This stunning 5-bedroom + den, 3.5-bath residence on a picturesque tree-lined street in coveted West Town offers the perfect blend of luxury, functionality, and versatility. Thoughtfully designed with a sought-after floor plan, this exceptional home features 3 spacious bedrooms and 2 full baths on the second level, along with expansive living and entertaining spaces across the main and lower levels. Step inside to find rich hardwood floors, soaring ceilings, three gas fireplaces, skylights, and custom built-ins that create a warm yet sophisticated atmosphere throughout. The main level is perfectly tailored for both everyday living and entertaining, featuring a formal living room, elegant dining room, and a flexible den/office/playroom with pocket French doors. The expansive eat-in kitchen serves as the heart of the home with stainless steel appliances, granite countertops, an oversized island, abundant cabinetry, and seamless flow into the sun-filled breakfast nook and family room overlooking the backyard and deck. A separate foyer and stylish powder room complete the level. Upstairs, the luxurious primary suite is a true retreat, offering a cozy sitting area, fireplace, dual closets, and a spa-inspired bath with double vanity, Jacuzzi tub, and separate shower. The second bedroom is truly one-of-a-kind, featuring soaring ceilings, three walls of custom built-in bookcases, a fireplace, and access to a charming east-facing balcony. A third bedroom, full guest bath, second-floor laundry, and abundant storage complete the upper level. The finished lower level offers exceptional flexibility with its own private entrance, full kitchen, spacious living area, two additional bedrooms, full bath, second washer/dryer, dedicated HVAC system, and ample storage-ideal for multigenerational living, guest quarters, live-in investment potential (Airbnb), or an in-law arrangement. Outdoor living is equally impressive with two decks, lush green space, and professionally landscaped grounds perfect for entertaining or relaxing. A two-car garage completes this incredible home. Ideally located near the 606 Trail, parks, playgrounds, grocery stores, transportation options, and some of the neighborhood’s most popular dining and shopping destinations, this home offers the best of city living with a true neighborhood feel. Hard to find in this market, this is an exceptional opportunity to own a highly versatile home in one of Chicago’s most desirable neighborhoods.