Water Oak Plantation
A historic cotton plantation and forced-labor farm in northern Leon County, Florida.
Last updated August 26, 2026
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Overview
Water Oak Plantation was a historic plantation in northern Leon County, Florida, near the area now known as Bradfordville. It was established by Richard Henry Bradford Sr. and operated as a large agricultural estate during the antebellum period. The plantation occupied approximately 1,840 acres, of which about 900 acres were improved and 940 acres remained unimproved according to the 1860 Leon County agricultural census. Its principal crop was cotton, supported by corn production and livestock husbandry. The plantation was worked by enslaved people, and its history therefore forms part of the broader history of slavery, forced labor, agricultural expansion, and plantation society in antebellum northern Florida. Water Oak was situated within a network of large plantations associated with the Lake Iamonia and Bradfordville areas. Pine Hill Plantation lay to the east, while Walnut Hill Plantation was nearby. The estate’s agricultural profile in 1860 included 130 bales of cotton and 2,500 bushels of corn. The same census recorded 65 enslaved people on the property. These figures describe the plantation economy rather than a voluntary workforce and should be understood in the context of racialized chattel slavery in the United States. The Bradford family was involved in the social and political life of the region. Accounts of the period describe July Fourth celebrations hosted in rotation by the Bradford brothers for the people they enslaved, including large barbecues and, when Richard Bradford hosted, fishing activities on Lake Iamonia. Such events reflected the paternalistic customs of slaveholding society and did not alter the coercive legal and economic conditions under which enslaved people lived and worked. The family’s Civil War history also became associated with the plantation landscape. Richard Henry Bradford Jr. served as a captain in a company of the 1st Florida Regiment. He was killed on October 9, 1861, during the Confederate attack on Federal positions at the Battle of Santa Rosa Island. His remains were returned for a Confederate funeral and buried in the cemetery at Pine Hill Plantation. The property’s identity changed substantially in the twentieth century. After the death of Clement A. Griscom in 1916, the large Horseshoe Plantation estate was divided. Frances C. Griscom, a prominent sportswoman and winner of the 1900 United States Women’s Amateur Golf Championship, received roughly 7,000 acres on the eastern side and called the holding Water Oak Plantation. In 1951 she sold a substantial portion to J. C. “Bull” Headley, while retaining several hundred acres under the Water Oak name. Headley developed his tract as Bull Run Plantation, expanding cattle operations and maintaining it as a hunting property. He also built a Georgian-style brick residence overlooking Lake Iamonia. In 1964 Headley sold the hunting lodge and approximately 3,700 acres to Gillis Long, a Louisiana congressman who had also served as an assistant secretary in the federal Office of Economic Opportunity during the Johnson administration. The property subsequently became associated with Kinhega Lodge and recreational activities such as hunting, golf, and fishing. Water Oak Plantation is therefore best understood not as a contemporary consumer brand but as a historically changing agricultural and recreational estate whose significance lies in Florida plantation history, the history of slavery, landownership, and the transformation of large estates after the Civil War.
