This self-guided walking tour is meant to be a brief introduction to the beautiful community known as Winter Park. It was most difficult to limit the tour to these few sites and their stories. There are twenty stops on the main tour with four additional sites on the north end of Park Avenue for the more intrepid walker. Along the way, you may notice other buildings of interest, and our guide points out a few, italicized and marked with an asterisk.

This tour focuses on the central business district, Visitors to Winter Park may also want to tour the Mediterranean Revival style campus of Rollins College to the south. Hannibal Square, Winter Park's historically African American neighborhood to the west, and the nearby residential neighborhoods that feature a variety of vintage architectural styles.

The first stop is at the Winter Park Historical Museum in the historic Winter Park Farmers Market building at 200 W. New England Avenue where you can pick up a walking tour brochure free of charge. The remaining stops are as follows:

Central Park
Winter Park Railway Station
Ergood's Store
Parkwood Building
The Lincoln Apartments
Knowles Cottage
Osceola Lodge
First Methodist Church
All Saints Episcopal Church
Original Winter Park Library
The Woman's Club of Winter Park
The Colony Theater
Park Plaza Hotel
Union State Bank
Henkel Building
202 Park Avenue South
The Pioneer Building
146-150 Park Avenue, South
Earl Building and Morse Block

Additional Stops Include:
Casa Feliz Historic Home Museum
Palm Cemetery
The University Club of Winter Park
Winter Park Golf Course and Country Club