1019 N Winchester Avenue unit: 3 Welcome to this stunning Duplex-Up penthouse nestled on a charming tree-lined street in the heart of Wicker Park/East Village! This home is flooded with natural light and has dramatic vaulted ceilings. There are 2 beds/2 baths on the main level floor, and the second level is a versatile open space, ideal as a 3rd bedroom, office, or family room. Recently updated, the home features refinished hardwood floors, fresh paint throughout, and a refreshed kitchen with newly painted cabinetry, stainless steel appliances, and granite countertops. The open-concept layout includes a spacious living room with a cozy fireplace and a defined dining area, perfect for entertaining. Enjoy the luxury of three outdoor spaces - two private rooftop decks and a large back deck - providing skyline views of downtown as well as ample opportunities for hosting outdoors. Both bathrooms have been thoughtfully updated with painted vanities, upgraded shower heads, and faucets. Additional conveniences include side by side in-unit washer/dryer, an extra storage locker, and garage parking, all INCLUDED in the price. Located just steps from Division Street and Chicago Avenue's vibrant hotspots, with easy access to 90/94 highway and public transit, this home offers the perfect blend of modern comfort and unbeatable location!