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$299,700
New Listing

4411 S Prairie Avenue
Chicago, IL 60653

For Sale|Multi Family|Active
4
Beds
2
Total Baths
1888
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Manifest Homes Corporation
Call Now: 312-767-7744
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312-767-7744
4411 S Prairie Avenue4411 S Prairie Avenue4411 S Prairie Avenue4411 S Prairie Avenue
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INVESTOR SPECIAL: Historic 2-Unit Gem on Massive Lot - Prairie Avenue Unlock the Potential of Chicago History Welcome to a rare opportunity on historic Prairie Avenue! This classic 1888 two-flat sits on an expansive 0.531-acre lot-one of the largest residential parcels in the area-offering incredible upside for the visionary investor ready to transform this property into a cash-flowing asset. Property Highlights: 2 units | 4 BD | 2 BA | 1,872 sq ft Built 1888 - timeless character with solid bones Oversized lot (0.531 acres!) with room for expansion, parking, or outdoor amenities Prime Chicago location near public transit, shopping, dining & parks Priced to move at $299,700 - budget-friendly with room for value-add renovations Why This is a Smart Investment: Strong Rental Income Potential - Two units mean double the opportunity. Live in one, rent the other, or lease both for maximum cash flow. Value-Add Ready - Cosmetic updates to kitchens, baths, and finishes will unlock significant rental or resale value. Exceptional Lot Size - At over half an acre, the development possibilities are virtually limitless in this sought-after neighborhood. Historic Prairie Avenue - Rich in Chicago history and poised for continued revitalization. Get in now while prices are still accessible. Flexible for Multiple Strategies - Perfect for house hackers, buy-and-hold investors, or developers seeking a large-lot opportunity. Location, Location, Location: Situated in a vibrant South Side neighborhood with easy access to downtown Chicago, major highways (I-90/94), CTA Red Line, schools, and all the amenities the city has to offer. Prairie Avenue boasts deep historical roots and strong future growth potential. Perfect For: Real estate investors seeking rental income Live-in landlords seeking lower monthly loan payments. Developers eyeing a rare large-lot opportunity in Chicago The Vision is Yours - The Opportunity is Now. This property is ready for your creative touch. Bring your contractor, your ambition, and your vision-then watch the transformation unfold. Schedule your private showing today!

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Listing Snapshot
Price 
$299,700
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
2
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.05 Acres
Year Built 
1888
MLS® Number 
12504445
Status 
Active
Property Tax 
$4,167
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
9 hours agoListing updated with changes from the MLS®
9 hours agoListing first seen on site
General Features
Acres 
0.05
Garage 
Yes
Garage Spaces 
1
Parking 
On SiteDetachedGarage
Parking Spaces 
1
Property Sub Type 
Multi Family
Style 
Other
Water Source 
Public
Interior Features
Basement 
UnfinishedFull
Heating 
Radiant
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Exterior Features
Construction Details 
Brick
Roof 
Shake
Community Features
MLS Area 
CHI - Grand Boulevard
School District 
1
Township 
South Chicago
Schools
School District
1
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of Manifest Homes Corporation



Based on information submitted to the MLS GRID as of 2025-10-27 10:22 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: 2025-10-27 10:22 PM UTC
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Neighborhood & Commute
Source: Walkscore
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