Oakwood Estate

Oakwood Estate is a historic residence in Winchester, Kentucky, built on a raised basement with Greek Revival architectural features. The property includes decorative stone fencing and retains its original structural elements from the early 1800s.

The property was established in 1820 when Alpheus Lewis Sr. inherited portions of his family's landholding in the region. He subsequently developed a wine business operation that formed the economic foundation for the estate.

The property shows how prosperous landowners lived in early Kentucky through its architectural choices and preserved interior elements. The design reflects the daily habits and values of that era.

The building is in significant decline, which limits access to interior spaces and tours. Visitors should expect restricted exploration and be aware of structural concerns when visiting the property.

Behind the stone rail fence lie the burial sites of Alpheus Lewis Sr. and his wife Theodosia. Their graves mark a direct connection between the family and this location of their legacy.

Location: Kentucky

GPS coordinates: 38.07556,-84.11500

Latest update: December 14, 2025 14:43