Welcome to 5406 Kipling Road. A hidden gem in the center of Squirrel Hill. Nestled on a quiet, tree-lined street perfectly positioned between Shadyside and Squirrel Hill, this beautifully maintained almost three thousand square feet stone cottage blends timeless character with thoughtful updates. Featuring four spacious bedrooms and two and a half bathrooms, this home showcases original charm throughout, including stunning hardwood floors, inviting living spaces, and a cozy den perfect for relaxing evenings or a home office setup. The thoughtfully designed layout includes a convenient first-floor powder room, central air conditioning, and abundant natural light throughout. Upstairs, a charming nook with built ins on the second floor creates the perfect space for a private office, reading room, or study area. A brand-new roof installed in April 2026 offers peace of mind, while the meticulously cared-for interiors reflect true pride of ownership. Outside, enjoy a fully fenced backyard ideal for entertaining, pets, or play, along with a rare three-car garage providing exceptional storage and convenience. With an unbeatable location close to shopping, dining, parks, Pitt and Carnegie Mellon University – yet tucked away on a peaceful residential street – this home offers the perfect balance of charm, comfort, and city living. Quick access to Fifth Avenue, Walnut Street, Murray Avenue, and Forbes.