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The Battle of Olustee was the largest Civil War battle fought in Florida and remains one of the most significant moments in the state’s history. In this video, Top Orlando Realtor Scott Garrison takes you back to February 20, 1864, when Union and Confederate forces clashed near Olustee Station in North Florida.

Why was this battle fought in Florida?
Why did it matter?
And how did it shape the state during the Civil War?

We’ll break down the strategy, the soldiers, the outcome, and why the Battle of Olustee is still remembered today.

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Transcript
00:00Today, we're taking a closer look at the dramatic and crucial moments in Florida's past in the Civil War, the
00:07Battle of Olustee.
00:09Olustee is between Jacksonville and Tallahassee in North Florida.
00:15This wasn't just the largest Civil War battle in Florida.
00:18It was a turning point in the Florida Confederacy that brought national issues like state rights, slaveries, and the role
00:28of black soldiers in the military into sharp focus.
00:31And it all happened right here in your own backyard.
00:36Now, obviously, in 1861, Florida was very proud to be the third state that seceded from the Union, the Confederacy.
00:41Whether your family has deep roots in the South, or if you're just starting to call Florida home, this battle
00:48tells a story that touches all of us, not only then, but even now.
00:53It's a story of strategy and sacrifice of a divided nation and people from both sides who believed in what
01:00they were fighting for.
01:01They believed they were fighting for something greater than themselves.
01:04So let's explore the landscape, the leaders, and the legacy of the Battle of Olustee, and why this one moment
01:11in Florida history still echoes today.
01:15I'm Realtor Scott Garrison, real estate agent with REMAX Town & Country, Orlando's number one real estate company.
01:22I've been helping families find homes here, around here in Central Florida for over 35 years.
01:28But more than that, I live here.
01:30I grew up here.
01:31I went to Winter Park High School many, many years ago, and then later from the University of Central Florida
01:37with several degrees.
01:38This place, Central Florida, and Florida in general, is home to me.
01:42So when I share stories like this, it comes from a place of genuine connection with the history that connects
01:49us to the present.
01:50So let's talk about the actual Battle of Olustee, which took place on February 20th, 1864, the largest Civil War
01:58battle fought in Florida.
02:00Understanding this event helps us appreciate both the complexity and the legacy of Florida's role in the Civil War.
02:06The Civil War started in 1861.
02:08By 1864, the Civil War was, of course, in full swing, if not winding down.
02:14President Lincoln's Union forces were working to weaken the Confederacy by targeting its resources and transportation route.
02:23Florida, though smaller in population, was important to the South for supplying beef, salt, and all the other essentials that
02:31kept the war effort going a little farther north.
02:34Union troops, led by General Truman Seymour for the north, marched west from Jacksonville with around 5,500 soldiers, including
02:44three regiments of black troops.
02:47The 54th Massachusetts, the 7th and 8th U.S. Colored Infantry.
02:52These soldiers were not only fighting for the Union, but also for the hope of freedom and recognition.
02:58So on the South, the Confederacy side, there was approximately 5,000 Confederate troops that were deployed under Confederate General
03:08Joseph Finnegan,
03:09who was primarily composed of local Floridians and some Georgians.
03:14Remember, Olustee is real close to Georgia.
03:16Their mission was defend Florida's interior and prevent the Union from advancing towards the capital of Florida, Tallahassee.
03:25Outside of Tallahassee, well outside, the two forces clashed near Olustee Station, which is a railroad stop about 40 miles
03:32west of Jacksonville.
03:34The fighting lasted five intense hours.
03:37The Union forces started strong, but were eventually pushed back.
03:41Poor planning, tough terrain, and strong Confederate resistance, including effective artillery fire, pushed the tide in the favor of the
03:50South.
03:50The Union suffered about 1,861 casualties, instead of 5,500 total soldiers, while the Confederates lost around 946 soldiers
04:01out of 5,000.
04:03Both sides endured significant hardship.
04:06The battle ended with the Union forces retreating back to Jacksonville, but they still had succeeded in drawing the Southern
04:13troops and resources away from other parts of the war, which was really their goal.
04:18So, who won the Battle of Olustee?
04:21The Confederacy held the field, and they stopped the Union's inland push, saving Tallahassee.
04:27But the Union had strategic goals, like disrupting supplies and forcing the South to divert forces, which they accomplished mostly,
04:35or at least in part.
04:37It's also important to note the bravery of the Black Union soldiers, many of whom faced not only combat, but
04:44the threat of poor treatment or execution if they were captured by the Confederacy by the South.
04:50Their role in Olustee is a powerful reminder of how the Civil War is not just about politics and territory,
04:56but was also about the future of freedom in this country.
04:59Florida's decision to leave the Union in January of 1861 was influenced by a mix of beliefs.
05:04Some Floridians strongly supported states' rights, a principle rooted in the idea that the states and not the national government
05:14should make their own laws, that they should be ruled by the home state and not by some faraway government.
05:20But let's be honest, those rights were often centered more around maintaining slavery, which was also deeply tied to Florida's
05:27economy, especially among the wealthly landowners.
05:32It's also true that most Confederates, most people in the South, did not own slaves.
05:37Many were ordinary people fighting for their home, their neighbors, and a way of life that they were taught to
05:43protect, even if that way of life was deeply shaped by a system of slavery.
05:47But we also can't ignore that slavery was at the heart of the Southern economy, and much of the conflict
05:53was about that.
05:54Throughout the war, Florida continued to supply the Confederacy with cattle and salt.
06:00Union naval forces on the coast tried to block these efforts with coastal patrols and raids.
06:05The smaller battles and clashes occurred across the state, including in Tampa, Gainesville, and Tallahassee.
06:12One of the final battles, we'll call it the second large battle in Florida, the Civil War, the Battle of
06:19Natural Bridge, saw Confederate forces, including local soldiers and students from what would become Florida State University, successfully defend the
06:28capital.
06:29As a result, our capital, Tallahassee, was the only southern capital east of the Mississippi that was not captured by
06:37Union forces at the end of the war.
06:39After the war, things didn't get any easier for a lot of Floridians.
06:44Even though slavery had ended, the period of Reconstruction brought new challenges.
06:48Many black Floridians faced discrimination and violence.
06:51When federal troops left and Jim Crow laws came in several years after the Civil War, it got even harder,
06:58particularly on the black residents.
07:00But out of that hardship came resilience.
07:03Towns like Eatonville, founded in 1867, become havens for black Floridians to govern themselves and build strong communities.
07:11These towns are still a vital part of the Florida story.
07:14So that's the story of the Battle of Oleste, not just a battle, but a powerful portrait of a nation
07:20in conflict and transformation.
07:21It's a story of struggle, of bravery, of loss and resilience.
07:26And no matter where your roots lie, it's part of the shared history that shapes the land that we all
07:31call home today.
07:33Thanks for joining me on this journey through time.
07:35If you enjoyed this video, give it a like right now, share it, or drop your thoughts in the comments.
07:41I'd love to hear your own Florida stories.
07:44And of course, if you're ever looking for a top realtor here in Central Florida, someone who knows these communities
07:49inside and out, not just by the map, but by the memories and the moments that define them, you know
07:55who to call.
07:55I'm Scott Garrison, your local realtor with over 35 years of full-time experience helping people buy, sell, and discover
08:02the heart of their community.
08:03Call me.
08:05From historians to homebuyers, I'm here to help you locate your place in the Florida story.
08:10Until next time, stay curious, stay connected, and I'll see you on the next video.
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