Rarely available and full of potential! This expansive 2-bedroom (with the ability to convert to 3), 1.5-bath (potential for 3) duplex condo in the historic Cloister of Wicker Park offers endless possibilities to customize and add value. Originally two separate apartments, it has been reimagined into a spacious and flexible layout with multiple configuration options. The main level features two generous living areas, a dedicated dining space that accommodates any size table, and a half bath that can easily be converted back to a full bath or used as a laundry room, as plumbing and hookups are already in place. Additionally, the large family room can be transformed into a third bedroom if desired. The lower level boasts two oversized bedrooms, an open landing area ideal for an office, gym, or flex space, and an opportunity to create a luxurious primary ensuite bath, as plumbing and a double vanity setup are already in place. A second furnace, utility sink, and additional storage space could seamlessly be converted into a full ensuite bath, making this a true 3-bed, 3-bath home. Tucked in a quiet back corner of the building, this unit offers both a shared front patio and a private rear deck-perfect for entertaining or relaxing. While the home includes in-unit washer/dryer hookups on the main level, residents also have convenient access to a shared laundry room just steps away on the lower level. Located in a picturesque courtyard building, just one block from the Blue Line and the bustling North/Damen/Milwaukee intersection, this home offers unbeatable access to Wicker Park's top restaurants, trendy boutiques, and vibrant nightlife. Rental parking options are available within a short walk (parking not included with the unit). With its prime location, spacious layout, and the ability to make custom updates, this home presents an incredible opportunity to invest in one of Chicago's most sought-after neighborhoods-enhance the space with minor cosmetic work and watch your equity grow!