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    Chicago, IL Duplexes for Sale

    458 results
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    Two-Unit Building with Potential
    Pending
    $77,400
    1,700 SF

    Two-Unit Building with Potential

    6822 S Claremont Ave, Chicago, IL 60636

    Two-unit building in Chicago, ideal for investment or renovation.

    • Two‑unit building with income potential (fix and flip or rent).
    • Over 1700 sq ft of living space.
    • One full bath on each level.
    • Hardwood floors in the main floor unit.
    • Full basement.
    Updated: Jan 16
    View details
    East Village Two-Flat Income Property
    $665,000

    East Village Two-Flat Income Property

    2052 W Huron St, Chicago, IL 60612

    Charming two-flat in East Village with income potential.

    • Prime East Village location, steps from boutiques, cafes, dining, and conveniences.
    • Income‑generating two‑flat property with both units currently leased through 2026.
    • Secured parking with carport.
    • Expansive rear deck, ideal for entertaining.
    • Unit 1 features in‑unit washer and dryer and a new stove.
    Updated: Jan 15
    View details
    Rehabilitated Chicago Multifamily Property
    $250,000

    Rehabilitated Chicago Multifamily Property

    Rehabilitated two-unit building with furnishings and parking in Chicago.

    5805 S La Salle St, Chicago, IL 60621
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    Chicago Greystone Two-Unit Building
    $285,000

    Chicago Greystone Two-Unit Building

    Modern two-unit Greystone with hardwood floors and updated amenities.

    7415 S Langley Ave, Chicago, IL 60619
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    South Shore Brick Two-Flat
    $155,000

    South Shore Brick Two-Flat

    Two-flat in South Shore neighborhood with full basement.

    6936 S Dorchester Ave, Chicago, IL 60637
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    Chicago Two-Flat Investment Opportunity
    $75,000
    0.10 Acres

    Chicago Two-Flat Investment Opportunity

    Two-unit residential income property in Chicago, ready for rehab.

    10546 S State St, Chicago, IL 60628
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    Chatham Multi-Family Townhouse Opportunity
    $335,000
    0.08 Acres

    Chatham Multi-Family Townhouse Opportunity

    Multi-family townhouse in Chatham, ideal for investors or owner-occupants.

    7940 S Evans Ave, Chicago, IL 60619
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    Chicago Multifamily Property For Sale
    $269,900

    Chicago Multifamily Property For Sale

    Two-unit multifamily property with six rooms and six bedrooms total.

    7843 S Evans Ave, Chicago, IL 60619
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    Chicago Two-Unit Building For Sale
    $400,000

    Chicago Two-Unit Building For Sale

    Two-unit building in Chicago, rehabbed in 2023, with modern amenities.

    6401 S Wood St, Chicago, IL 60636
    View details
    Corner Two-Unit Building in Chicago
    $400,000

    Corner Two-Unit Building in Chicago

    Rehabbed two-unit building with modern amenities and cash-flow potential.

    6401 S Wood St, Chicago, IL 60636
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    South Shore Investment Opportunity
    $149,900

    South Shore Investment Opportunity

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

    7816 S Jeffery Blvd, Chicago, IL 60649
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    Chicago Brick Multi-Family Property
    $960,000

    Chicago Brick Multi-Family Property

    Multi-unit investment property near Bell School District, Roscoe Village, Southport Corridor.

    3812 N Oakley Ave, Chicago, IL 60618
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    Woodlawn Greystone Two-Unit Building
    $284,999

    Woodlawn Greystone Two-Unit Building

    Two-unit Greystone in Woodlawn near University of Chicago.

    6615 S Rhodes Ave, Chicago, IL 60637
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    Chicago Two-Flat in Woodlawn
    $150,000

    Chicago Two-Flat in Woodlawn

    Two-flat in resurging Woodlawn neighborhood, ideal for renovation.

    6619 S Champlain Ave, Chicago, IL 60637
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    Chicago Two-Flat Investment Property
    $155,000

    Chicago Two-Flat Investment Property

    Two-unit residential income property with updated systems in Chicago.

    129 E Kensington Ave, Chicago, IL 60628
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    Chicago Two-Flat with Garage
    $599,900

    Chicago Two-Flat with Garage

    Spacious Chicago two-flat in Belmont Craigin neighborhood.

    3030 N Keating Ave, Chicago, IL 60641
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    Canaryville Two-Flat Investment Opportunity
    $249,000
    0.07 Acres

    Canaryville Two-Flat Investment Opportunity

    Canaryville two-flat with upgrades, value-add potential, and stable tenants.

    4547 S Union Ave, Chicago, IL 60609
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    Pullman Historic Neighborhood 2-Flat
    $134,300
    0.07 Acres

    Pullman Historic Neighborhood 2-Flat

    Spacious 2-flat in historic Pullman, ideal for investors.

    12211 S Wallace St, Chicago, IL 60628
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    Updated Two-Flat in Chicago
    $659,000

    Updated Two-Flat in Chicago

    Modern, spacious two-flat with updated kitchens and baths.

    5230 W Deming Pl, Chicago, IL 60639
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    Renovated Chicago 2-Flat with Updates
    $589,000

    Renovated Chicago 2-Flat with Updates

    Updated 2-unit property with modern finishes and flexible living options.

    1018 N Harding Ave, Chicago, IL 60651
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    Chicago Multifamily Value-Add Opportunity
    $184,999
    0.06 Acres

    Chicago Multifamily Value-Add Opportunity

    Vacant 2-flat near Lake Michigan and Obama Center.

    6624 S Marquette Rd, Chicago, IL 60637
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    Chicago Two-Unit Brick Property
    $189,900
    0.09 Acres

    Chicago Two-Unit Brick Property

    Two-unit brick property in a gentrifying neighborhood with investment potential.

    712 W Marquette Rd, Chicago, IL 60621
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    West Garfield Park Two-Flat
    $180,000

    West Garfield Park Two-Flat

    Classic Chicago two-flat with investment potential near downtown.

    3902 W Fillmore St, Chicago, IL 60624
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    Renovated Greystone in East Garfield
    $699,000

    Renovated Greystone in East Garfield

    Two-unit Greystone with updated kitchens and baths in Chicago.

    2742 W Polk St, Chicago, IL 60612
    View details

    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 456 duplexes for sale in Chicago, IL, showcased through 458 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

    Popular Searches in 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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