Happy holidays from 401 S. Chester Street! This expansive, one-of-a-kind residence sits just off the Baltimore waterfront at the crossroads of three iconic neighborhoods, offering an exceptional blend of character, scale, and city amenities—all in a single address. With approximately 3,100 sq. ft., the home was expertly renovated and expanded only a few years ago, featuring stylish, high-end finishes throughout while preserving its historic charm. Inside, you’ll find 3 bedrooms, 3.5 bathrooms, and a host of unique features, including a potential in-law suite or rentable lower-level apartment with private access, plus a generous exterior storage area perfect for bikes and outdoor gear. Even before stepping inside, the exterior sets the stage with grand scale, original marble details, and a distinctive storefront-style window that hints at the thoughtful design within. From the front door, Baltimore’s waterfront glimmers at the end of the street, while Patterson Park—Baltimore’s own “Central Park”—offers sweeping green space, free summer concerts, community events, playgrounds, sports fields, and dog parks. Holy Rosary Church stands just across the street, Johns Hopkins Hospital anchors the backdrop, and the vibrant energy of Canton, the historic charm of Fells Point, and the luxury of Harbor East are all within easy walking distance. Inside, the home immediately sets its tone—warm, dramatic, and unmistakably Baltimore. Wide-plank floors, exposed brick, and soaring raftered ceilings wrap the main level in character, while industrial details blend seamlessly with modern finishes and historic craftsmanship, creating a space that feels cohesive, inviting, and rich with personality. To the right of the foyer, the living area opens with a generous sense of volume. Lofted ceilings, exposed beams, and an original brick wall are anchored by a signature storefront-style window that fills the room with natural light. The result is both cozy and expansive, a natural gathering place where texture, height, and light come together beautifully. To the left of the foyer, the eat-in kitchen impresses with a spacious center island, quartz countertops, a custom marble backsplash, and stainless steel appliances. There is ample room for a full dining setup, while a stylish powder room and coat closet add convenience to the main level. The second floor offers two generously sized owner suites, each with walk-in closets, abundant natural light, and beautifully remodeled en suite bathrooms. A dedicated laundry room on this level makes everyday living effortless. One level up, discover a sun-drenched bonus room wrapped in windows and complete with an industrial-style wet bar. This lofted sunroom opens directly onto a private rooftop deck—recently replaced and covered by a transferable roof warranty—perfect for entertaining, enjoying fireworks or air shows, or relaxing with morning coffee. The fully finished basement adds even more versatility, featuring high ceilings, its own entrance, a living area with wet bar or kitchenette, a full bathroom, and bedroom—ideal for guests, a home office, gym, au pair suite, or income-producing rental. Outside, an additional exterior storage room provides ample space for bikes and gear, and one year of prepaid parking in the nearby church lot is included. Ideally located for Johns Hopkins employees or city lovers alike, 401 S. Chester Street offers walkable access to waterfront paths, shops, restaurants, the water taxi, and everything Patterson Park has to offer, making this one of the most architecturally unique and livable homes in the area.