Construction began January 19, 2007 on the newest toll facility in the greater Orlando metropolitan area, that of the John Land Apopka Expressway (Maitland Boulevard Extension). Planned since the late 1990s initially as a free arterial route, the highway became under the jurisdiction of the Orlando-Orange County Expressway Authority when funding was unavailable for the original Maitland Boulevard extension. Design work is now complete on the 5.5-mile long Stage 1 and work is underway on building a tolled freeway from U.S. 441 (Orange Blossom Trail) west to Florida 429 Toll (Daniel Webster Western Beltway).

Elements of the project include an upgrade of the current Florida 414 (Maitland Boulevard) intersection with U.S. 441 into a partial-cloverleaf interchange, a new interchange to Keene Avenue and a drastic relocation of Florida 429 Toll to tie into Florida 414 Toll, all in anticipation of the eventual Wekiva Parkway project to the north. Work on Stage 1 of the $425 million project should be completed by 2009 with an expected 26,000 to 38,000 motorists per day using the tolled facility.

The planned path of Florida 414 Toll (John Land Apopka Expressway) and the shift of the Florida 429 Toll mainline to reflect its eventual path onto the Wekiva Parkway (north of U.S. 441). Florida 414 Toll & 429 Toll will share a four-mile overlap for continuation purposes involving motorists using Florida 414 Toll to bypass U.S. 441 through downtown Apopka. Old Florida 429 Toll north of Florida 414 Toll becomes Florida 451 when the Apopka Expressway is complete.

Stage 2 of the project continues Florida 414 Toll northwest with Florida 429 Toll to U.S. 441 near Orange county 437 (Plymouth Sorrento Road), completing the nine-mile project. Originally work on Stage 2 was to coincide with work on Stage 1, however funding presently is unavailable due to current toll revenue projections expected by OOCEA.

Once Stage 1 is completed, Florida 429 Toll will meet Florida 414 Toll at a new interchange west of the present half-diamond interchange with Orange County 437A (Ocoee-Apopka Road). The shift to the northwest allows Florida 429 Toll to join Florida 414 Toll on the northwestern trajectory to U.S. 441 at Plymouth Sorrento Road.

Originally Florida 429 Toll was to continue across the present alignment north of U.S. 441. Redesign of the Wekiva Parkway section of toll road, the missing northwest loop of the overall Orlando Beltway system, required Florida 429 Toll to follow a new path along the Florida 414 Toll routing between Ocoee-Apopka Road and U.S 441 (Orange Blossom Trail) at Plymouth Sorrento Road. Funding and the exact path of the Wekiva Parkway are still unclear at this time, however the consensus is that it will extend north of Florida 414 & 429 Toll’s planned north end at U.S. 441 on its journey to Interstate 4 near Sanford.

Relocation of Florida 429 Toll that ties it into the John Land Apopka Expressway will orphan a segment of existing Daniel Webster Western Beltway near the Exit 30 interchange with Ocoee-Apopka Road. That section and interchange will be demolished and a new diamond interchange with Orange County 437A will be built to the south. The segment of existing Florida 429 Toll north of Florida 414 Toll will become newly designated Florida 451 Toll once Stage 2 is completed.