Welcome to 2602-2604 W Winona St, a rare and exceptional investment opportunity nestled in the heart of Lincoln Square. Situated on an oversized 50x150 ft lot, this beautifully maintained property features a classic center-entrance brick 4 UNIT BUILDING AND a spacious COACH HOUSE in the BACK - offering both timeless charm and remarkable versatility. Each unit in the main building includes 2 bedrooms, living and dining rooms, a sunroom, and a full bath. Oak hardwood floors, built-in hutches/shelving, and thoughtful layouts reflect the enduring character of the units, while updates over the years have ensured continued comfort and functionality. The basement provides private storage for each unit along with a shared laundry area equipped with 2 washers and 2 dryers. The 2 story spacious COACH HOUSE in the back (rented for $2650 a month until 4/2027) offers generous living space with 2 bedrooms, an office, 2 and a half baths, and a basement - making it ideal for owner occupancy, extended family, or additional rental income. Outside, the landscaped backyard is a true retreat, featuring a lush garden and patio perfect for relaxing or entertaining. A 2 car garage adds convenience and value. Located on a quiet, tree-lined residential street near Swedish Hospital, this property has been lovingly family-owned for over 28 years. Many updates over the years, ask the listing agent for details but selling As-Is. This is a unique opportunity for investors or those seeking a multi-family living arrangement with classic Chicago charm. Perfect for a live-in owner as well.