 On the river, the Battle of Plum Point Bend took place between the Confederate River Defense Fleet and the Union Mississippi River Squadron in 1862.Osceola itself was mostly subject to raids from both armies and guerrilla warfare that resulted in burning, pillaging and damage throughout the city.Following the Civil War, race relations began to tighten between plantation owners who had lost the slave labor that fueled their successful plantations, poor whites who were suddenly in competition for work and social status with freedmen, and the former slaves who continued to face deprivation of their rights despite the war's outcome.