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    Chicago, IL Duplexes for Sale

    456 results
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    Lincoln Square Two-Flat Residence
    $1,175,000

    Lincoln Square Two-Flat Residence

    2700 W Carmen Ave, Chicago, IL 60625

    Stately Chicago two-flat with updated residences in Lincoln Square.

    • Rare two‑flat design: combines scale and craftsmanship with versatility for multi‑generational living or rental income.
    • Prime Lincoln Square location: Situated in a highly desirable Chicago neighborhood.
    • Updated residences: Two expansive, move‑in‑ready 3‑bedroom, 2‑bath residences with modern updates and preserved historic character.
    • Owner's retreat: The second‑floor unit features a custom white kitchen with quartz countertops, skylights, and modernized baths.
    • Modernized mechanicals: Copper plumbing, two separate boilers, and two forced‑air A/C systems provide comfort and efficiency.
    Updated: Jan 6
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    South Shore Investment Opportunity
    $149,900

    South Shore Investment Opportunity

    7816 S Jeffery Blvd, Chicago, IL 60649

    Two-unit building in Chicago's South Shore neighborhood, ready for finishing.

    • Investment opportunity in the South Shore neighborhood
    • Rehab started on a brick 2‑flat
    • Each unit features 2 bedrooms and 1 bathroom
    • Spacious kitchens and large living rooms in each unit
    • Walk‑in closets in rear bedrooms
    Updated: Jan 6
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    Chicago Multifamily Property For Sale
    $99,900

    Chicago Multifamily Property For Sale

    Two-unit multifamily property in Chicago, sold as-is.

    6835 S Green St, Chicago, IL 60621
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    Chicago Multi-Unit Property with Coach House
    $95,000

    Chicago Multi-Unit Property with Coach House

    Three-unit Chicago property with potential for four units.

    5658 S Hermitage Ave, Chicago, IL 60636
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    Two-Unit Building with Finished Basement
    $224,900

    Two-Unit Building with Finished Basement

    Two-unit building with potential in a thriving Chicago neighborhood.

    8022 S Peoria Ave, Chicago, IL 60620
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    Well-Maintained Brick Two-Unit Building
    $340,000
    0.10 Acres

    Well-Maintained Brick Two-Unit Building

    Two-unit brick building in South Chicago with strong rental potential.

    8548 S Exchange Ave, Chicago, IL 60617
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    Roseland Brick 2-Flat For Sale
    $89,900

    Roseland Brick 2-Flat For Sale

    Solid brick 2-flat in Roseland, Chicago. Ideal for investors.

    10727 S Lafayette Ave, Chicago, IL 60628
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    Chicago Two-Flat with Detached Garage
    Contact for pricing

    Chicago Two-Flat with Detached Garage

    Spacious two-flat with four bedrooms and a detached garage.

    919 N Long Ave, Chicago, IL 60651
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    Chicago Two-Flat with Garage
    $199,900
    0.07 Acres

    Chicago Two-Flat with Garage

    Two-unit property with a two-car garage and fenced yard.

    4717 S Rockwell St, Chicago, IL 60632
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    Chicago Multifamily Investment Opportunity
    $200,000

    Chicago Multifamily Investment Opportunity

    Two-unit property in up-and-coming Austin area.

    4838 W Fulton St, Chicago, IL 60644
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    Chicago Brick Two-Flat Investment
    Pending
    $185,000

    Chicago Brick Two-Flat Investment

    Spacious two-unit building with updates and income potential.

    7550 S Calumet Ave, Chicago, IL 60619
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    Two-Flat in Austin Community
    $275,000

    Two-Flat in Austin Community

    Two-unit property in Chicago's Austin neighborhood with renovation potential.

    1747 N Luna Ave, Chicago, IL 60639
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    Chicago Residential Income Property
    $132,000
    0.07 Acres

    Chicago Residential Income Property

    Two-unit framed property in Chicago, Illinois.

    4844 W Ferdinand St, Chicago, IL 60644
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    Hyde Park Investment Opportunity
    $449,000
    0.09 Acres

    Hyde Park Investment Opportunity

    Two-unit building near University of Chicago and future cancer center.

    5239 S Ingleside Ave, Chicago, IL 60615
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    Chicago Multifamily Rehab Opportunity
    $59,950

    Chicago Multifamily Rehab Opportunity

    Two-unit property in Chicago requiring full rehabilitation.

    8419 S Muskegon Ave, Chicago, IL 60617
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    Woodlawn 2-Flat Renovation Opportunity
    $299,000

    Woodlawn 2-Flat Renovation Opportunity

    Classic 2-flat brick building in Woodlawn, Chicago, needing full renovation.

    6351 S Drexel Ave, Chicago, IL 60637
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    Irving Park Income Property
    $700,000

    Irving Park Income Property

    Two-flat with coach house in Chicago's Irving Park community.

    3322-24 N Kostner Ave, Chicago, IL 60641
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    Chicago Multifamily Property in Pullman
    $149,175
    0.07 Acres

    Chicago Multifamily Property in Pullman

    Spacious 2-flat in historic Pullman neighborhood, Chicago.

    12211 S Wallace St, Chicago, IL 60628
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    Two-Flat in Chicago
    $315,000

    Two-Flat in Chicago

    Two-unit building with rental income potential in Chicago, IL.

    6152 S Mozart St, Chicago, IL 60629
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    Renovated West Garfield Park Duplex
    $395,000

    Renovated West Garfield Park Duplex

    Turnkey investment opportunity: renovated two-unit brick building in Chicago.

    4308 W Adams St, Chicago, IL 60624
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    New Construction Two-Unit Building
    $2,200,000

    New Construction Two-Unit Building

    New construction duplexes in Chicago with rooftop decks and parking.

    2341 W Belden Ave, Chicago, IL 60647
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    Hermosa Brick Two-Flat with Garage
    $529,000

    Hermosa Brick Two-Flat with Garage

    Two-unit property with finished basement, garage, and parking.

    1942 N Pulaski Rd, Chicago, IL 60639
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    Renovated Greystone Two-Flat in Chicago
    $395,000

    Renovated Greystone Two-Flat in Chicago

    Completely renovated greystone two-flat with modern finishes and duplex unit.

    6004 S Carpenter St, Chicago, IL 60621
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    Income Producing McKinley Park Duplex
    $389,900

    Income Producing McKinley Park Duplex

    Two-unit property in rapidly growing McKinley Park neighborhood.

    3826 S Honore St, Chicago, IL 60609
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    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 454 duplexes for sale in Chicago, IL, showcased through 456 active listings on our real estate platform. These investment opportunities span a total of 168,853,026 square feet of properties for sale, with an estimated market value of $50,189,662.

    Prices for duplexes in Chicago, IL start at $54,900, averaging $363,693, 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

    • 60621
    • 60620
    • 60624
    • 60628
    • 60619
    • 60617
    • 60623
    • 60651
    • 60609
    • 60644
    • 60637
    • 60636

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