


...the Courthouse in Monticello is located 235 feet above sea level, one of the highest points in Florida.
…the building styles in Aylesbury Plantation will reflect the architecture of southern homes 75 to 165 years ago.
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Monticello, the county seat of Jefferson County, is 15 miles southwest of Ashville. It was established in 1827 and has a rich history. It is a warm, friendly town of about 2,500 people. Most basic services are available in Monticello.
This charming, scenic town is known for its courthouse “in the middle of the street,” at the crossroads of highways US 90 and US 19. The courthouse circle acts as a traffic control device, sparing the town the need for a stoplight. In fact, there are no stoplights in the entire county.


The construction of the current courthouse was overseen in 1910 by Aylesbury Shehee’s grandson, Daniel Aylesbury Finlayson, who also provides a family link to the beautiful Monticello Opera House. The 1890 opera house, known for the near perfect acoustics of its upstairs theater, was build by D. A. Finlayson’s father-in-law, John Perkins. There are still regular performances in the restored structure.
Other notable historic buildings include the Presbyterian Church built in 1867, the 1890s Episcopal Church, the early 1830s Wirick-Simmons home and the recently restored old Jefferson High School, the oldest brick school building in Florida.
For more on Monticello and Jefferson County, click here.