Welcome to 5327 Itaska, a standout 3-bedroom Southampton residence in the heart of SOHA, perched on a hill with a spacious covered front porch and second-floor balcony that capture the charm, character, and neighborhood setting buyers love. Offering 1,570 square feet plus a partially finished walk-up lower level, this property blends timeless architectural appeal, functional living areas, and exceptional outdoor enjoyment in one of St. Louis’ most desirable neighborhoods. A gracious foyer opens to bright living and dining rooms accented by stained glass, hardwood floors, oversized south-facing windows, and the classic details that give Southampton architecture its lasting appeal. An old-fashioned telephone nook adds another layer of personality and history. The main level also includes an updated half bath and an inviting kitchen with white cabinetry, butcher block countertops, stainless appliances, and a breakfast room. Upstairs, there are three bedrooms and a full hall bath, including a spacious primary bedroom with French doors opening to the front balcony, an ideal place to enjoy the elevated setting, fresh air, and evening sunsets. The partially finished walk-up lower level adds valuable flexibility and works well as a guest suite, game room, office, or secondary gathering space, along with laundry, storage, and the functionality buyers appreciate. Outside, the fully fenced backyard feels like a true city retreat, complete with an expansive deck for grilling and entertaining, a fire pit, raised garden beds, plum trees, raspberry bushes, and a custom chicken coop installed in 2023. A two-car garage adds everyday convenience and strong practical value. Recent improvements include a new roof and gutters in March 2026, fresh interior paint, a new garage door and refrigerator in 2025, and a stove in 2022. The property has already passed the stringent St. Louis Occupancy Inspection. All of this on a quiet, friendly block with walkable access to Macklind Ave favorites like Russell’s and Clementine’s, plus easy access to Hampton, parks, restaurants, and the everyday conveniences that make this location stand out. A compelling opportunity to own a character-filled Southampton property with charm, updates, outdoor space, a two-car garage, and an outstanding neighborhood lifestyle.