Nestled on a one-way street in the Southport Corridor, this 5-bedroom, 3-bathroom duplex down offers the space and functionality of a single-family home on an oversized 27' x 183' lot. The main level features separate living and dining areas anchored by a fireplace, flowing into a stunning remodeled chef's kitchen with white quartz countertops, Wolf oven, Sub-Zero refrigerator, and updated lighting. Three bedrooms are located on this level, including the primary suite with a walk-in closet, private rear balcony, and remodeled bath featuring marble tile, heated floors, dual vanity, soaking tub, and separate steam shower. All three bathrooms have been remodeled or updated. The lower level includes 10-foot ceilings, radiant heated floors, a family room with a second fireplace, wet bar, and built-in office area, along with two additional oversized bedrooms and a full bath. A laundry room with side-by-side washer and dryer, utility sink, and storage, plus a mudroom with direct access to the garage, provide everyday convenience. Outdoor spaces include a professionally landscaped private backyard with irrigation and a private garage rooftop deck with Ipe decking, pergola, and electric service. Additional features include all-brick masonry, walnut flooring, custom millwork, two furnaces, garage parking plus exterior tandem parking, and an extra-large private storage unit in the basement. Located within the Blaine Elementary School boundaries and steps to Southport's restaurants, shops, parks, and neighborhood amenities, this home offers flexible living space in West Lakeview. A rare opportunity to enjoy the space of a single-family home with the convenience of condo living in the heart of the Southport Corridor.