[12] Summer 2015 saw Windsor and Rihanoff in a touring production of Puttin' On the Ritz, featuring the most famous song and dance moments of the last 50 years of the golden age of Hollywood, recreated live on stage.
[13] Puttin on the Ritz involved song and dance and featured music from George Gershwin, Irving Berlin, Cole Porter and others, with a cast of award-winning singers and dancers.
[18] Two tours with Burn the Floor (2003, 2004) and three with FloorPlay (2006 to 2008) took him several times around the world, leading up to the highlights being a stint on Broadway (2009) and in the London West End (2010).
[19] In Windsor's last season with Burn the Floor in London, he was engaged in the role of Swing having to learn all male dancers' parts, to step in for anyone who was unable to perform.
[23] From 6 March to 30 June 2013, Windsor – along with his professional partner Rihanoff – returned to headline Burn the Floor, at the Shaftesbury Theatre in London's West End.
[25][26] Together with fellow SCD dancer Artem Chigvintsev, Windsor posed for the Cosmopolitan December 2010 centrefold, raising awareness for male cancer.
[31] Windsor appeared on the BBC One show Strictly Come Dancing from 2010 until 2013, partnering with Patsy Kensit, Anita Dobson, Lisa Riley and Deborah Meaden.
[34] On 17 December 2010, Windsor won the Grand Piano Pro Challenge on Strictly Come Dancing's sister programme It Takes Two with 3548 points in front of Brendan Cole (1907) and Natalie Lowe (1091).
[45] He returned to the show in week nine, on 23 November 2014, in the opening professional sequence, as a policeman, dancing to "Rock This Town" by the Stray Cats.
[54][55][56] His former employers Burn the Floor and Strictly Come Dancing paid tribute to Windsor, the latter describing him as "an exceptionally talented dancer and choreographer [...] as well as a considerate and kind person both on and off the dancefloor".
[32] Lisa Riley and Deborah Meaden, who had been partnered with Windsor on the show, also paid tribute, with the latter describing him as "kind and incredibly generous", adding "he lit up a room with his fun and energy and certainly his sparkle ... he was never happier than when he was covered in crystals!".
[58][59][60] On 14 September 2024, the first episode of the 22nd series of Strictly Come Dancing was dedicated to the memory of both Windsor and former contestant Dave Myers.