Welcome to the thriving and dynamic town of Winchester! Rich in history with a prosperous future, you’ll instantly fall in love with this new age community that has an old-fashioned feel!

Located 20 miles East of Lexington in Central Kentucky, Winchester is in the heart of Daniel Boone Country. The legendary pioneer founded Fort Boonesborough in 1775, and the city of Winchester commemorates the occasion annually during its Daniel Boone Pioneer Festival held during Labor Day weekend.

The city of Winchester features one of the nation's few intact Victorian downtowns, complete with antique shops and restaurants. Downtown Winchester has a splendid blend of richly designed Victorian commercial buildings and handsome modern structures. Main Street, listed on the National Register of Historic Places, is one of the few intact late Nineteenth Century commercial districts in the Commonwealth of Kentucky.

We invite you to come visit and stay! You'll find the citizens of our town are warm and friendly. The area boasts many beautiful, fun, and educational spots all within a day of travel.

So whatever your real estate plans, you can be sure that any investment you make in Winchester is one you and your family will be proud of for years to come!