Winchester is part of the Jacksonville Micropolitan Statistical Area.

According to the 2010 census, Winchester has a total area of 1.13 square miles (2.93 km2), all land.

There were 778 housing units at an average density of 731.5 per square mile (282.4/km2).

The racial makeup of the city was 99.88% White and 0.12% Native American.

34.1% of all households were made up of individuals, and 19.9% had someone living alone who was 65 years of age or older.