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    Chicago, IL Duplexes for Sale

    413 results
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    Chicago Brick Two-Unit Rehab Opportunity
    $109,900

    Chicago Brick Two-Unit Rehab Opportunity

    609 E 88Th Pl, Chicago, IL 60619

    Two-unit brick building in Chicago, ideal for investors/rehabbers.

    • Value‑add opportunity requiring full rehab.
    • Two oversized units, each with separate living, dining, and kitchen areas.
    • Full basement with front entry offers potential for in‑law suite or additional living space (buyer to verify use).
    • Brick construction.
    • Enclosed porch adds potential.
    Updated: Jan 28
    View details
    Chicago Legal Two-Unit Property
    $399,000

    Chicago Legal Two-Unit Property

    4649 N Kilbourn Ave, Chicago, IL 60630

    Legal two-unit property with finished basement in Chicago's 60630 area.

    • Legal 2‑unit property with finished basement space.
    • Vacant first‑floor unit allows for immediate owner‑occupancy or investment.
    • Strong income potential and flexibility for value‑add or house‑hack strategies.
    • Convenient access to transportation, shopping, dining, and major routes.
    • Finished basement provides additional usable living space.
    Updated: Jan 28
    View details
    Remodeled Two-Unit Home in Roseland
    $349,000

    Remodeled Two-Unit Home in Roseland

    Remodeled 2-flat in Roseland with modern amenities and parking.

    1 W 112Th Pl, Chicago, IL 60628
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    Chicago Brick Two-Flat For Sale
    Contact for pricing
    0.08 Acres

    Chicago Brick Two-Flat For Sale

    Two-unit residential building in Chicago's convenient location.

    7448 S Maplewood Ave, Chicago, IL 60629
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    Chicago Multifamily Property For Sale
    Contact for pricing
    0.15 Acres

    Chicago Multifamily Property For Sale

    Two-unit building on oversized lot near amenities and transportation.

    2320 N Mulligan Ave, Chicago, IL 60639
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    Two-Unit Building with Expansion Potential
    $235,000

    Two-Unit Building with Expansion Potential

    Two-unit building with vacant lot, ideal for investors/rehabbers.

    4827 S Throop St, Chicago, IL 60609
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    Chicago Multifamily Property For Sale
    $285,000
    0.07 Acres

    Chicago Multifamily Property For Sale

    Multifamily property in Chicago, ideal for investors or owner-occupants.

    539 E 68Th St, Chicago, IL 60637
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    Chicago Two-Flat Investment Opportunity
    $139,900
    0.07 Acres

    Chicago Two-Flat Investment Opportunity

    Solid frame two-flat in South Chicago, close to amenities.

    8008 S Escanaba Ave, Chicago, IL 60617
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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 Two-Flat Investment Opportunity
    $180,000

    Chicago Two-Flat Investment Opportunity

    Two-flat residential income property in Chicago's New City area.

    2103 W 52Nd St, Chicago, IL 60609
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    Well-Maintained Two-Flat with Income Potential
    $320,000
    0.12 Acres

    Well-Maintained Two-Flat with Income Potential

    Two-flat in Chicago with finished basement and two-car garage.

    7424 S Calumet Ave, Chicago, IL 60619
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    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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    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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    Two-Unit Brick Building in Chicago
    $465,000

    Two-Unit Brick Building in Chicago

    Two-unit brick building with parking in Chicago's Medical District.

    718 S Claremont Ave, Chicago, IL 60612
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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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    Two-Unit Investment Property with Roof Deck
    $1,399,999

    Two-Unit Investment Property with Roof Deck

    Two-unit property near West Loop with modern amenities and parking.

    1636 W Warren Blvd, Chicago, IL 60612
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    Turnkey Multifamily Gem Near Library
    $420,000

    Turnkey Multifamily Gem Near Library

    Updated 2-flat with income potential near downtown Chicago.

    1525 E 72Nd St, Chicago, IL 60619
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    Rehabbed Multifamily Property with Modern Features
    $470,000

    Rehabbed Multifamily Property with Modern Features

    Completely rehabbed duplex with modern features, basement, and garage.

    4846 W Haddon Ave, Chicago, IL 60651
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    Tenant-Occupied Two-Unit Chicago Property
    Pending
    $245,000
    0.10 Acres

    Tenant-Occupied Two-Unit Chicago Property

    Two-unit property in Chicago, ideal for investors, tenant-occupied.

    9035 S Bishop St, Chicago, IL 60620
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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 Lawn Brick Two-Flat
    $245,000
    0.09 Acres

    Chicago Lawn Brick Two-Flat

    Two-unit residential building with garage and unfinished basement.

    7036 South Artesian Ave, Chicago, IL 60629
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    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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    Spacious Chicago Multi-Unit Property
    $579,000

    Spacious Chicago Multi-Unit Property

    Two-unit property with updated features and potential office space.

    2117 N Mulligan Ave, Chicago, IL 60639
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    Updated Two-Unit Brick Property
    $229,900

    Updated Two-Unit Brick Property

    Updated two-unit property in Chicago, ideal for investors or owner-occupants.

    396 E Kensington Ave, Chicago, IL 60628
    View details

    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 413 duplexes for sale in Chicago, IL, showcased through 413 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

    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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