Land with Home for Sale in Winchester, Tennessee

Step into a piece of Winchester history—an iconic Victorian estate on 27 gated acres in the heart of town, complete with a solar-powered home, saltwater pool, and gated privacy. Built in 1900, this 6,500 sq. ft. residence offers timeless character and craftsmanship across 4 bedrooms, 3 full baths, and 2 half baths, yet has been thoughtfully brought into the present with more than $200,000 in recent updates. The original wavy-glass turrets were preserved facing the road, while custom oak double-paned windows, new HVAC, updated electrical, new roofing, and a whole-home water filtration system deliver modern comfort behind the historic façade. Tucked behind a gated entrance, the property feels like a private countryside retreat while remaining just minutes from downtown Winchester’s shopping, dining, and schools. Outside, expansive acreage invites recreation and gardening, anchored by a producing orchard of apple, fig, plum, cherry, blueberry, blackberry, raspberry, grape, and elderberry, all served by an irrigation system. An in-ground saltwater pool sets the stage for entertaining, while a 19kW solar array powers the property by day—an uncommon blend of historic character, energy efficiency, and self-sustainability. The result is a true turn-key estate: the romance of a 1900 Victorian, without the project list that usually comes with it.