**Multiple offers received , highest and best due 4/12 by 8pm**Beautifully updated 3,500 sq ft residence situated on one of the most picturesque, tree-lined blocks in the Lakeview/Roscoe Village area. Located on Henderson Street, complete with a landscaped parkway and butterfly garden, this home offers a rare blend of timeless architectural charm and refined modern convenience, all enhanced by an abundance of natural light throughout. The main level presents a gracious foyer, expansive living and dining spaces, and a striking stained-glass window that adds warmth and character. The show stopping chef's kitchen fully renovated (2022) serves as the centerpiece of the home, featuring an impressive 5' x 10' quartz island, premium Bosch appliances with double ovens and induction cooktop, custom cabinetry, updated hardwood flooring, designer lighting, and a Zephyr wine refrigerator. A dedicated dining area provides both functionality and flow for everyday living and entertaining. The upper level offers two generously sized bedrooms, each with en-suite baths. The primary suite includes a walk-in closet, private deck, and a spa-inspired bath with heated marble floors, steam shower, and a Victoria + Albert soaking tub. A third bedroom with its own bath offers flexible use for guests, home office, or additional living space. The finished lower level expands the home's livability with a large recreation room, hybrid plank flooring, built-in cabinetry with quartz countertops, laundry room, and powder room. Extensive recent improvements include a tankless water heater (2023), HVAC systems (2022 & 2024), updated AC lines, sump and ejector pumps with backup, rebuilt decks, cedar privacy fence with sliding gate, and refreshed landscaping. Hardwood floors have been refinished throughout, complemented by custom closet systems and window treatments. Secured gated parking . Ideally located near neighborhood parks, the boutiques and restaurants of Roscoe Village and the Southport Corridor, and convenient access to the Paulina Brown Line.