Presenting one of Drexel Boulevard’s most distinguished estates, a meticulously redesigned three-story masterpiece in Chicago. Originally envisioned by architect Horatio Wilson for Benjamin Bensinger, president of the Brunswick Corporation, this home seamlessly blends its handsome original exterior with a completely reimagined interior. Wilson’s meticulous attention to detail shines through in the ornate tiled gallery floor, grand fireplaces, barrel-domed baroque plaster ceilings, and enduring hardwood flooring throughout. Spanning an expansive 50×200 ft lot, this grand residence offers a spacious interior highlighted by a majestic foyer with a fireplace, a sprawling open-plan first floor boasting 12 ft ceilings, and the potential for up to seven bedrooms across its second and third floors. The main level features a generous living room with bay windows bathing the space in natural light and overlooking Drexel Blvd. The living and foyer seamlessly transition into dining and family rooms adjacent to the all-new white kitchen, complete with island seating, breakfast table space, and a convenient powder room. Step outside to discover a deck and expansive grassy yard, perfect for play and entertaining. Beyond the main house, the property includes a charming rear coach house and a four-car garage with additional space above, ideal for an apartment, home office, gym, or creative studio. The basement offers even more space for recreation and entertainment, featuring a wet bar, wine cellar, exposed brick walls, and a full bath. On the second floor, a gracious primary bedroom suite awaits with his and hers bathrooms, outstanding closet space, and two additional bedrooms connected by a Jack and Jill bath. The third floor unveils another primary suite adorned with gorgeous wood ceilings, detailed windows, an en-suite bathroom, and ample closet space. This level also hosts another bedroom with a bath and a family room leading to a rooftop deck offering panoramic treetop views of the neighborhood. This distinguished residence combines historic charm with modern luxury, offering limitless possibilities and unparalleled space on coveted Drexel Boulevard. Don’t miss this rare opportunity to own a piece of Chicago’s architectural heritage.