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History & Culture

Ten thousand years of human history, from prehistoric hunters on the Aucilla to Spanish missions, plantation cotton, watermelon seeds, and an opera house still filling its seats.

A Brief History

Workers loading watermelons onto a rail car, historical photo
Loading watermelons. Photo courtesy of Lloyd Monroe

European explorers first crossed this land with the Narváez expedition of 1528, and Franciscan missions followed in the 1600s before being destroyed by English raids. Seminole and Miccosukee peoples lived here when Spain ceded Florida to the United States in 1818. Jefferson County was carved from Leon County in 1827 and named for Thomas Jefferson, its county seat, Monticello, for his Virginia home. Railroads, Civil War upheaval, and agricultural reinvention followed: watermelon seed production began in 1882, joined by LeConte pears, pecans, turpentine, and lumber.

The Courthouse

Statue of Thomas Jefferson seated on a bench in Monticello
The Jefferson statue

Approved by a $35,000 bond issue in November 1908 and dedicated in 1910, the Jefferson County Courthouse was designed by E.C. Hosford in the classical revival style of Jefferson’s Monticello with French influence. Built of poured concrete with foot-thick interior walls, it stands at the intersection of US 19 and US 90, the icon of the county.

Monticello Opera House

Constructed in 1890 as part of the Perkins Building, the Opera House still hosts plays, musicals, concerts, and community events. monticellooperahouse.org · (850) 997-4242.

The Historic District

Historic wooden church with brick steps in Jefferson County
Historic church

Monticello’s historic district spans 27 blocks with 42 nineteenth-century buildings, many on the National Register of Historic Places. The Chamber of Commerce offers guided tours of the district and county sites, call (850) 997-5552.

Aucilla River Prehistory

Archaeological work in the Aucilla River, sponsored by the Florida Museum of Natural History with support from the National Geographic Society, uncovered evidence of human habitation more than 10,000 years old alongside remains of mammoths, mastodons, ground sloths, giant tortoises, and saber cats.

Stories of the County

A woman holds a child in the snow in Monticello, 1958
The snow of 1958. Photo courtesy of Lloyd Monroe
  • Boots Thomas. Monticello’s Sgt. Ernest “Boots” Thomas Jr., USMC, led the first flag raising on Iwo Jima on February 23, 1945, and was killed in action days later. A monument on West Washington Street honors him.
  • Lloyd Railroad Station. Built in 1858, the oldest brick railroad station in Florida still stands at Highways 59 and 158, housing the Lloyd post office.
  • Tung trees. Introduced in 1906, tung oil production peaked in the 1950s with over 12,000 acres planted before freezes and synthetics ended the industry.
  • Fred Mahan Drive. Nurseryman Fred Mahan donated 35,000–40,000 plants in the 1930s to beautify the 25 miles of US 90 between Monticello and Tallahassee, named Fred Mahan Drive in 1953.
Students in front of Waukeenah Academy, historical photo
Waukeenah Academy. Photo courtesy of Lloyd Monroe

Keystone Genealogical Society

Portrait of Mattie Lou Hagan Monroe, historical photo
Mattie Lou Hagan Monroe. Photo courtesy of Lloyd Monroe

Research your Jefferson County roots at the society’s library, 695 East Washington Street, Monticello, open Wednesdays and Thursdays, 9 a.m.–4 p.m., or by appointment. The society publishes the quarterly Keystone Kin.

Landmarks

The old U.S. Post Office building in Wacissa, in service 1963 to 1997
Old Wacissa post office
Church bell tower under a full moon, black and white photo
Bell tower under a full moon
Historic Monticello storefront beneath a live oak
Historic Monticello storefront