Dean Windsor (born 9 September 1986 in Bathurst, New South Wales, Australia) is an Australian professional racing cyclist who is known internationally as a criterium rider. Riding on the Track as a junior Dean Windsor won the Under19 Oceania Points Race Championship at Wanganui, NZ in 2004. Then focused on Road Racing winning the National U23 Criterium Championship, in 2007 at Brisbane. Then in 2010 was runner-up in the Australian Elite Criterium Championship at Ballarat. In 2011 he was runner-up in the British Elite Circuit Series behind then Rapha Condor-Sharp Team mate Dean Downing which included a win in the Stafford GP.

Outside of racing, Windsor is a qualified primary school teacher having studied primary education at Charles Sturt University.