Taylor boasted that he “was the first to raise a band of something like twenty men” to travel upriver and start a settlement, however small farms and huge plantations had been established up and down the river since the late 1700s. Starting out from the area of Old San Pablo near present day Mayport at the mouth of the St. Johns River, the men loaded their families, slaves, worldly goods, and livestock onto government boats that brought them to the north shore of Lake Monroe. Taylor and the others first “squatted” on the land, claiming their individual homesteads by right of possession

Old Enterprise – Taylor ’s grant -- included the shell midden, three springs, and the site of Ft. Kingsbury . Atop the shell mound, Taylor built a “pleasant and commodious” inn to attract travelers who visited Lake Monroe on the steamboats. There were also several outbuildings and slave quarters, a sawmill, sugar boiler, and orange grove.

Aside from the picturesque quality of the area with its emerald springs, the main attraction of the upper St. Johns River at that time was live oak, highly prized by the Navy for shipbuilding.
Shown at right is the old oak tree (no longer standing) on the lakefront near the Brock House.
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