Step into the timeless charm of this beautifully maintained historic home featuring 4 bedrooms, 1.5 baths, a formal dining room, living room, laundry room, and charming library with built-in bookshelves and pocket doors. Original heart pine floors, soaring ceilings, a winding staircase, and five decorative fireplaces showcase the home's historic craftsmanship, while updates provide modern comfort. Recent improvements include a new HVAC system, new sewer lines, plumbing updates, interior paint, refinished flooring, bathroom tile updates, and granite countertops. This home is move-in ready with major updates completed. Enjoy relaxing on the wraparound front porch or entertaining in the fenced backyard. The property offers a private driveway and street parking too. Conveniently located near Main Street Winchester and a quick commute to Lexington. Very close to shopping, parks, and amenities. If you've been searching for a home with timeless charm and room to grow, this one is a must-see!