Exceptional opportunity to own a beautifully maintained and thoughtfully updated two-flat on one of Avondale's most desirable tree-lined streets. Whether you're an investor seeking a turnkey income property or an owner-occupant looking for a flexible multi-unit living arrangement, this property offers incredible versatility, thoughtful updates, and future upside. The sun-filled owner's unit lives like a single-family home, spanning the second and third floors and featuring 3 bedrooms, a den, 2 full bathrooms, two separate living rooms, a formal dining room, and in-unit laundry. The attic has been completely transformed into a luxurious primary suite complete with a spacious bedroom, full bathroom, laundry, and an additional living space-creating the perfect private retreat, home office, nursery, or lounge. The first-floor unit offers 2 bedrooms plus a den, a formal dining room, one full bathroom, basement laundry, and a private rear deck, making it an attractive rental or ideal space for extended family. Step outside and enjoy one of the home's most impressive features-a beautifully landscaped backyard with a large patio, perfect for entertaining, grilling, gardening, or simply relaxing on warm Chicago evenings. The property also includes one rear parking space, a valuable convenience in this sought-after neighborhood. It's a truly special outdoor space that's been lovingly cared for over the years. For buyers looking to add even more value, there is potential to duplex the first-floor unit into the basement (buyer to verify feasibility), creating additional living space and increasing future income potential. Perfectly situated in the heart of Avondale, you'll love being just minutes from neighborhood favorites including Brands Park, the Chicago Riverwalk Trail, Sleeping Village, Avondale Bowl, Revolution Brewing's Kedzie Taproom, Loaf Lounge, and an ever-growing collection of acclaimed restaurants, coffee shops, and breweries. Commuting is effortless with easy access to the CTA Blue Line, multiple bus routes, and I-90/94, putting downtown Chicago, Logan Square, and O'Hare all within easy reach. Sunny, spacious, meticulously maintained, and filled with opportunity, this is a rare chance to own a move-in-ready two-flat in one of Chicago's fastest-growing and most desirable neighborhoods. Whether you're looking for a turnkey investment, a flexible owner-occupied property, or a home with room for extended family, 3748 N. Spaulding is a property you won't want to miss.