The median home value in Winchester, KY is $247,500. This is higher than the county median home value of $132,704. The national median home value is $308,980. The average price of homes sold in Winchester, KY is $247,500. Approximately 51% of Winchester homes are owned, compared to 39% rented, while 10% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you're interested in, contact a Winchester real estate agent to arrange a tour today! Learn more about Winchester Real Estate.