4411 South Prairie, Chicago IL 60653
$289,700

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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!

Features & Information

Key Details

  • List Price $289,700
  • Property Taxes $4,167
  • Price/ Sq. Ft. Unavailable
  • Year Built 1888
  • Parking Type Garage
  • Status Price Change

Rooms

  • Total Rooms 8
  • Basement F

Exterior Features

  • Parking

  • Parking Details Garage
  • # of Cars:  1

Building Information

  • Number of Units 2
  • Age of Building 100+ Years
  • Exterior Construction Brick
  • Foundation Slab
  • Heating & Cooling Radiant
  • Units

  • Unit 1 Fireplace-Wood
  • Unit 2 None

Location

  • County Cook
  • Township South Chicago
  • Corporate Limits Chicago
  • Directions to Property Head East On E 44th St Toward S Prairie Ave, Turn Right Onto S Prairie Ave
  • Schools

  • Elementary School District 1
  • Junior High District 1
  • High School District: 1
  • Property Taxes

  • Tax 4167
  • Tax Year 2023
  • Parcel Identification Number 20033100060000

Utilities

  • Sewer Public

Listed by: Manifest Homes Corporation | Phone: 708.813.9059
Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 11/1/2025 11:32 AM. 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.

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