Leesburg is a city in Lake County, Florida, United States. The population was 15,956 at the 2000 census. As of 2005, the population recorded by the U.S. Census Bureau is 19,086.. Leesburg is located in central Florida, between Lake Harris and Lake Griffin, at the head of the Oklawaha River system. It is part of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area. Leesburg is the home of Lake-Sumter Community College (LSCC) with campuses also in Clermont, Florida and Sumterville, Florida. It is also the home of Beacon College.
Leesburg was first settled in 1857 by Evander McIver Lee. Several of Evander Lee's brothers followed him to the area. One of these brothers, Calvin Lee, was credited with giving the town its name.
In the early 20th century, Leesburg was an important center for watermelon production. In 1930, Leesburg held its first Watermelon Festival, an annual tradition that would last until watermelon production in the area dwindled to the point that watermelons for the last festival had to be brought in from outside the area.
In 1938, the WPA began work on the Venetian Gardens waterside park, on the shores of Lake Harris. The canals and gardens of this park have been a centerpiece of the community ever since.
The citrus industry was the principal business in Leesburg for many years, until devastating freezes in December 1983 and February 1985 persuaded growers to move their groves further down the Florida peninsula.
In 1997, Leesburg Bikefest started. It has since become an annual spring tradition, with upwards of 250,000 people visiting the motorcycle festival. .
The last scene in the 2009 film "Away We Go" was filmed here.
In 2011, the Leesburg High School boys basketball team won the 4A state championship.