Winter Springs is a city in Seminole County, Florida, United States. It is part of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area…Winter Springs is a city in Seminole County, Florida, United States. It is part of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area. The population was 38,342 at the 2020 census. The City of Winter Springs was ranked by the August 2011 issue of Money Magazine as the 97th best place to live in the United States.