The Osceola Park Neighborhood Area is located immediately south of the Central Business District. It is bordered by SE 5th Avenue (Federal Highway southbound) on the east; Swinton Avenue on the west; SE 2nd Street on the north; and SE 10th Street on the south. The FEC Railway bisects the area, running diagonally from northeast to southwest. Three-quarters of the area is located east of the railway and is represented by the Osceola Park Neighborhood Association. There are no formal neighborhood associations for the portion of the study area located west of the railroad.

As the central part of Delray was developing in the 1900s, an early subdivision known as Osceola Park was established south of town between the Florida East Coast Railroad tracks and the Florida East Coast Canal. George G. Currie and F. J. Lewis, of the Currie Investment and Title Guaranty Company, recorded the plat for Osceola Park in January of 1913. Designed in a grid pattern, the lots were primarily 50.5 feet wide and 132.5 feet deep. The streets in Osceola Park were originally named after local pioneers such as Sundy, Ingraham, and Blackmer (today the streets and avenues are numbered). The subdivision was very progressive with cement sidewalks, paved roads, a central sewerage system, and electrical access. In addition, two parks, Currie Common and a ball field, were set aside in the development, and shade and palm trees were planted on the neighborhood's main streets

The preparation of a Redevelopment Plan for the Osceola Park Neighborhood is required by Policies in the Future Land Use and Housing Elements of the Comprehensive Plan. The Future Land Use Element identifies a portion of the Osceola Park Neighborhood as Redevelopment Area #5. The "Residential Neighborhood Categorization Map" in the Housing Element of the Comprehensive Plan delineates areas according to the prevailing condition of private property. The main objective of the categorization is to identify the level of need in each neighborhood, which in turn will determine the strategies to be taken in meeting that need. The Osceola Park Neighborhood is located within two categories on this map: Redevelopment and Revitalization. For the portion of the neighborhood designated as redevelopment, the Housing Element calls for the City to prepare a Redevelopment Plan to identify appropriate measures to accomplish redevelopment of the area. For the portion of the neighborhood designated as revitalization, the Housing Element calls for City to prepare a Neighborhood Plan and for the area to have a greater priority in terms of targeting of code and law enforcement operations and in the scheduling of capital improvements (infrastructure) which will assist in arresting visual signs of deterioration.