$1,200,000
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!
Property Details
Price:
$1,200,000
MLS #:
MRD12689029
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Neighborhood:
chibeverly
Listed Date:
Jun 25, 2026
Finished Sq Ft:
5,000
Year Built:
1927
Schools
School District:
299
Elementary School:
Kellogg Elementary School
Middle School:
Kellogg Elementary School
High School:
Morgan Park High School
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Range Hood
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
1786
Cooling
Small Duct High Velocity, Zoned
Fireplaces Total
2
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Radiator(s)
Interior Features
Built-in Features, Bookcases, Historic/Period Mlwk, Beamed Ceilings, Special Millwork, Separate Dining Room, Paneling, Pantry
Exterior
Architectural Style
Tudor
Community Features
Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Plaster
Garage Spaces
2
Lot Features
Irregular Lot, Landscaped, Mature Trees, Garden
Parking Features
Asphalt, Yes, Garage Owned, Attached, Garage
Parking Spots
2
Parking Total
2
Patio And Porch Features
Patio
Roof
Slate
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$15,925
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Single Family in Chicago as of Jun 27, 2026
2,797
Single Family Listed
67
Avg DOM
237
Avg $ / SqFt
$575,479
Avg List Price
Community
- Address8844 S Pleasant Avenue Chicago IL
- CityChicago
- CountyCook
- Zip Code60643
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Property Summary
- 8844 S Pleasant Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60643. It is listed for $1,200,000 and features 5 beds, 6 baths, and has approximately 5,000 square feet of living space, and was originally constructed in 1927. The current price per square foot is $240. The average price per square foot for Single Family listings in Chicago is $237. The average listing price for Single Family in Chicago is $575,479. To schedule a showing of MLS#mrd12689029 at 8844 S Pleasant Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
8844 S Pleasant Avenue
Chicago, IL





