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    Cook County, IL Triplexes for Sale

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    Chicago, IL Springfield, IL Hoffman Estates, IL
    169 results
    Bronzeville Triplexes: Stabilized Investment Opportunity
    $945,000

    Bronzeville Triplexes: Stabilized Investment Opportunity

    4153 S Prairie Avenue, Chicago, IL 60653

    New construction triplexes in Bronzeville, fully leased and cash flowing.

    • Immediate cash flow from fully leased, performing properties.
    • New construction (2023‑2024) minimizes capital requirements.
    • High‑end contemporary finishes in all units.
    • Each unit features 3 bedrooms and 2 bathrooms with in‑unit laundry.
    • Enclosed parking included.
    Updated: Apr 14
    View details
    Bronzeville Triplexes: Investment Opportunity
    $945,000

    Bronzeville Triplexes: Investment Opportunity

    4155 S Prairie Avenue, Chicago, IL 60653

    New construction triplexes in Bronzeville, fully leased and performing.

    • Immediate cash flow from fully leased units in a stabilized investment property.
    • New construction (2021‑2024) minimizes capital requirements and maintenance.
    • High‑end contemporary finishes and in‑unit laundry in all 3‑bedroom, 2‑bathroom units.
    • Located in rapidly appreciating Bronzeville, 10 minutes from Downtown and near the lakefront.
    • Enclosed parking included with each unit.
    Updated: Apr 12
    View details
    Bronzeville Triplex Investment Opportunity
    $945,000

    Bronzeville Triplex Investment Opportunity

    New construction triplexes in Bronzeville, fully leased and performing.

    4157 S Prairie Avenue, Chicago, IL 60653
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    Old Irving Park Multi-Family
    $599,999
    0.07 Acres

    Old Irving Park Multi-Family

    Three-unit property near Kilbourne Park, Chicago.

    3311 N Kostner Avenue, Chicago, IL 60641
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    Pilsen Arts District Multi-Family
    $699,900

    Pilsen Arts District Multi-Family

    Solid brick 3-flat near Pilsen's restaurants and UIC campus.

    944 W 18TH Street, Chicago, IL 60608
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    Chicago Triplex: Modern Investment Property
    $609,000

    Chicago Triplex: Modern Investment Property

    Legal 3-unit building built in 2008 with income potential.

    3704 W Lexington Street, Chicago, IL 60624
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    Bronzeville Greystone Triplex Opportunity
    $799,000

    Bronzeville Greystone Triplex Opportunity

    Classic Chicago greystone triplex near Green Line and lakefront.

    4736 S Prairie Avenue, Chicago, IL 60615
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    North Lawndale Greystone Investment Opportunity
    $499,999
    0.07 Acres

    North Lawndale Greystone Investment Opportunity

    Three-unit building in historic North Lawndale, Chicago.

    1306 S Central Park Avenue, Chicago, IL 60623
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    Chicago Brick Two-Flat with Garden
    $509,900
    0.05 Acres

    Chicago Brick Two-Flat with Garden

    Spacious Chicago two-flat with finished garden unit and recent upgrades.

    1025 N TRUMBULL Avenue, Chicago, IL 60651
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    Spacious Chicago Multi-Family Investment
    $600,000

    Spacious Chicago Multi-Family Investment

    Turnkey, low-maintenance investment property with endless potential in Chicago.

    4520 W Jackson Boulevard, Chicago, IL 60624
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    Renovated Chicago Multi-Unit Building
    $875,000
    0.07 Acres

    Renovated Chicago Multi-Unit Building

    Three-unit building with 10 bedrooms and modern renovations.

    3646 W Wabansia Avenue, Chicago, IL 60647
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    Remodeled Chicago Triplex with Expansion Potential
    $549,000

    Remodeled Chicago Triplex with Expansion Potential

    Remodeled triplex with expansion potential near Ogden Ave and I-290.

    1431 S Tripp Avenue, Chicago, IL 60623
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    Chicago Brick 3-Flat Investment
    $720,000

    Chicago Brick 3-Flat Investment

    Well-maintained Chicago 3-flat with updated units and separate utilities.

    3651 S Wood Street, Chicago, IL 60609
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    Rogers Park Multi-Unit Investment
    $824,900

    Rogers Park Multi-Unit Investment

    Legal 3-unit near Jarvis Red Line with modern amenities.

    7341 N Honore Street, Chicago, IL 60626
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    Renovated Multi-Unit Near University of Chicago
    $699,900

    Renovated Multi-Unit Near University of Chicago

    Fully renovated 3-unit property near University of Chicago.

    5419 S Wabash Avenue, Chicago, IL 60615
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    Chicago All-Brick 3-Flat Income Property
    $825,000

    Chicago All-Brick 3-Flat Income Property

    Rare, fully-rented, all-brick 3-flat in Chicago with updated mechanicals.

    2442 W Fillmore Street, Chicago, IL 60612
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    Legal Brick 3-Flat Building
    $575,000

    Legal Brick 3-Flat Building

    Well-maintained Chicago 3-flat with upgrades in Belmont Cragin.

    2165 N Moody Avenue, Chicago, IL 60639
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    Park Ridge Multifamily Investment Opportunity
    $849,000

    Park Ridge Multifamily Investment Opportunity

    Well-maintained 3-unit property in Park Ridge with investment potential.

    1121 N Northwest Highway, Park Ridge, IL 60068
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    Bridgeport Multifamily Value-Add Opportunity
    $499,900
    0.06 Acres

    Bridgeport Multifamily Value-Add Opportunity

    Legal 3-unit building with non-conforming 4th unit in Chicago.

    2921 S Bonfield Street, Chicago, IL 60608
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    Updated Logan Square 3-Flat
    $995,000

    Updated Logan Square 3-Flat

    Updated 3-flat in Logan Square with income potential.

    3041 W Fullerton Avenue, Chicago, IL 60647
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    New Construction Three-Unit Building
    $750,000

    New Construction Three-Unit Building

    New construction three-unit building with modern finishes and income potential.

    1309 S Avers Avenue, Chicago, IL 60623
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    Logan Square Multi-Unit Building
    $799,000
    0.08 Acres

    Logan Square Multi-Unit Building

    Multi-unit building in Logan Square, Chicago, near transportation and amenities.

    2328 N Lawndale Avenue, Chicago, IL 60647
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    Updated Multi-Unit Building in Chicago
    $400,000

    Updated Multi-Unit Building in Chicago

    Turnkey investment opportunity: fully updated 3-unit building in Chatham/Park Manor.

    7227 S Michigan Avenue, Chicago, IL 60619
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    Logan Square Renovated Multi-Unit Building
    $749,000

    Logan Square Renovated Multi-Unit Building

    Three-unit building in Logan Square with modern renovations and city views.

    3719 W Palmer Street, Chicago, IL 60647
    View details

    Cook County, IL Triplexes Investment Opportunities Market Analysis

    Explore 169 triplexes for sale in Cook County, IL, showcased through 169 active listings on our real estate platform. These investment opportunities span a total of 243,959 square feet of properties for sale, with an estimated market value of $27,936,115.

    Sale prices for three-family homes in Cook County, IL start at $149,900, averaging $607,306, and reaching up to $2,490,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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