Recently Listed Open House 6/28 1pm - 4pm
8844 S Pleasant Avenue
Chicago, IL, 60643 $ 1,200,000
Bedrooms5 Baths4.2 Sq 5,000 Monthly Estimate*
$ 7,577
for $1,200,000 with 5 bedrooms and 4 full baths, 2 half baths. This 5,000 square foot home was built in 1927.
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!
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Open House
6/28/2026 1:00 PM - 4:00 PM
8844 S Pleasant Avenue Chicago, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 5000
Sewer Public Sewer
Heating Natural Gas Forced Air Radiator(s)
Cooling Small Duct High Velocity Zoned
Possession Closing
Roof Slate
Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Disposal Range Hood
Garage Spaces 2
Association Fee Includes None
Architectural Style Tudor
Construction Materials Brick Plaster
Year Built 1927
Township South Chicago
Tax Year 2024
Ownership Fee Simple
Community Features Park Tennis Court(s) Curbs Sidewalks Street Lights Street Paved
Additional Parcels Description 25061050040000
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Total Rooms 14
Full Baths 4
Status New
Directions WEST on 95th St NORTH on Damen WEST on 94th St NORTH on Hamilton EAST on Pleasant to 8844
High School Morgan Park High School
City Chicago
High School District 299
MLS Area CHI - Beverly
Elementary School Kellogg Elementary School
Tax Annual Amount 15924.92
Middle/Junior High School Kellogg Elementary School
Additional Parcels Y/N Y
Virtual Tour https://real.vision/8844-south-pleasant-avenue?o=u
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
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InteriorInterior Amenities Built-in Features Bookcases Historic/Period Mlwk Beamed Ceilings Special Millwork Separate Dining Room Paneling Pantry
Basement Finished Bath/Stubbed Rec/Family Area Storage Space Full Daylight
Flooring Hardwood
Total Fireplaces 2
Fireplace Features Wood Burning Gas Log
Half Baths 2
Total Bedrooms 5
Below Grade Finished Area 1786
Room Type Breakfast Room Library Office Recreation Room Sitting Room Foyer Bedroom 5 Heated Sun Room Pantry
Total Baths 6
Bedrooms Possible 5
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ExteriorParking Features Asphalt Yes Garage Owned Attached Garage
Lot Features Irregular Lot Landscaped Mature Trees Garden
Water Source Public
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 150 X 148 X 161 X 88
Waterfront Y/N N
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* Excluded FeaturesList By@Properties Christie's International Real EstateBroker
michelepettiford@atproperties.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,577
- Monthly Property Taxes
- $1,327
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chicago, IL
Average List Price $609,027
Percent of Sale Price 49%
About Chicago, IL 2,755,380 Population
-4% Since 2002
$ 53,088 Median Income
36.07 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
1540599 Elementary School
1540599 Middle School
Morgan Park High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/26/2026 | $1,200,000 | | Listed Price |