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DeluxeBarbershop.jpg
Business partners Alonzo Roberts and James Chandler have been giving haircuts at the Deluxe Barbershop for 50 and 39 years, respectfully. Original owners included James Dixon, Jr. and Bill Hardy, who operated a barbershop in the same location around…

FranksMarket.jpg
For decades the Pennsylvania Avenue business has represented a grocery store and community meeting place.

The Westside Library Building initially was the Library of Hannibal School. The building was later used as a Westside annex of the Winter Park Public Library. In recent years the building has been incorporated into the Winter Park Community Center.…

For over a hundred years the Square has been the center of black-owned businesses in Winter Park. Today, only a few community owned businesses survive. Renewed efforts and the establishment of a historic district are being discussed by neighborhood…

The decorating of Mr. and Mrs. Jessie Fitzgerald's house has become an annual holiday tradition, which is appreciated by children and adults in the neighborhood.

The tracks that originally divided the city also provided employment for Westside residents. A position with the railroad meant prestige and financial security.

A woman living in the neighborhood remembers that, as an eight-year-old, she had…

Winter Park History General - Christmas Customs 1990 - 1999 - 40.jpg
Collection of images from the 1994 Annual Winter Park Christmas Parade

Winter Park History General - Christmas Customs 1990 - 1999 - 86.pdf
Newspaper article about the decision made by the county to save $30,000 by not purchasing a 50-foot-tall live Christmas tree
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