Welcome to 801 S High St, a rare opportunity in the heart of historic downtown Winchester. Ideally located just off the Winchester Square, this charming property offers the perfect blend of small-town character and everyday convenience—only minutes from Tims Ford Lake and its renowned outdoor recreation. The main residence features three comfortable bedrooms with a functional layout designed for easy living. A standout feature of this property is the separate mother-in-law suite, thoughtfully connected by a deck—ideal for multi-generational living, guest accommodations, or added flexibility for today’s lifestyle needs. Enjoy walkable access to downtown shops, dining, and local events, while still being close to boating, fishing, and waterfront enjoyment. This unique setup and prime location make 801 S High St a truly special offering in one of Winchester’s most desirable areas.