Amazing penthouse condo! This is the one you've been waiting for! Welcome to a truly rare condominium, perfectly positioned on one of the most charming streets in Uptown/Sheridan Park. Built in 1912, this architectural gem sits on an expansive 50' x 165' lot, offering nearly 2,200 square feet of single-level living with 3 bedrooms, a den, and a sunroom. Freshly updated and move-in ready, the home boasts a flowing floor plan with oversized rooms-ideal for both everyday living and grand entertaining. From the moment you arrive, the property impresses. Lush landscaping frames the entrance, leading you into a gracious foyer that anchors the home. The 20' x 14' living room features a wood-burning fireplace, custom glass-paneled built-ins with beadboard accents, and original stained-glass windows that bathe the space in southern light. Just beyond, an expansive den with a closet easily doubles as a fourth bedroom. Off the front of the home, a spectacularly large sunroom enclosed with French doors provides limitless options-dual offices, a yoga studio, playroom, workout space... whatever you can imagine. At the heart of the home, the serene primary suite offers a peaceful retreat with four closets and an updated bath featuring classic white tile, designer lighting, and updated fixtures. The formal dining room is pure elegance-seating eight comfortably, framed by a south-facing picture window and original built-in hutch. Two additional bedrooms include one with an en-suite bath featuring a clawfoot tub, hexagonal tile flooring, and pedestal sink, while the other includes a half bath and closet-perfect for a guest room or office. The spacious kitchen seamlessly blends old and new with brand-new KitchenAid stainless appliances, quartz counters and backsplash, and an early 1900s built-in hutch as a feature wall. A large covered deck extends the living space outdoors, perfect for morning coffee or evening wine. The backyard is an entertainer's dream: stone pavers, cafe lighting, bench seating, and lush landscaping create a magical retreat. All this, just a short walk to the lakefront, the Red/Purple Line, Sheridan Park's historic charm, and countless restaurants with alfresco dining. Additional amenities include garage parking, a massive storage room, and the option for a second garage space and a second extra large storage room. One garage space included in price. Second garage space available for purchase.