North of US 27, the first major intersection is State Road 247, which takes motorists northeast to western Lake City.

The Suwannee River Greenway returns to the west side of SR 249 (US 129) as both leave the Branford City Limits, but makes a sharp left turn at the intersection of CR 248, which follows the south side of that road into a dead end at Little River Springs.

Within the historic City of Live Oak the road is named Ohio Avenue, and continues to run in a straight south-to-north line.

But at 111th Street, hidden SR 249 is officially joined by State Road 51, which also includes a multiplex with CR 136.

The road takes a more northerly angle, albeit still northwest as it approaches a two lane bridge over Interstate 10 with no access.

One intersection in this area is another encounter with CR 795 (145th Road), which despite technically being the northern terminus of the route, actually runs in the opposite direction.

CR 249 becomes the northern terminus of the same dirt path it intersected earlier, while it briefly runs close to the south bank of the Alapaha River until that river moves away from the road, which then heads northeast into Adams, where it momentarily turns east.

However MLK Drive continues east towards a Georgia Southern and Florida Railway line, and then northwest into CR 6.