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    Chicago, IL Duplexes for Sale

    423 results
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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 27
    View details
    North Lawndale Brick 2-Unit Building
    $425,000

    North Lawndale Brick 2-Unit Building

    1350 S Fairfield Ave, Chicago, IL 60608

    Classic brick 2-unit in North Lawndale near Douglas Park.

    • Prime investment opportunity in North Lawndale, an area undergoing major redevelopment and long‑term growth.
    • Located minutes from Douglas Park, Mount Sinai Hospital, and the Illinois Medical District, with convenient access to transportation (CTA, I‑290).
    • Two‑unit building with both units currently occupied by long‑term tenants.
    • Main unit features 3 bedrooms, 1 full bath, and a duplexed upper level with an additional bedroom and half bath.
    • Recent mechanical updates include a new water heater (2024) and furnace (2025 - 1st floor).
    Updated: Jan 27
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    Updated Two-Flat in Tri-Taylor
    $510,000

    Updated Two-Flat in Tri-Taylor

    Two-unit property in Chicago's Tri-Taylor area, ideal for investors.

    2436 W Fillmore St, Chicago, IL 60612
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    Englewood Multi-Family Investment Opportunity
    $215,000

    Englewood Multi-Family Investment Opportunity

    Well-maintained 2-flat in Englewood with income potential.

    6832 S Bishop St, Chicago, IL 60636
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    Chatham Multi-Family Townhouse Opportunity
    $335,000
    0.08 Acres

    Chatham Multi-Family Townhouse Opportunity

    Income-generating multi-family townhouse in Chatham, Chicago. Investment or owner-occupancy.

    7940 S Evans Ave, Chicago, IL 60619
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    Two-Unit Building in Portage Park
    $650,000
    2,282 SF

    Two-Unit Building in Portage Park

    Well-maintained 2-unit building in convenient Chicago location.

    4913 W Warwick Ave, Chicago, IL 60641
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    Chicago Multi-Family Investment Opportunity
    Pending
    $125,000

    Chicago Multi-Family Investment Opportunity

    Two-unit building in Grand Crossing, sold as-is for investment.

    7340 S Maryland Ave, Chicago, IL 60619
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    Updated Two-Flat with Finished Basement
    $799,000
    0.25 Acres

    Updated Two-Flat with Finished Basement

    Bright, updated two-flat with income potential near Clark Street.

    7330 N Honore St, Chicago, IL 60626
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    Chicago Multi-Family Duplex For Sale
    $249,999

    Chicago Multi-Family Duplex For Sale

    Well-maintained Chicago duplex with rental income potential.

    237 W 114Th St, Chicago, IL 60628
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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
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    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
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    Two-Unit Brick Building in Chicago
    $349,900

    Two-Unit Brick Building in Chicago

    Two-unit brick building with basement storage in Chicago, Illinois.

    4608 S Fairfield Ave, Chicago, IL 60632
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    Chicago Two-Family Value-Add Opportunity
    $240,000

    Chicago Two-Family Value-Add Opportunity

    Two-family property in Chicago with upside potential.

    7438 S Stewart Ave, Chicago, IL 60621
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    East Village Two-Flat Income Property
    $665,000

    East Village Two-Flat Income Property

    Charming two-flat in East Village with income potential.

    2052 W Huron St, Chicago, IL 60612
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    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
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    Renovated Two-Flat in Lawndale
    $489,900

    Renovated Two-Flat in Lawndale

    Fully renovated two-unit property in Chicago's Lawndale neighborhood.

    1540 S Ridgeway Ave, Chicago, IL 60623
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    Renovated Two-Unit Brick Building
    $399,000

    Renovated Two-Unit Brick Building

    Professionally remodeled two-unit building with modern upgrades in Chicago.

    7144 S Saint Lawrence Ave, Chicago, IL 60619
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    Chicago Brick Two-Flat with Garage
    $650,000

    Chicago Brick Two-Flat with Garage

    Corner lot two-flat in Old Irving Park neighborhood of Chicago.

    3701 N Lowell Ave, Chicago, IL 60641
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    Chicago Brick Two-Flat Building
    $175,000
    0.09 Acres

    Chicago Brick Two-Flat Building

    Two-flat building for sale, can be sold separately or together.

    7515 S Green St, Chicago, IL 60620
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    Chicago Brick Two-Flat Building
    $175,000
    0.09 Acres

    Chicago Brick Two-Flat Building

    Two-flat building for sale, ideal for investors.

    7517 S Green St, Chicago, IL 60620
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    Chicago Multifamily Property For Sale
    $69,900

    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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    Portage Park Brick Two-Flat
    $724,900

    Portage Park Brick Two-Flat

    Well-maintained Chicago two-flat with updated kitchens and private backyard.

    5039 W Cullom Ave, Chicago, IL 60641
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    Lincoln Square Two-Flat Residence
    $1,175,000

    Lincoln Square Two-Flat Residence

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

    2700 W Carmen Ave, Chicago, IL 60625
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    Calumet Park Two-Flat on Oversized Lot
    $225,000

    Calumet Park Two-Flat on Oversized Lot

    Spacious two-flat on a double lot in Calumet Park.

    12432 S Ashland Ave, Calumet Park, IL 60827
    View details

    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 423 duplexes for sale in Chicago, IL, showcased through 423 active listings on our real estate platform. These investment opportunities span a total of 164,439,962 square feet of properties for sale, with an estimated market value of $46,051,889.

    Prices for duplexes in Chicago, IL start at $54,900, averaging $374,405, 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
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    • 60624
    • 60628
    • 60619
    • 60617
    • 60623
    • 60651
    • 60609
    • 60644
    • 60637
    • 60636

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