8844 S Pleasant Avenue

Chicago, IL 60643

Beyond a Home-An Estate with a Story to Tell | Built and designed by the Hetherington Architects in 1927, the home blends architectural significance, captivating historical ownership, and modern livability. Set on an expansive lot with an additional side parcel, this remarkable home encompasses over 5,000 square feet with 5 bedrooms, 4 full and 2 half baths. The home's history is deeply intertwined with some of the most fascinating chapters of Chicago's past. Early owner Oscar Arnold, VP of General Motors, and the property itself played a role in the investigation surrounding the Great Train Robbery of 1928. In 1930, the residence was purchased by John Bain, one of Chicago's most prominent bankers, whose financial empire once included ownership of twelve banks throughout the region. Bain was also known as the personal banker to Al Capone, placing the home at the crossroads of Chicago's banking, business, and cultural history during one of the city's most storied eras. Inside, this residence showcases exceptional craftsmanship and design. Many of its building materials and architectural details mirror those found in the famed Dodge Mansion in Detroit. Timeless elegance unfolds through the grand entertaining spaces and are adorned with original ceiling beams, intricate plasterwork, leaded-glass windows, iron balustrade staircases, and rich architectural detailing. A sun-filled sitting room with dramatic arched windows and wood-paneled library complete with custom built-ins and a wood-burning fireplace, create an atmosphere of warmth and sophistication. The thoughtfully updated kitchen features natural wood cabinetry, stone countertops, stainless steel appliances, a charming breakfast room, an original butler's pantry, and an additional walk-in pantry. Four generously sized bedrooms occupy the main upper level, while a private suite above the attached oversized garage-accessed via a separate staircase-offers ideal accommodations for guests, extended family, a nanny, or a home office. The lower level provides additional flexibility with a recreation room, office, multiple storage areas, workshop space, and laundry facility. Outdoors, the professionally landscaped grounds are framed by original stone walls, a historic horse-entry gate, mature plantings, and inviting terraces designed for entertaining and relaxation. Steeped in history yet perfectly suited for contemporary living, 8844 S. Pleasant Avenue represents a once-in-a-generation opportunity to own one of Beverly's most iconic and storied estates. FUN FACT: House is located within walking distance to the "Original Rainbow Cone" which was also designed by the Hetherington Architects!

Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-06-28 01:38 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-06-28 01:38 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.