Winstead will replace Dawn Wenning, who will become the principal at Sycamore High School.
Winstead, who has been a data analyst for the Tennessee Department of Education since July 2015, previously served as the principal of Harpeth Middle School from July 2012-June 2015.
He began his education career as a teacher at William James Middle School in White Bluff. After six years in the classroom, he was named the school’s assistant principal, a position he held for one year before taking the HMS job.
Winstead earned his bachelor’s degree from Belmont University and master’s degree in education from Tennessee State University. He is currently pursuing his doctorate of education degree from East Tennessee State University and anticipates graduating in December.
Winstead and his wife, Sarah, have two children, Grayson and Audrey.
“It is an honor and a privilege to rejoin the CCSD. I am excited about working with the teachers, students, parents, and the community of Kingston Springs as we continue to pursue excellence for our children,” he said.