Nestled on the picturesque Street of Architectural Dreams in the heart of Oak Park's vibrant Frank Lloyd Wright Prairie School of Architecture Historic District, this unique home is a true standout. Designed in 1904 by E.E. Roberts-then a neighbor-for John and Mary Hoggins, the residence embodies classic Prairie School characteristics, including horizontal lines, contrasting brick and stucco elements, grouped windows, a hipped roof, and broad overhanging eaves. A welcoming and deep front porch invites you to take in the beautiful streetscape. Stepping inside, you're immediately greeted by the home's grand scale, with a central foyer featuring a dominant staircase, exquisite woodwork, and a convenient powder room. To the south, the spacious living room spans the entire elevation, highlighted by a charming polygonal bay, ideal for a grand piano, and a fireplace (AS-IS, not used by the current owner). Through double doors on the other side of the foyer, the formal dining room impresses with a gas fireplace flanked by built-in cabinetry-a space designed for entertaining, easily accommodating a large table. Adjacent to the dining room, a sizeable pantry leads into the newly updated kitchen, which connects seamlessly to the mudroom/back porch and the newly fenced-in private backyard. A large family room is tucked just a few steps from the foyer, showcasing beautiful art glass windows overlooking the backyard. For added convenience, the main floor also includes a laundry room. Ascending the grand staircase, the second floor features a wide landing and four generously sized bedrooms. The primary suite has been thoughtfully relocated to the rear of the home, offering a full bath, bedroom, sitting room, and private deck. A spacious hall bath serves the remaining three bedrooms. On the third floor, you'll find the fifth bedroom and a home office, set among the treetops. This level also includes a full bath and ample storage. Back on the main floor, stairs from the kitchen lead to the lower level, where a wide-open recreation room with generous windows awaits. This level also features a sixth bedroom, a full bath, and a basement utility room with a new boiler. Completing this exceptional home is a unique attached garage, large enough to accommodate an SUV with additional storage space. A true gem in a sought-after historic location, this home offers a rare blend of architectural significance, thoughtful updates, and modern conveniences.