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    Chicago, IL Duplexes for Sale

    409 results
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    Spacious Chicago Two-Unit Property
    $400,000

    Spacious Chicago Two-Unit Property

    5454 W Parker Ave, Chicago, IL 60639

    Two-unit property with flexible living and investment potential.

    • Multi‑unit property ideal for multi‑generational living or rental income.
    • Finished lower level with exterior access, two bedrooms, bathroom, kitchen, and living area.
    • Exterior parking for up to three cars.
    • Main level features hardwood floors and a versatile rear addition.
    • Convenient location near Cragin Park, CTA transportation, and approximately 2 miles to the Metra.
    Updated: Feb 5
    View details
    Norridge Two-Unit Multifamily Property
    $799,000
    0.11 Acres

    Norridge Two-Unit Multifamily Property

    4532 N Nottingham Ave, Norridge, IL 60706

    All-brick two-unit property in a desirable Norridge location.

    • Completely renovated in 2016 with permits, including new plumbing, electrical, HVAC, windows, and more.
    • Two units: a 4BR/3BTH duplex down and a 3BR/2BTH unit.
    • All‑brick 2‑flat building with a 2‑car garage and long side driveway.
    • Each unit features a formal dining room, washer/dryer hook‑up, and central air.
    • Includes stainless steel appliances, hardwood floors, and updated kitchens and bathrooms.
    Updated: Feb 5
    View details
    Renovated Two-Flat on Oversized Lot
    $547,900

    Renovated Two-Flat on Oversized Lot

    Legal two-flat in Clearing with recent renovations and modern amenities.

    6559 S Kilpatrick Ave, Chicago, IL 60629
    View details
    Chicago Multifamily Investment Opportunity
    Pending
    $185,000

    Chicago Multifamily Investment Opportunity

    Two-unit building in Chicago's New City neighborhood, ideal for investors.

    4936 S Hermitage Ave, Chicago, IL 60609
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    Cash-Flowing Two-Unit Investment Property
    $125,000

    Cash-Flowing Two-Unit Investment Property

    Fully occupied Riverdale duplex generating immediate income with upside potential.

    13827 S Wentworth Ave, Riverdale, IL 60827
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    Chatham Two-Flat with Parking
    $285,000

    Chatham Two-Flat with Parking

    Two-flat in Chatham neighborhood with parking and convenient location.

    824 E 89Th Pl, Chicago, IL 60619
    View details
    Chicago Two-Flat with Renovation Potential
    $640,000

    Chicago Two-Flat with Renovation Potential

    Classic Chicago two-flat in Old Irving Park neighborhood.

    3701 N Lowell Ave, Chicago, IL 60641
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    Updated Two-Flat in Austin Neighborhood
    $429,900

    Updated Two-Flat in Austin Neighborhood

    Fully updated two-flat in Chicago's rising Austin neighborhood.

    5339 W Jackson Blvd, Chicago, IL 60644
    View details
    Humboldt Park Two-Unit Building
    $550,000

    Humboldt Park Two-Unit Building

    Two-unit building near North Ave and 606 trail.

    1624 N Central Park Ave, Chicago, IL 60647
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    Remodeled Multi-Family Property in Woodlawn
    $425,000

    Remodeled Multi-Family Property in Woodlawn

    Newly remodeled 7-bedroom multi-family property near Obama Library.

    7326 S Woodlawn Ave, Chicago, IL 60619
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    Roseland Two-Flat Investment Opportunity
    $99,000

    Roseland Two-Flat Investment Opportunity

    Two-flat in Roseland with income potential, sold as-is.

    118 E 105Th St, Chicago, IL 60628
    View details
    Chicago Multifamily Property with Wood Floors
    $715,000

    Chicago Multifamily Property with Wood Floors

    Well-maintained two-unit building with natural wood floors and stained glass.

    4100 W Nelson St, Chicago, IL 60641
    View details
    Updated Two-Flat in Canaryville
    $360,000
    0.07 Acres

    Updated Two-Flat in Canaryville

    Updated two-flat near transportation and neighborhood favorites in Chicago.

    617 W 43Rd Pl, Chicago, IL 60609
    View details
    Rehabbed Two-Unit Multifamily Property
    $479,000
    0.07 Acres

    Rehabbed Two-Unit Multifamily Property

    Two-unit property in Chicago, fully rehabbed in 2017.

    2838 S Keeler Ave, Chicago, IL 60623
    View details
    Two-Unit Property with Garage
    $289,900
    0.08 Acres

    Two-Unit Property with Garage

    Two-unit property with finished basement and two-car garage.

    5417 W Van Buren St, Chicago, IL 60644
    View details
    Chicago Lawn Investment Opportunity
    Contact for pricing

    Chicago Lawn Investment Opportunity

    Spacious Chicago 2-flat with income potential in Chicago Lawn.

    2641 W 69Th St, Chicago, IL 60629
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    Income Generating Chicago Duplex
    $249,999

    Income Generating Chicago Duplex

    Well-maintained duplex with income potential in Chicago, Illinois.

    237 W 114Th St, Chicago, IL 60628
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    Chicago Two-Flat Building Opportunity
    Contact for pricing

    Chicago Two-Flat Building Opportunity

    Classic two-flat building in West Humboldt Park neighborhood.

    4319 W Potomac Ave, Chicago, IL 60651
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    Chicago Multifamily Rehab Opportunity
    Pending
    Contact for pricing

    Chicago Multifamily Rehab Opportunity

    Two-unit frame building requiring complete rehabilitation in Chicago, Illinois.

    627 E 92Nd Pl, Chicago, IL 60619
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    Woodlawn Two-Flat Near Washington Park
    $300,000
    0.07 Acres

    Woodlawn Two-Flat Near Washington Park

    Two-unit building near Obama Library with detached garage.

    6043 S Eberhart Ave, Chicago, IL 60637
    View details
    Chicago Two-Unit Brick Building
    $629,900

    Chicago Two-Unit Brick Building

    Move-in ready two-unit building in the heart of Jefferson Park.

    4901 N Marmora Ave, Chicago, IL 60630
    View details
    Chicago Two-Unit Rehab Opportunity
    $124,900
    0.09 Acres

    Chicago Two-Unit Rehab Opportunity

    Two-unit brick building in Chicago requiring complete renovation.

    143 W 74Th St, Chicago, IL 60621
    View details
    Vacant Two-Unit Building in Chicago
    $64,900

    Vacant Two-Unit Building in Chicago

    Two-unit frame building ready for complete rehab in Chicago.

    8035 S Houston Ave, Chicago, IL 60617
    View details
    Two-Unit Brick Building in Chicago
    $410,000

    Two-Unit Brick Building in Chicago

    Turnkey two-unit building with modern finishes, ideal for investors.

    1429 N Linder Ave, Chicago, IL 60651
    View details

    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 408 duplexes for sale in Chicago, IL, showcased through 409 active listings on our real estate platform. These investment opportunities span a total of 164,422,103 square feet of properties for sale, with an estimated market value of $45,232,239.

    Prices for duplexes in Chicago, IL start at $54,900, averaging $376,935, and reaching up to $1,100,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Duplexes for Sale Near Chicago, IL

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    Most Searched ZIP Codes in Chicago, IL

    • 60619
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    • 60620
    • 60628
    • 60609
    • 60651
    • 60624
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    • 60617
    • 60644
    • 60623
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