Welcome to your exclusive oasis of sophistication and comfort nestled in the heart of Downtown Woodstock! This timeless gem, built Circa 1910, seamlessly blends classic charm with modern luxury. Boasting 3 bedrooms and 3 full baths, plus a versatile office or flex space, this home offers ample room for living and entertaining. Upon arrival, be greeted by the grandeur of timeless architecture and impeccable craftsmanship including heart of pine hardwood floors. Front porch is the perfect backdrop for autumn pumpkins and watching hometown parades while drinking your favorite beverage on this idyllic street! The expansive concrete driveway with a paver apron and two paver sidewalks adds to the curb appeal while providing ample parking space. Inside, custom-designed built-in casework in living room, primary bedroom, primary bathroom, and office elevate the home's character and functionality. Enjoy the beauty of all seasons from the recently added sunroom, equipped with Locintina folding doors, wood-burning fireplace, skylights, and gas lanterns. Entertain guests in style with Viking appliances in the spacious kitchen, or cozy up by one of the three other fireplaces scattered throughout the home. Step outside into your own 1 acre+, private oasis featuring an in-ground heated pool, perfect for year-round enjoyment or escape to the outside shed equipped with electric and plumbing, designed as a man cave or she shed, for some quiet relaxation. Immerse yourself in this timeless home and soak in the historic ambiance while being conveniently located near shopping, restaurants, entertainment, and the renowned Northside Amphitheatre. Don't miss the opportunity to own this extraordinary piece of history with all the modern comforts. Schedule your showing today and experience Downtown Woodstock living at its finest!