Nestled on a serene, tree-lined street just blocks from Lake Michigan, this rarely available penthouse duplex offers the perfect blend of luxury, space, and privacy-truly living like a single-family home. Located in an all-brick boutique building, this exquisite residence boasts five incredible outdoor spaces, including a brand-new private rooftop deck with sweeping views of the skyline and Wrigley Field. The sun-drenched, south-facing living room features treetop views and opens to a charming terrace-ideal for morning coffee or evening relaxation. A spacious dining area and a cozy gas-start, wood-burning fireplace complete this inviting space. The chef's kitchen is a culinary dream, outfitted with granite countertops, custom cabinetry, and top-of-the-line appliances including a Sub-Zero refrigerator, Viking range, and Bosch dishwasher. The main level also features two generously sized bedrooms, a full bathroom, and a second private patio. Upstairs, a family room awaits, complete with a built-in wet bar, wine fridge, and ample storage-perfect for entertaining. Just off the family room, another expansive south-facing deck sets the stage for summer BBQs or quiet evenings under the stars. The primary suite offers a spa-like retreat with a whirlpool tub, walk-in shower, dual vanity, and a large walk-in closet. A private terrace off the suite provides the perfect nook for morning relaxation. Take the final staircase to your exclusive rooftop oasis-an entertainer's dream with panoramic views. Additional highlights include garage parking, extra storage, and an unbeatable walkable location close to shops, dining, transit, and the best of Lakeview living.