Founded in 2008, the Winter Park Sidewalk Art Festival’s mission has been to enhance art appreciation, art education and community spirit. The Foundation supports The Children’s Workshop, The Leon Theodore Schools Exhibit, The Emerging Artists Program, The Image Review Workshop and Performing Arts at The Winter Park Sidewalk Art Festival.  It also funds the Jean Alice Oliphant Scholarship at Rollins College in Winter Park and The Winter Park Sidewalk Art Festival Scholarship at the University of Central Florida in Orlando.

Each year. more than one thousand children take the opportunity to display their creativity though easel painting and the museum workshops report more than 500 children per day take part in the hands-on art activities they provide. Each year more than 4,500 Orange County students have had the thrill of having their artwork showcased and judged at the Leon Theodore Schools Exhibit.

The Foundation received funding in 2022 from donations by The Joe and Sarah Galloway Foundation, The Edyth Bush Charitable Foundation, The Rotary Club of Winter Park, Pocket Program and The Winter Park Sidewalk Art Festival.

Through the Foundation, a new annual award has been added in 2023 called the Monte Livermore Celebration of Nature Award. It is funded by family members Phyllis L. and Fred K. Smith, Laura and Taylor C. Smith, Tammy Smith White and Thomas F. White honoring the memory of Robert Montbriand Livermore, Jr. (Monte).

The Internal Revenue Service approved the Foundation, a Florida corporation not-for-profit, as a 501(c) 3 tax-exempt entity in September of 2008.  If you would like to make a donation or find out more about the Winter Park Sidewalk Art Festival Foundation, please contact the Foundation at P.O. Box 597, Winter Park, FL 32790, send an email to wpsaf@wpsaf.org or call 407-644-7207.