Winchester, KY has a population of 18,395 and is the 2,373rd largest city in the United States. The population density is 2,040 per sq mi which is 1782% higher than the Kentucky average and 2152% higher than the national average. The median age in Winchester is 39 which is approximately equal to the Kentucky average of 39. In Winchester, 55% of the population over 15 years of age are married, 97% speak English and 2% speak Spanish. 76% of Winchester residents were born in Kentucky, 21% were born out of state, 1% were born outside of the United States and 2% were foreign born.