. Brush Point is located in Mayfield Township, northwest of Sycamore and north of DeKalb. The old Brush Point School was located at 42°01′41″N 88°45′13″W.

Maria Elizabeth Ridulph (March 12, 1950 – c. December 1957) was a seven-year-old girl who disappeared from Sycamore, Illinois, on December 3, 1957. Her remains were found almost five months later in a wooded area near Woodbine, Illinois, approximately 90 miles (140 km) from her home. Maria was last seen by her friend on her neighborhood corner of Center Cross Street and Archie Place with an unknown man in his early twenties who called himself "Johnny".The case, which was well known in the Chicago area, was one of the oldest cold case murders in the United States to be presumably solved. Jack McCullough, who under his former name John Tessier had been a neighbor of the Ridulph family, was convicted for her murder in September 2012. However, in March 2016, the DeKalb County State's Attorney announced that a post-conviction review of available evidence showed McCullough could not have been present at the place and time of Maria Ridulph's likely abduction. McCullough was released from prison on April 15, 2016, and the charges against him were dismissed on April 22, 2016. McCullough was declared innocent of the crime by the DeKalb County Circuit Court on April 12, 2017.

The Charles O. Boynton Carriage House is a prominent structure in the Sycamore Historic District, located in Sycamore, Illinois. The Sycamore Historic District was added to the National Register of Historic Places in 1978. The Carriage House is considered one of more than 150 contributing properties to the overall historic integrity of the district.

The Carlos Lattin House was built by Sycamore, Illinois' first permanent settler, Carlos Lattin. It lies within the boundaries of the Sycamore Historic District and is listed as one of the contributing structures in the district. The Sycamore Historic District was added to the National Register of Historic Places in 1978.

The George's Block, once known as the James Block, is a 19th-century structure located in Sycamore, Illinois, along Illinois Route 64 (State Street) as it passes through the DeKalb County seat. The Block is part of the Sycamore Historic District and as such is listed on the National Register of Historic Places. The district joined the Register in May 1978. The building dates from 1857 when it was owned by Daniel P. James but by the 1860s the building has become known as George's Block.

The Peter Johnsen Rooming House is an historic building near downtown Sycamore, Illinois. The red brick structure stands in the 100 block of South Main Street and is considered a contributing structure to the overall historic integrity of the Sycamore Historic District. The district was added to the National Register of Historic Places in May 1978.

The William W. Marsh House in Sycamore, Illinois, the county seat of DeKalb County, has been listed on the National Register of Historic Places since 1978. The 1873 house was home to William W. Marsh, an inventor and is located along Illinois Route 64 as it passes through Sycamore. The Marsh House was built in the Italianate style and contains distinctive Italianate elements such as a cupola, a low pitched roof and eaves supported by corbels.

The D. B. James House is located in Sycamore, Illinois and is part of the Sycamore Historic District. The district was entered on the National Register of Historic Places in 1978. The James House is one of 226 properties located within the district boundaries. It stands on the corner of Exchange and Main Streets behind the DeKalb County Courthouse.

The Row Houses in Sycamore, Illinois are a small collection of historic terraced homes near the city's downtown. The building is considered by the National Register of Historic Places to be a contributing structure to the overall historic nature of the Sycamore Historic District. The district was added to the Register in May 1978. The buildings stand on the corner of Elm and California Streets in Sycamore.