He attended Clifford Road Primary and Copleston High School.
Windsor started his own branded Dance Lessons with Beginners Ballroom in March 2015 with a Music Hall feel at Cecil Sharp House in London and Same Sex Ballroom Lessons in a Music Hall Setting starting at The Wilton Music Hall, London in April 2015.
He began dancing at the age of three, when his parents took him to the Ipswich School of Dancing. At the age of 15, Windsor moved to London to pursue his career as a dancer.
Windsor was an English professional Latin and Ballroom dancer, best known for his appearances as a professional dancer on the BBC television series Strictly Come Dancing.