Nestled on one of East Nashville's most picturesque streets, you'll find the epitome of charm and modern convenience in the historic Jackson Park neighborhood! A timeless renovation on this Cape Cod style home offers the perfect blend of classic architecture and contemporary amenities. This home is situated on a double lot, and the owners strategically purchased the vacant lot next door which is included in this sale. Indulge your culinary passions in the chef's kitchen with double islands, a sub-zero fridge, and JennAir appliances. The seamless design flows effortlessly into two separate entertaining areas, even extending into an expansive outdoor oasis. You'll also find an oversized primary suite, custom built ins, Pella sliding doors, a fully fenced backyard, brick walkways, a detached two car garage, & a gym. Convenient to the local businesses, renowned restaurants, and vibrant community that defines this beloved neighborhood, 1222 Winding Way is the one you've been waiting for.