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40 Properties Within 0.5 miles of: 4411 S Prairie, Chicago

4411 S Prairie
Chicago, IL 60653

  • 4 Beds
  • Built In 1888
Price

$299,700

Est Payment
$1,936 / month (details)  
Taxes
$4,167  
Beds
4  
Rooms
8  
Type
Two to Four Units  
Sq. Ft.
n/a  
Lot Size
2312  
Built
1888  
Neighborhood
Bronzeville  
MLS
#12504445
Status
Active (3 days)

Property Description

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!

Property Map

Property Details

Utilities

  • Heating Radiant
  • Cooling
  • Water Public
  • Sewer

Additional Information

Parking
1 Garage Spaces, On Site, Garage Owned, Detached, Garage
Schools
District 1

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

10-27-2025 Listed at $299,700
Last Modified 10/27/25 8:14 AM

Nearby Transportation

  • Bus 3 0.1 mi
  • Bus 43 0.1 mi
  • Bus 29 0.3 mi
  • Bus 47 0.4 mi
  • Bus 39 0.4 mi
  • Bus 24 0.5 mi
  • Bus 4 0.6 mi
  • Bus 15 0.8 mi
  • Bus 51 0.8 mi
  • Bus 2 1.1 mi
  • Bus 35 1.1 mi
  • Bus 44 1.2 mi
  • Bus 1 1.2 mi
  • Bus 31 1.2 mi
  • Green Line 0.1 mi
  • Red Line 0.7 mi
  • I 90 West 0.5 mi
  • I 94 West 0.5 mi
  • I 90 East 0.6 mi
  • I 94 East 0.6 mi
  • I 55 North 2.0 mi
  • I 55 South 2.0 mi
  • I 290 East 4.0 mi
  • I 290 West 4.7 mi
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