Immediately north of the southern terminus is an interchange with Alico Road (CR 840) which includes only a southbound exit and northbound entrance.

From the Alico interchange, SR 739 becomes six lanes and continues north, paralleling the Seminole Gulf Railway and passing through the Briarcliff neighborhood.

It intersects with Colonial Boulevard (SR 884), Lee County's primary east–west highway, shortly after entering Fort Myers city limits.

This unusual configuration continues to just south of downtown Fort Myers at the intersection of State Road 82 (Dr. Martin Luther King Jr. Boulevard).

Fowler Street's northbound lanes terminate at SR 82, and from here north, Evans Avenue (which becomes Park Avenue shortly after SR 82) carries all northbound traffic, and Fowler Street carries all southbound traffic with three lanes each.

[8] The Metro Parkway portion of SR 739 was originally developed as three roadways that were then planned to be part of an eastern bypass to US 41.

[8] More of Evans Avenue was converted to one-way as far south as Hanson Street in the late 2000s to carry SR 739 northbound.

This was part of a larger project that would have later converted the adjacent segment of Fowler Street to one-way to be Evans Avenue's southbound counterpart.

[16] The owners of Gulf Coast Hospital loaned the state money for the widening, which allowed the project to start a few years earlier than planned.

That extension, which was named for former Florida Department of Transportation district director Michael G. Rippe, had been planned as early as the 1990s and was funded by the American Recovery and Reinvestment Act of 2009.

[18] The current alignment of SR 739 between Winkler Avenue and Hanson Street, which included the overpass over the Seminole Gulf Railway yard, was completed in late 2015.

From the north end of Metro Parkway, SR 739 southbound runs along Fowler Street in Fort Myers.

[25] This terminal ceased operation in 1983 when commercial air service was relocated to the new Southwest Florida Regional Airport.

[26] In the mid-1990s, Fowler Street was realigned around Page Field's Runway 13 and extended to connect directly to US 41 at Boy Scout Drive, which continues a short distance to Summerlin Road (CR 869).

Despite the reroute, this segment of Hanson Street remains under state maintenance though Old Metro Parkway was relinquished to city control after the realignment.