Nestled on a quiet, tree-lined street in one of Evanston's most desirable residential neighborhoods, this elegant and beautifully maintained two-flat perfectly combines vintage charm with modern comfort. Ideal for an owner-occupant looking to live in one unit while generating income from the other, or for an investor seeking a flexible and income-producing property, this home offers exceptional space, versatility, and long-term value. The first-floor unit, currently vacant and move-in ready, features two spacious bedrooms, separate living and dining rooms with gorgeous original hardwood floors, and a tastefully updated full bathroom with classic black-and-white tile and subway-tiled walls. The bright kitchen includes white shaker cabinetry, granite countertops, stainless steel appliances, and a large walk-in pantry. A heated front sunroom provides the perfect spot for a home office or cozy reading nook. Private laundry for this unit is located in the basement. The second unit, a large duplex spanning the second and third floors, offers five bedrooms, a dedicated office, two full bathrooms, and an expansive living and dining area with hardwood floors throughout. The updated kitchen features granite countertops, shaker cabinets, high-end stainless steel appliances, a central island, and a generous walk-in pantry. The third floor provides a flexible layout, ideal for a family room, media area, gym, or additional bedrooms. This unit also includes its own full-size, in-unit washer and dryer for maximum privacy and convenience. Recent updates include fresh paint throughout the property for a clean, modern feel, along with a new sump pump and drain tiles in the basement. The fully fenced backyard offers a private and secure outdoor space, while the detached 2.5-car garage with automatic opener provides ample parking and additional storage, easily accessed via the rear alley. Located just a short walk from highly rated Washington Elementary School, the brand-new Robert Crown Community Center, parks, playgrounds, CTA transit, cafes, and everyday amenities, this is a rare opportunity to own a turnkey, income-generating property in the heart of Evanston.