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Welcome to this beautifully maintained penthouse condo nestled on a quiet, tree-lined street in Chicago's vibrant Humboldt Park neighborhood. Situated on the top floor of a six-unit, 100% owner-occupied building, Unit 3S offers light-filled interiors, thoughtful updates, and two private outdoor spaces that elevate everyday living. Step inside to discover vaulted cathedral ceilings with skylights and gleaming hardwood floors that enhance the open and airy feel of the home. A fireplace anchors the spacious living room, which flows seamlessly into a generously sized kitchen outfitted with abundant cabinetry, stone countertops, and updated appliances. The layout includes two well appointed bedrooms and two full bathrooms, along with in-unit laundry and a dedicated oversized storage area. The association has taken exceptional care of the property, with notable improvements including a three-year-old roof, and recent professional tuckpointing and sealing. The home features two private outdoor spaces on either end of the unit. The front-facing balcony provides a peaceful retreat in the treetops, perfect for relaxing with a morning coffee or enjoying golden hour light in the evening. The larger back deck faces east, offering a functional extension of the living space and a great setting for outdoor dining, entertaining, or catching the summer sunset. Additional highlights include one assigned and secured parking space, low monthly assessments, and a self-managed association with no planned special assessments. The building is pet-friendly, allowing both cats and dogs with no weight or breed restrictions. With its combination of style and space, this home presents a rare opportunity to enjoy top-floor living in a well-run, low-maintenance building. Located just minutes from the heart of Wicker Park, the 606 Trail, and all the dining, coffee shops, and culture that make this area so desirable. Reach out to schedule a private tour.