1320 W Grenshaw Street 2 Experience sophisticated urban living in this exceptional 3-bedroom, 3-bathroom duplex up condo offering approximately 2, 200 square feet of thoughtfully designed living space in the heart of Chicago's historic and vibrant Little Italy neighborhood. Blending timeless finishes with modern updates, this expansive residence delivers the perfect balance of comfort, style, and functionality. The sun-filled main level showcases rich hardwood flooring (refinished in 2022) soaring 25' vaulted ceilings, a spacious living room with a cozy gas fireplace, a separate dining area, and an impressive updated kitchen designed for both everyday living and entertaining. Featuring high-end stainless steel appliances, including a new KitchenAid refrigerator (2024) and Blue Star oven (2025), a large island, coffee bar, wine refrigerator, and abundant cabinetry, the kitchen is both beautiful and highly functional. The versatile floor plan includes three generously sized bedrooms, three full bathrooms, and a loft that offers flexible space for a home office or reading nook. The luxurious primary suite is complemented by a beautifully updated primary bathroom, creating a private retreat within the home. One of the property's most remarkable features is the spectacular, 1, 200-square-foot rooftop deck (new composite decking 2022) offering panoramic city and downtown skyline views that are truly unmatched!. A detached garage parking space is included, and the self-managed, two-unit building offers low monthly assessments. Conveniently situated near Rush University Medical Center / Illinois Medical District, UIC, and the West Loop. Taylor Street restaurants (Rosebud, Chez Joel, Tuscany) are around the corner with beautiful Arrigo Park two blocks away for weekend picnics and playing with your dog. Blue and Pink Line CTA access gets you to the Loop in 3 stops. Need to commute to the south or western suburbs? You can be on 290 or 90/94 in minutes! Enjoy the best Chicago has to offer in this beautifully updated condo that offers an outstanding combination of a convenient, central location, generous living space, premium finishes, and unforgettable skyline views.