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$1,200,000

8844 Pleasant Avenue, Chicago, IL 60643
5 Beds6 Baths5,580 sqft32 days
8844 Pleasant Avenue·Chicago, IL 60643
5Bedrooms
6Bathrooms
5,580Sq Ft
1927Year Built
About This Home

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!

MLS# 12689029Listed June 25, 2026ResidentialTudor
Property Details

Beds & Baths

Total Bedrooms5
Total Bathrooms6
Full Baths4
Half Baths2
Total Rooms14

Size & Structure

Living Area5,580 sqft
Garage Spaces2
Fireplaces2
Year Built1927
Lot Size150 X 148 X 161 X 88

Location

CountyCook
TownshipSouth Chicago
Zip Code60643

Financial

List Price$1,200,000
Price / Sq Ft$215
Annual Taxes (2024)$15,925
Monthly Tax Est.$1,327
Parcel #25061050060000
Interior Features

Appliances

RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposalRange Hood

Flooring

Hardwood

Heating

Natural GasForced AirRadiator(s)

Cooling

Small Duct High VelocityZoned

Basement

FinishedBath/StubbedRec/Family AreaStorage SpaceFullDaylight

Fireplace

Wood BurningGas Log
Exterior & Lot

Construction

BrickPlaster

Roof

Slate

Foundation

Concrete Perimeter

Patio & Porch

Patio

Lot Features

Irregular LotLandscapedMature TreesGarden
Utilities & Parking

Sewer

Public Sewer

Water Source

Public

Parking

AsphaltYesGarage OwnedAttachedGarage
HOA & Community

HOA Includes

None

Community Features

ParkTennis Court(s)CurbsSidewalksStreet LightsStreet Paved
Schools
Elementary
Kellogg Elementary School
District: 299
Middle School
Kellogg Elementary School
District: 299
High School
Morgan Park High School
District: 299
Tax & Financial
Annual Taxes
$15,925
Tax Year 2024
Monthly Tax Est.
$1,327
per month
Price per Sq Ft
$215
per square foot
Property Location

8844 Pleasant Avenue, Chicago, IL 60643 — Cook County

$1,200,000
$215 / sqft
8844 Pleasant Avenue
5 bd6 ba5,580 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
32 days on market
2-car garage
2 fireplaces
150 X 148 X 161 X 88
$15,925/yr taxes
$7,634
estimated monthly payment
Principal & Interest
$6,307/mo
Property Tax
$1,327/mo
$1,200,000
20% — $240,000
3%50%
6.875%
3%12%
Loan Amount
$960,000
Down Payment
$240,000

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
@properties Christie's International Real Estate
Agent: Michele Pettiford
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Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

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