First announced by Disney in 2007, the complex officially opened in 2021 with an initial phase of businesses, with more planned in future development.

[1] The Walt Disney Company first announced the development of a new entertainment district in 2007, to be called Flamingo Crossings.

Western Way is planned to be extended even further onto Highway 27, bringing more business to the fast-growing area known as Horizon West.

[4] Disney did not initially own the land this far west of the property but began purchasing it from local landowners in the 1990s, one of whom was Everette Fischer (1933–2021) former manager of the Winter Garden Citrus Growers Association.

The Florida State Road 429 was built using Eminent domain through the Orange Lake Resort property.

Additional paving and enhancements, including the installation of a bus lane for Disney College Program busses, took place in 2021 and 2022.

Housing for those participating in Orlando's Disney College Program is provided in Flamingo Crossings Village, a large apartment complex that opened in 2021.

[12] North of Flamingo Crossings, Disney plans to build an affordable housing complex open to the general public.