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    1 home
      1 home available
      4411 S Prairie Avenue, Chicago, IL 60653
      NEW 6 hrs ago
      4411 S Prairie Avenue, Chicago, IL 60653
      $299,700
      4beds
      sqft
      0.05acres
      Multi Family for Sale

      4411 S Prairie Avenue, Chicago, IL 60653

      Listing by: Manifest Homes Corporation
      1 - 1 of 1 results
      © 2025 Mainstreet REALTORS® All Rights Reserved.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Chicagoland Homes
      4411 S Prairie Avenue, Chicago, IL 60653
      4411 S Prairie Avenue, Chicago, IL 60653
      4411 S Prairie Avenue, Chicago, IL 60653
      4411 S Prairie Avenue, Chicago, IL 60653
      4411 S Prairie Avenue, Chicago, IL 60653
      4411 S Prairie Avenue, Chicago, IL 60653
      NEW 6 hrs ago
      $299,700
      4beds
      full,half bath
      sqft
      0.05acres

      4411 S Prairie Avenue, Chicago, IL 60653

      Multi Family for Sale by Henry JonesManifest Homes Corporation.

      Data checked -. Listing last updated 6 hours ago.
      1. Overview
      2. Details
      3. More 

      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!

      Internet Serviceability
      Details
        Property type
      Residential Income
        Year built
      1888
        Heating
      Radiant
        Cooling
        Total rooms
      8
        Garage
      Yes (1 space)
        Parking spots
      1
      MRD12504445
      MLS ID
      Active
      Status
      10-27-2025
      On market date
        Laundry features
        Fireplace
      No
        Pets allowed
        Architectural Style
      Other
        Basement
      Unfinished, Full
      Interior features
      Exterior features
      Lot features
      Appliances included
      Construction materials
      Brick
      Monthly taxes
      $347
      Yearly taxes
      $4,167
      Community Features
      -
      School district
      Intermediate Service Center 1
      Schools
      -
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Henry Jones
      Henry Jones
      Designated Managing Broker, Manifest Homes Corporation
      Direct 
       
      Location
      Head east on E 44th St toward S Prairie Ave, Turn right onto S Prairie Ave
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      4411 S Prairie Avenue, Chicago, IL 60653, is a 4 bedroom Multi Family built in 1888. This property is currently available for sale and was listed on Mainstreet REALTORS® on 10-27-2025. The MLS# for this Multi Family is MLS# MRD12504445.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025 Mainstreet REALTORS®