There's something timeless about a classic Chicago 2-flat, and this one checks all the boxes. Located on a quiet, tree-lined street in the heart of Andersonville, 5448 N. Glenwood Ave. Sits on an extra-wide lot and offers the perfect balance of vintage charm and modern updates. Original hardwood floors, decorative fireplaces, and stained-glass windows preserve the home's historic character, while the updated kitchens and bathrooms provide comfort and ease for today's living. Each spacious 3-bed, 1-bath unit features bright sunrooms and central A/C to keep you comfortable during those hot Midwest summers. The basement includes shared laundry, extensive storage, and flexible space with potential for a duplex-down conversion. Outside, a beautifully landscaped yard with a firepit sets the stage for relaxing mornings or summer gatherings. And for an added feature a rare 3-car brick garage, a true luxury in the city. All of Andersonville's best is just steps away, from award-winning restaurants and local boutiques to the vibrant energy of historic Clark Street. With easy access to public transit, Lake Michigan, and Lakeshore Drive, this is a prime opportunity to live or invest in one of Chicago's most sought-after neighborhoods.