I recently spent some time researching aa road known as the Old Magnolia Road. I had tried to locate it before while working on my Palmetto Pioneers series. In the book, I suggested that the road may have passed east of Metcalf, Georgia, before crossing into Florida. As it turns out, I was wrong.
A few weeks ago, I found a document tucked away in the Keystone Genealogical Library in Monticello, Florida. The author is unknown, but the document suggested the road actually runs west of Metcalf. So a few weeks ago, Chuck and I set out to follow those directions—and this time, we found it.
What is the Old Magnolia Road?
Long ago, there were no highways or railroads like today. There were Indian footpaths, but not much else. People needed roads to move crops and supplies by wagons. The Old Magnolia Road was an early travel and trade route in south Georgia and north Florida. It was a dirt road used in the early 1800s.
It connected inland farms to the river port town of Magnolia on the St. Marks River. Farmers and planters used the road to haul their goods, especially cotton, to be shipped out by boat to markets elsewhere.
Starting in Thomasville
Chuck and I began in Thomasville, where Magnolia Street crosses South Hansell Street. From there, Magnolia Street becomes the Old Magnolia Road as it heads south into the Red Hills.
The Red Hills region forms a triangle between Thomasville, Monticello, and Tallahassee. It is known for its rolling red clay hills and historic plantations. The drive is beautiful, but before long, the road meets Metcalf Road just south of Thomasville.
At first, I assumed Metcalf Road had been built on top of the Old Magnolia Road. Once again, I was mistaken. The old road actually slips off west into the woods, turning south and running roughly parallel to Metcalf Road.
Finding the Road Near Metcalf
Because much of this land is privately owned, the road disappears for a time. It becomes visible again where it crosses Beachton Road, a little more than a mile west of Metcalf. That crossing is still easy to spot.

If you look on satellite view in Google Maps, you can trace the path of the old road back toward Metcalf Road. The crossing is near 2249 Metcalf/Beachton Road west of Metcalf, Georgia.
From there, you can try to follow the road south on the map, but it becomes difficult to track as it nears the Florida line. Again, this is posted land. No trespassing.

The Old Coffee Road Connection
Before crossing into Florida, the Old Magnolia Road meets another historic route—the Old Coffee Road, one of the earliest roads in south Georgia.
You can find this crossing by driving south from Metcalf on Metcalf Road for a little over two miles. There, you’ll see a closed road branching off. It forks on both sides of the main road but is gated and on private land.

This is the Old Coffee Road. At some point, it joins the Old Magnolia Road, and from there, the Magnolia Road appears to follow the older route.

Crossing into Florida
The exact point where the Old Magnolia Road crosses the Georgia–Florida line is unclear. However, it becomes visible again where it crosses T. S. Green Road.
To find it drive about four miles south, turn left onto T. S. Green Road, and take the first dirt road on the right.

This is the Old Magnolia Road again, and it is well worth the drive.

The Duelling Oak
As you follow this “old road” stretch, you’ll come to a large oak tree standing in the middle of the road. This is the Duelling Oak, also called the Ring Oak.
Before dueling was outlawed, men met here to settle disputes. One of the last duels fought here was the famous illegal Reid–Alston duel—a small but fascinating piece of Florida history. Google it!
Toward Magnolia
From here, the road continues south toward the old river port town of Magnolia, near the St. Marks River.
To follow it:
- Cross US 90, where the road becomes State Road 59
- Continue under I-10 to the town of Lloyd
- Turn right onto the Lloyd/Capitola Road (another scenic road)
- Continue to Chaires Cross Road and turn left
- Cross US 27, where the road becomes Old Plank Road (still part of the Old Magnolia Road)
- Follow this road south past the Natural Bridge Battlefield area until it turns into a sandy dirt road.
Follow this road south past the Natural Bridge Battlefield area until it turns into a sandy dirt road.
Magnolia Springs and the Lost Town
A few miles farther, you’ll see the old sulfuric Magnolia Springs on your left. Just north of the springs once stood the town of Magnolia, a busy river port on the St. Marks River.
Today, very little remains—only an old cemetery, but the land is privately owned. Again, no trespassing!
At its peak, this road was vital. Farmers from south Georgia and north Florida used it to haul cotton to Magnolia, on which 30,000 to 40,000 bales were shipped each year.
When Magnolia Faded
Magnolia’s decline came with the railroad. A mule-drawn wagon railroad was built from Tallahassee to Port Leon, making transport easier and faster. The third railroad built in the US and Florida’s first.
In response, the people of Magnolia tried to compete by laying wooden planks along parts of the road—creating what became known as the Old Plank Road. But it wasn’t enough.
The railroad won, and Magnolia slowly faded into a ghost town.
*One can also find the document I used on a webpage. Ed Cone may be the author. You can find it here.







































































