Many of the craftsman/bungalow-style homes were relocated to the area in the 1930s from other neighborhoods in the city, helping to cement Historic Kenwood's bungalow identity.

The park features many types of trees, grassy areas, sidewalks, playground equipment, and a modern pavilion in the center constructed in the Craftsman style.

[1] While a few houses were constructed in the 1910s, development reached its peak in the 1920s, due in large part to its location just west of downtown, which could be easily accessed by automobile or streetcar.

Beginning in the early 1990s, urban pioneers began a neighborhood revival in both Historic Kenwood and the Grand Central District which continues today.

Many investors and homeowners were a part of the LGBT community, and have transformed the tree-lined streets into a stable, well-landscaped neighborhood with a strong civic voice.

The annual St. Pete Pride celebration, the largest in the state, also used to take place within the district until it was moved downtown to along the waterfront in 2017.

Some of these restoration efforts include the removal of non-historic vinyl and aluminum siding, as well as the reopening of many front porches that were once enclosed.

Today, events such as monthly porch parties, the annual BungalowFest, Founders' Day, and St. Pete Pride attract many to the neighborhood.