Live Oak Plantation was originally a small cotton plantation of 1,560 acres (630 ha) located in central Leon County, Florida, United States established by John Branch who arrived in Florida in 1832 and served as Florida Territorial Governor while living at Live Oak for 15 years.
Live Oak was located in north central Leon County extending from the east shore of Lake Jackson to the western edge of Lafayette Township.
The Leon County Florida 1860 Agricultural Census shows that Live Oak Plantation had the following:
On June 9, 1870 John Branch's heirs sold Live Oak, now at only 1,250 acres (5.1 km2), to Howard S. Case of Columbia, Pennsylvania. This was historically noted as the last large purchase of Leon County plantation property to a northerner.
In 1887 the Case family sold the plantation to Edmund H. Ronalds of Edinburgh, Scotland. Ronalds wintered at Live Oak and married Lisa Williams, daughter of Joseph John Williams of La Grange Plantation on November 21, 1891. In 1892 Lisa Williams Ronalds contracted and died from tuberculosis while in Scotland. Edmund died on March 17, 1895.
Live Oak Plantation was now larger and its borders extended eastward to Lake Hall, Lake Overstreet, and Lake Elizabeth.
Edmund Ronalds' brother, Dr. Tennent Ronalds, gained ownership of Live Oak upon his brothers death. Though he did not practice medicine, Tennent attended the University of Edinburgh and University of Bonn. He spent his years as a sportsman enjoying hunting, fishing, and golf.
By 1903 Live Oak boasted a private golf course with a flock of sheep for maintenance of greens and fairways. Live Oak was also extended to 3,226 acres (1,306 ha) and had the first tung tree orchard in Florida. In 1903 an additional 2,246 acres (909 ha) were leased from Ellen Call Long's Orchard Pond Plantation for use in hunting. In 1915 and 1916 Tennent Ronalds purchased Orchard Pond from the Long and Call families. Ronalds also purchased the James Kirksey Plantation. Tennent Ronalds committed suicide on February 24, 1924.