Theodore Roosevelt Senior High School is a public high school operated by the District of Columbia Public Schools in the Petworth neighborhood of Ward 4 neighborhood of Northwest Washington, D.C. Roosevelt enrolls 428 students (2013-2014) in ninth through 12th grade.[3] Additionally, the high school is also home to Roosevelt S.T.A.Y. program, an alternative academic and career/technical program that leads to a high school diploma or vocational certificate.

In the early portion of the 20th century (and at a different location), the school was known as Business High School[citation needed]. The high school, located at 13th and Upshur Streets NW was built in 1932 to accommodate 1,200 students. It is currently undergoing a $121 million, two-year facility modernization.[4] The renovation is scheduled to be completed for the 2015-2016 academic year. During the renovation period, classes are being conducted at the MacFarland Middle School campus nearby at 4400 Iowa Avenue, NW.[3]