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8844 S Pleasant Avenue

Chicago, IL 60643
  • $1,200,000
  • STATUS: Active Under Contract
  • MLS #: 12689029
Under Contract
UPDATED: 146 min ago
$1,200,000
  • 5
    BEDS
  • N/A
    ACRES
  • 4
    BATHS
  • 2
    1/2 BATHS
  • 5,000
    SQFT
  • $240
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1927
County:

School Information

Elementary School:
Middle School:
School District:
299

Description

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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© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or RE/MAX IMPACT.

Based on information submitted to the MLS GRID as of 2026-08-11T23:04:41.43 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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8844 S Pleasant Avenue Chicago, IL 60643

  • Price: $1,200,000
  • Status: Active Under Contract
  • On Site: Days
  • Updated: 146 min ago
  • MLS #: 12689029
5
Beds
4
Baths
2
½ Baths
N/A
Acres
5,000
SQFT
$240
$/SQFT
1927
Built
Neighborhood:
Chi - Beverly
County:
Cook
Area:
Chi - Beverly
Elementary School:
Kellogg Elementary School
Middle School:
Kellogg Elementary School
High School:
Morgan Park High School
School District:
299
Property Description
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!
Exterior Features

Architectural Style Tudor Foundation Details Concrete Perimeter Is Parking Included In Price Yes Lot Features Irregular LotLandscapedMature TreesGarden Lot Size .25-.49 Acre Parking Features AsphaltYesGarage OwnedAttachedGarage Parking Total 2 Roof Slate Types 2 Stories Waterfront YN No

Interior Features

Appliances RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposalRange Hood Approximate Finished Sq Ft 5580 Basement Bathrooms YN Yes Basement Details FinishedBath/StubbedRec/Family AreaStorage SpaceFullDaylight Basement Sqft 1786 Bedrooms Below Grade 0 Bedrooms Total 5 Below Grade Finished Area 1786 Cooling Small Duct High VelocityZoned Dining Room Separate Fireplace Features Wood BurningGas Log Fireplace Location Living RoomDen/Library Fireplaces Total 2 Flooring Hardwood Heating Natural GasForced AirRadiator(s) Interior Features Built-in FeaturesBookcasesHistoric/Period MlwkBeamed CeilingsSpecial MillworkSeparate Dining RoomPanelingPantry Main Sq Ft 1864 Room Type Breakfast RoomLibraryOfficeRecreation RoomSitting RoomFoyerBedroom 5Heated Sun RoomPantry Rooms Breakfast Room (Main) Library (Main) Office (Basement) Recreation Room (Basement) Sitting Room (Main) Foyer (Main) (N/A) Bedroom 5 (Second) Heated Sun Room (Main) Pantry (Main) Bedroom 2 (Second) Bedroom 3 (Second) Bedroom 4 (Second) Dining Room (Main) Family Room (N/A) Kitchen (Main) Laundry (Lower) Living Room (Main) Master Bedroom (Second) Rooms Total 14 Total Sq Ft 3794 Unfinished Sqft 5580 Upper Square Feet 1930

Property Features

Additional Parcels YN Yes Age 91-100 Years Assessor Square Footage 3640 Association Fee Frequency Not Applicable Association Fee Includes None Built Before1978 YN Yes Community Features ParkTennis Court(s)CurbsSidewalksStreet LightsStreet Paved Contingency Attorney/Inspection Continue To Show Yes Corporate Limits Chicago Currently Leased No Disability Access And Or Equipped No General Information Commuter TrainHistorical District Master Association Fee Frequency Not Required Mls Actual Status Contingent New Construction YN No Ownership Fee Simple Rebuilt YN No Rural No Sewer Public Sewer Special Listing Conditions None Tax Annual Amount 15924.92 Tax Year 2024 Township South Chicago Type Detached Single Water Source Public

Listing courtesy of © 2026 Midwest Real Estate Data LLC as distributed by MLS GRID.
Listing provided courtesy of @properties Christie's International Real Estate: 630-230-0500.



© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or RE/MAX IMPACT.

Based on information submitted to the MLS GRID as of 2026-08-11T23:04:41.43 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Digital Millennium Copyright Act
 
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