History
Water Oak Plantation was established in northern Leon County, Florida, by Richard Henry Bradford Sr. The plantation occupied roughly 1,840 acres near present-day Bradfordville and formed part of a concentrated plantation district around Lake Iamonia. Neighboring estates included Pine Hill Plantation and Walnut Hill Plantation. Its economy relied on cotton, corn, livestock, and the coerced labor of enslaved people. The 1860 agricultural census provides a snapshot of the plantation before the Civil War. Approximately 900 acres were improved and 940 acres were unimproved. The estate produced 130 bales of cotton and 2,500 bushels of corn and held agricultural equipment and livestock. Sixty-five enslaved people were recorded on the plantation. These data illustrate the scale and organization of antebellum plantation agriculture, but they also document a system based on forced labor and the denial of freedom, wages, and legal autonomy to the people who produced the estate’s output. The Bradford family participated in the social rituals of the antebellum plantation region. Historical accounts describe the Bradford brothers rotating responsibility for July Fourth celebrations involving barbecues for enslaved workers. Richard Bradford’s celebration reportedly included fishing parties on Lake Iamonia. The events were conducted within the segregated and coercive structure of slave society and should not be interpreted as evidence of equal social relations. Richard Henry Bradford Jr. became connected to the Civil War history of the area. He was a captain in the 1st Florida Regiment and was killed on October 9, 1861, while leading an attack during the Battle of Santa Rosa Island. His body was returned to the region and buried at Pine Hill Plantation. The episode linked the plantation community to Florida’s Confederate military history. Water Oak’s later identity emerged through the reorganization of a much larger estate. When Clement A. Griscom died in 1916, Horseshoe Plantation was divided. Frances C. Griscom received about 7,000 acres on the eastern side and named the property Water Oak Plantation. Griscom was known nationally as a sportswoman and had won the 1900 United States Women’s Amateur Golf Championship. The renamed estate represented a twentieth-century continuation and reconfiguration of large landed properties in northern Florida. In 1951 Griscom sold much of Water Oak to J. C. “Bull” Headley, a Kentucky transplant. Headley retained the agricultural character of the property while expanding cattle production and using the land as a hunting plantation. He built a substantial Georgian-style brick house overlooking Lake Iamonia. In 1964, he sold the hunting lodge and approximately 3,700 acres to Gillis Long, a Louisiana congressman and former assistant secretary of the Office of Economic Opportunity under President Lyndon B. Johnson. The property later became known as Kinhega Lodge and attracted hunters, golfers, and fishing enthusiasts. The original plantation entity is no longer documented as an active commercial operation under the Water Oak Plantation name. Its historical record reflects successive transitions from an enslaved cotton estate to a divided twentieth-century landholding and then to a recreational hunting property. The plantation’s legacy must therefore be considered together with the history of slavery, Civil War memory, land consolidation, and elite recreational land use in Florida.
- 1964
Property transferred to Gillis Long
[1]Headley sold the hunting lodge and approximately 3,700 acres to Gillis Long, after which the property became associated with Kinhega Lodge.
- 1951
J. C. Headley acquires much of the property
[1]Frances Griscom sold a large portion of Water Oak to J. C. “Bull” Headley, who developed his holding as Bull Run Plantation while Griscom retained several hundred acres.
- 1916
Water Oak name applied to part of the divided Horseshoe estate
[1]Following Clement A. Griscom’s death, Horseshoe Plantation was divided. Frances C. Griscom received the eastern tract of approximately 7,000 acres and named it Water Oak Plantation.
- 1861
Death of Richard Henry Bradford Jr. at Santa Rosa Island
[1]Richard Henry Bradford Jr., a captain in the 1st Florida Regiment, was killed on October 9 during the Confederate assault at the Battle of Santa Rosa Island.
- 1860
Agricultural census records the antebellum estate
[1]The Leon County agricultural census recorded approximately 1,840 acres, 900 improved acres, 940 unimproved acres, 130 cotton bales, 2,500 bushels of corn, and 65 enslaved people at Water Oak Plantation.
Establishment of the plantation
[1]Richard Henry Bradford Sr. established Water Oak Plantation in northern Leon County, Florida, near the area later known as Bradfordville.
Products and positioning
Historic agricultural plantation and later hunting-estate property; not a contemporary commercial brand.
Cash crop
Cotton
Cotton was Water Oak Plantation’s principal cash crop during the antebellum period. The 1860 agricultural census recorded production of 130 bales. This output was generated through an enslaved labor system and formed part of the plantation’s commercial agricultural model.
Food and feed crop
Corn
Corn was cultivated alongside cotton and supported the plantation’s agricultural system as a food and feed crop. The 1860 census recorded 2,500 bushels, indicating that Water Oak combined export-oriented cotton production with substantial grain cultivation.
Livestock
Cattle and livestock
Livestock formed part of the plantation’s agricultural assets. Under J. C. “Bull” Headley in the twentieth century, the broader Bull Run property developed a more prominent cattle operation while also functioning as a hunting estate.
Sources1 sources
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