Immediately upon entering this sun-drenched and dramatic 2 bed + loft / 3 bath duplex- up penthouse, you're greeted by nearly 2,000 square feet of beautifully updated living space on a quiet, tree-lined one-way street in the heart of Ukrainian Village. Soaring 20-foot ceilings and stunning two-story windows flood the home with natural light, while a gas fireplace, Juliet balcony, and open-concept layout create the perfect setting for both entertaining and everyday living. The renovated kitchen features white quartz countertops, Carrera marble backsplash, premium KitchenAid appliances including a double oven, and custom cabinet lighting. Hardwood floors run throughout, and the entire home was painted by the current sellers for a crisp, move-in-ready feel. The main level includes two spacious bedrooms, and two full baths, highlighted by a serene primary suite with custom walk-in closet built-ins and a spa-like bath with dual vanity, soaking tub, separate shower, and abundant storage. Upstairs, the loft with ensuite bath offers incredible flexibility as a third bedroom, office media room, or fitness space. Step outside to your private 450 square foot rooftop retreat, newly rebuilt in 2025 and complete with a custom gazebo- an exceptional extension of the home and the perfect place to entertain or unwind above the city. Additional features include a new LG front-loading washer and dryer, detached garage parking included in the price, extra basement storage, and nest thermostats. Just steps from some of Chicago's highest rated restaurants, boutiques and nightlife of Division Street and Chicago Avenue, Mariano's, parks, and easy access to I-90/94, this home combines the best of city living with the comfort and scale of a single- family home.