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    Cook County, IL Duplexes for Sale

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    Chicago, IL Springfield, IL Hoffman Estates, IL
    447 results
    Updated Mixed-Use Building and Land
    $439,900
    0.37 Acres

    Updated Mixed-Use Building and Land

    4039 147th Street, Midlothian, IL 60445

    Updated mixed-use property with vacant land in Midlothian.

    • Fully leased, income‑producing mixed‑use building with additional vacant lot.
    • Located in the heart of the Midlothian business district with high traffic exposure.
    • Vacant corner lot suitable for development by a national tenant (Starbucks, Dunkin Donuts, etc.).
    • Over $100,000 in recent updates, including new tuck pointing and water heaters.
    • Includes a spacious hair salon, apartment unit, and 15 parking spaces.
    Updated: Mar 25
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    East Garfield Park Multifamily Opportunity
    $620,000
    0.07 Acres

    East Garfield Park Multifamily Opportunity

    3248 W Maypole Avenue, Chicago, IL 60624

    Two-unit building with buildable lot near downtown Chicago.

    • Income‑generating 2‑unit building in East Garfield Park, with potential for a 3rd unit.
    • Includes an extra buildable lot (50x125) for additional development potential.
    • First‑floor duplex features 4 bedrooms and 2 primary suites with en suite bathrooms.
    • Recent improvements include a newer roof, gutters, furnaces, tuckpointing, and garage.
    • Second‑floor unit features a cathedral dome ceiling and open‑concept layout.
    Updated: Apr 15
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    Mixed-Use Building with Residential Space
    $549,900
    0.07 Acres

    Mixed-Use Building with Residential Space

    Mixed-use brick building with retail/office and residential rental unit.

    5110 W Fullerton Avenue, Chicago, IL 60639
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    Humboldt Park Two-Flat Investment Opportunity
    $400,000
    0.07 Acres

    Humboldt Park Two-Flat Investment Opportunity

    Well-maintained Chicago two-flat with income potential in Humboldt Park.

    956 N TRUMBULL Avenue, Chicago, IL 60651
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    Renovated 2-Unit Investment Property
    $349,900
    0.06 Acres

    Renovated 2-Unit Investment Property

    Fully renovated 2-unit property in eastern Austin neighborhood, Chicago.

    4844 W Rice Street, Chicago, IL 60651
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    Mixed-Use Building in High-Traffic Area
    $499,900
    0.07 Acres

    Mixed-Use Building in High-Traffic Area

    Mixed-use property with commercial space and residential units in Chicago.

    5039 W Diversey Avenue, Chicago, IL 60639
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    Well-Maintained Two-Unit Property
    $375,000

    Well-Maintained Two-Unit Property

    Two-unit property in Chicago's Park Manor neighborhood.

    7148 S Eberhart Avenue, Chicago, IL 60619
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    Oak Park Multifamily Income Property
    $640,000

    Oak Park Multifamily Income Property

    Two-unit property with income potential in prime Oak Park location.

    526 N Lombard Avenue, Oak Park, IL 60302
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    Contemporary Multifamily Property in Chicago
    $850,000

    Contemporary Multifamily Property in Chicago

    Move-in ready duplex in West Loop, ideal for investors.

    2832 W WILCOX Street, Chicago, IL 60612
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    Renovated Pullman Historical Park Rowhouse
    $304,900

    Renovated Pullman Historical Park Rowhouse

    Rare, renovated 2-flat in Pullman National Historical Park.

    11412 S Saint Lawrence Avenue, Chicago, IL 60628
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    Bridgeport Multi-Family Opportunity
    $545,000

    Bridgeport Multi-Family Opportunity

    Two buildings with updates in prime Chicago location.

    3841 S Lowe Avenue, Chicago, IL 60609
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    Gladstone Park Two-Unit Building
    $830,000

    Gladstone Park Two-Unit Building

    Well-maintained two-unit building in Chicago's desirable Gladstone Park neighborhood.

    5728 N McVicker Avenue, Chicago, IL 60646
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    Well-Maintained Brick 2-Flat in Chicago
    $345,000

    Well-Maintained Brick 2-Flat in Chicago

    Spacious 2-flat in Auburn Gresham, perfect for owner-occupant or investor.

    8004 S May Street, Chicago, IL 60620
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    Chicago Brick Two-Unit Building
    $799,000

    Chicago Brick Two-Unit Building

    Immaculate two-unit building with spacious apartments and ample storage.

    5805 N Merrimac Avenue, Chicago, IL 60646
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    Logan Square Two-Unit Property
    $975,000

    Logan Square Two-Unit Property

    Rehabbed two-unit property in Logan Square near The 606 trail.

    3806 W Armitage Avenue, Chicago, IL 60647
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    All-Brick Two-Flat Near Smith Park
    $749,900
    0.07 Acres

    All-Brick Two-Flat Near Smith Park

    Well-maintained two-flat with modern amenities and convenient location.

    2642 W Superior Street, Chicago, IL 60612
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    Berwyn Multifamily Property Near Train
    $549,900

    Berwyn Multifamily Property Near Train

    Two-unit property with vintage details, close to transportation.

    3109 Clarence Avenue, Berwyn, IL 60402
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    Gut-Rehabbed Chicago Two-Flat For Sale
    $389,999

    Gut-Rehabbed Chicago Two-Flat For Sale

    Completely renovated two-unit property with income potential in Chicago, IL.

    7830 S Marshfield Avenue, Chicago, IL 60620
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    Remodeled Chicago Multi-Family Property
    $679,500

    Remodeled Chicago Multi-Family Property

    Remodeled brick 2-flat in Belmont Cragin neighborhood.

    5029 W ALTGELD Street, Chicago, IL 60639
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    Renovated Greystone Duplex Investment Opportunity
    $449,999

    Renovated Greystone Duplex Investment Opportunity

    Fully renovated 2-unit Greystone near Carpenter Park in Chicago.

    6008 S Carpenter Street, Chicago, IL 60621
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    Two-Unit Brick Building in Chicago
    $324,500
    0.09 Acres

    Two-Unit Brick Building in Chicago

    Well-maintained two-unit building with income potential in Chicago.

    5632 S Wabash Avenue, Chicago, IL 60637
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    Renovated Chicago Multi-Unit Property
    $799,000
    0.07 Acres

    Renovated Chicago Multi-Unit Property

    Renovated 2-unit property with non-conforming garden unit in Chicago.

    7508 W Devon Avenue, Chicago, IL 60631
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    Roscoe Village Investment Opportunity
    $850,000
    0.06 Acres

    Roscoe Village Investment Opportunity

    Three-unit building with bar, apartments, and licenses included.

    3243 N Western Avenue, Chicago, IL 60618
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    Park Ridge Two-Flat Investment
    $699,900

    Park Ridge Two-Flat Investment

    Two-unit property in prime location with upside potential.

    863 N Northwest Highway, Park Ridge, IL 60068
    View details

    Cook County, IL Duplexes Investment Opportunities Market Analysis

    Explore 447 duplexes for sale in Cook County, IL, showcased through 447 active listings on our real estate platform. These investment opportunities span a total of 165,444,961 square feet of properties for sale, with an estimated market value of $55,534,147.

    Sale prices for duplexes in Cook County, IL start at $40,000, averaging $417,549, and reaching up to $1,299,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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