O'Neil Property Group
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$649,900
15 Days On Site

4252 N Whipple Street
Chicago, IL 60618

For Sale|Multi Family|Active Under Contract
5
Beds
3
Total Baths
1924
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate
4252 N Whipple Street4252 N Whipple Street4252 N Whipple Street4252 N Whipple Street
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Monthly Payment (Est.)

$2,965
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Classic brick Chicago two-flat offering two spacious 2-bedroom, 1-bath residences plus a finished non-conforming lower level that adds exceptional flexibility and potential. An excellent opportunity for an owner-occupant or investor, the property provides the ability to live in one unit while generating rental income from the other, with the lower level offering additional potential for supplemental income or extended living arrangements, subject to applicable zoning and legal-use requirements. Both conforming units feature generous living and dining spaces, hardwood flooring, abundant natural light, private kitchens, and well-proportioned bedrooms. The upper residence offers a comfortable, open flow with a spacious kitchen, expansive living and dining areas, and additional enclosed porch space. The main-level residence provides equally flexible living space with its own kitchen and private accommodations. The finished basement includes one bedroom, one full bathroom, a full kitchen, and both interior and exterior access. Additional features throughout the property include multiple enclosed porch and bonus spaces, laundry, storage, and plenty of opportunity to update or personalize over time. Outside, the solid brick exterior is complemented by a fenced front yard, mature landscaping, rear patio and green space, creating additional room to enjoy the property beyond the interior. Conveniently located near neighborhood favorites along Kedzie, Irving Park, and Montrose, with easy access to Independence Park, Horner Park, the Brown and Blue Lines, and notable area schools including Lane Tech College Prep, Northside College Prep, and DePaul College Prep. Whether you're looking to house-hack, expand your investment portfolio, or create a flexible multi-generational living arrangement, this two-flat offers space, versatility, and compelling income potential in a well-connected Chicago neighborhood.

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Listing Snapshot
Price 
$649,900
Days On Site 
15 Days
Bedrooms 
5
Inside Area (SqFt) 
N/A
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1924
MLS® Number 
12738930
Status 
Active Under Contract
Property Tax 
$4,036
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
3 days agoStatus changed to Active Under Contract
2 weeks agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Parking 
DetachedGarage
Parking Spaces 
2
Property Sub Type 
Multi Family
Sewer 
Public Sewer
Water Source 
Public
Interior Features
Basement 
FinishedFull
Heating 
Hot WaterSteamBaseboard
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Exterior Features
Construction Details 
Other
Patio And Porch 
Patio
Community Features
Community Features 
ParkLakeCurbsSidewalksStreet Lights
MLS Area 
CHI - Irving Park
School District 
Roosevelt High School
Township 
Jefferson
Schools
School District
Roosevelt High School
Elementary School
Bateman Elementary School
Middle School
Bateman Elementary School
High School
Roosevelt High School
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 2026-09-06 11:44 PM 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: 2026-09-06 11:44 PM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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