Perfectly positioned on a quiet, tree-lined street in the heart of East Village, this exceptional penthouse blends sophisticated design with everyday livability. This home delivers the best of indoor-outdoor city living with 2 beds, 2 baths, a den perfect for a home office or workout space and two incredible private outdoor spaces. The sun-drenched main living space features oversized windows, soaring ceilings, and a custom fireplace that anchors the open-concept layout. The beautifully appointed kitchen is designed for both entertaining and daily life, showcasing custom Unico Italia cabinetry, quartz countertops, a generous breakfast bar, and a premium appliance package including Sub-Zero, Miele, and Bosch. The spacious primary suite is a true retreat with a walk-in closet, private terrace with Trex decking and a beautifully finished spa-inspired bath featuring a steam shower, heated floors, a heated towel bar, double vanity, designer tile, and high-end fixtures. A generously sized second bedroom is complemented by a beautifully updated guest bath with a floating vanity, custom tile, designer lighting, and a Jacuzzi tub. Upstairs, a versatile bonus room with a wet bar creates the perfect home office or workout space before opening to the home's show-stopping rooftop deck. Spanning approximately 1,200 square feet, the freshly refinished rooftop deck is an entertainer's dream, complete with breathtaking skyline views, gas and water hookups, and integrated outdoor speakers. Additional highlights include refinished white oak hardwood floors, built-in speakers throughout, and in-unit laundry. One garage parking space with an EV charger and a private storage room are included. This pet-friendly and investor-friendly home is just moments from the restaurants, boutiques, coffee shops, and nightlife of Division Street, Ukrainian Village, Wicker Park, and West Town, with easy access to downtown and public transportation.