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    Chicago, IL Triplexes for Sale

    108 results
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    Turnkey Brick 3-Flat Investment
    $950,000

    Turnkey Brick 3-Flat Investment

    929 N Fairfield Ave, Chicago, IL 60622

    Well-maintained 3-unit building near Wicker Park & Bucktown.

    • Prime location in 60622, near Wicker Park & Bucktown, offering easy access to downtown Chicago, transportation (I‑90/94, Blue Line, Metra), and amenities.
    • Turnkey, well‑maintained brick 3‑flat building, ideal for investors or owner‑occupants seeking income.
    • Units feature modern updates, including new individual central air systems, and remodeled 1st and 2nd floor units (new kitchens with granite countertops and stainless steel appliances, updated flooring & finishes).
    • Strong rental income potential with a mix of 2 bed/1 bath and 3 bed/1 bath units, plus a 2‑car detached garage for additional income.
    • Major improvements, including a newer concrete walkway, newer front porch, and newer rear roof.
    Updated: Jan 16
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    Booth Hansen-Designed Three-Unit Residence
    $2,490,000
    0.09 Acres

    Booth Hansen-Designed Three-Unit Residence

    2323 N Lister Ave, Chicago, IL 60614

    Exceptional three-unit residence in Chicago's desirable neighborhood.

    • Booth Hansen‑designed three‑unit residence on an extra‑long lot (25' x 150').
    • Three distinct residences offer investment and/or live‑in options.
    • Located steps from Lincoln Park, Bucktown, Pulaski Elementary School, restaurants, and boutiques.
    • Each unit features high‑end finishes and superb craftsmanship.
    • Includes a masonry 3‑car garage.
    Updated: Jan 15
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    Chicago Investment Property For Sale
    $400,000
    0.07 Acres

    Chicago Investment Property For Sale

    Spacious three-unit building with updates, ideal for investment.

    8039 S Marquette Ave, Chicago, IL 60617
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    Chicago Triplex with Parking
    $375,000
    0.08 Acres

    Chicago Triplex with Parking

    Three-unit building with parking in Chicago's 60619 ZIP code.

    7927 S Langley Ave, Chicago, IL 60619
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    Chicago Multi-Unit Property For Sale
    $179,900
    0.08 Acres

    Chicago Multi-Unit Property For Sale

    Multi-unit property with coach house, sold as-is in Chicago.

    7356 S Champlain Ave, Chicago, IL 60619
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    Two-Flat with Garden In-Law Unit
    $425,000

    Two-Flat with Garden In-Law Unit

    Two-flat with in-law unit, ideal for rehab or builders.

    4171 W Eddy St, Chicago, IL 60641
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    Two-Flat Building with Three Units
    $489,000

    Two-Flat Building with Three Units

    Well-maintained Chicago two-flat with three units and finished basement.

    3504 N Oriole Ave, Chicago, IL 60634
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    Chicago Greystone Triplex with Upgrades
    $975,000
    0.14 Acres

    Chicago Greystone Triplex with Upgrades

    Meticulously maintained 3-unit Greystone near University of Chicago and lakefront.

    5319 S Maryland Ave, Chicago, IL 60615
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    Chicago Multi-Unit Income Property
    $450,000

    Chicago Multi-Unit Income Property

    Well-maintained multi-unit property with updated features and strong rental income.

    2135 N Menard Ave, Chicago, IL 60639
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    Mayfair Three-Unit Building in Chicago
    $699,900

    Mayfair Three-Unit Building in Chicago

    Three-unit building with potential for increased rental income.

    4524 W Lawrence Ave, Chicago, IL 60630
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    Woodlawn Greystone 3-Flat Investment Property
    $769,900
    0.08 Acres

    Woodlawn Greystone 3-Flat Investment Property

    Rare, meticulously maintained Woodlawn 3-flat with strong cash flow.

    6402 S Greenwood Ave, Chicago, IL 60637
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    Chicago Triplex with Income Potential
    $399,999

    Chicago Triplex with Income Potential

    Solid brick 3-unit building with updated apartments and income potential.

    4936 S Loomis St, Chicago, IL 60609
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    Versatile Avondale Triplex Opportunity
    $774,900

    Versatile Avondale Triplex Opportunity

    Three-unit building in vibrant Avondale, near transportation and amenities.

    3107 N Kedzie Ave, Chicago, IL 60618
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    Portage Park Three-Unit Building
    $589,900

    Portage Park Three-Unit Building

    Legally zoned three-unit building in Chicago's Portage Park neighborhood.

    5913 W Addison St, Chicago, IL 60634
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    Rehabbed Greystone in Wrigleyville/Lakeview
    Pending
    $1,525,000

    Rehabbed Greystone in Wrigleyville/Lakeview

    Stately, rehabbed Greystone in Chicago's Wrigleyville/Lakeview community.

    902 W Newport Ave, Chicago, IL 60657
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    Avondale Multi-Family Investment Opportunity
    $938,500

    Avondale Multi-Family Investment Opportunity

    Well-maintained 3-flat with attic unit near restaurants and transportation.

    3141 N Central Park Ave, Chicago, IL 60618
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    Well-Maintained Chicago Multi-Family Property
    $624,900

    Well-Maintained Chicago Multi-Family Property

    Two-flat with in-law arrangements, ideal for multi-generational living.

    2437 N Central Ave, Chicago, IL 60639
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    Three-Unit Building Near UIC
    $850,000

    Three-Unit Building Near UIC

    Three-unit apartment building fully rented by UIC students.

    848 S Loomis St, Chicago, IL 60607
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    Logan Square Brick Three-Unit
    $782,900

    Logan Square Brick Three-Unit

    Three-unit property in Logan Square with updated kitchens and bathrooms.

    3017 W Fullerton Ave, Chicago, IL 60647
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    Income-Producing Three-Unit Property
    $400,000
    0.07 Acres

    Income-Producing Three-Unit Property

    Fully rented, move-in ready three-unit property in Chicago.

    4910 W Walton St, Chicago, IL 60651
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    Updated Multi-Unit Building in Chicago
    $440,000
    0.09 Acres

    Updated Multi-Unit Building in Chicago

    Updated 3-unit building, rent-ready, income potential, convenient location.

    4920 W Iowa St, Chicago, IL 60651
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    West Lincoln Park Investment Opportunity
    $1,100,000
    0.06 Acres

    West Lincoln Park Investment Opportunity

    Fully leased 3-flat near DePaul University and Wrightwood Park.

    2527 N Ashland Ave, Chicago, IL 60614
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    Greystone in Chicago Opportunity Zone
    $299,000

    Greystone in Chicago Opportunity Zone

    Classic Greystone in North Lawndale's redevelopment epicenter.

    1342 S Fairfield Ave, Chicago, IL 60608
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    Remodeled Three-Unit Building, Logan Square
    $995,000
    0.25 Acres

    Remodeled Three-Unit Building, Logan Square

    Fully remodeled three-unit building in vibrant Logan Square neighborhood.

    2015 N Bingham St, Chicago, IL 60647
    View details

    Chicago, IL Triplexes Investment Opportunities Market Analysis

    Explore 108 triplexes for sale in Chicago, IL, showcased through 108 active listings on our real estate platform. These investment opportunities span a total of 161,513 square feet of properties for sale, with an estimated market value of $17,846,700.

    Prices for three-family homes in Chicago, IL start at $150,000, averaging $557,709, and reaching up to $1,199,900 — 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 Triplexes for Sale Near Chicago, IL

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    Most Searched ZIP Codes in Chicago, IL

    • 60618
    • 60609
    • 60623
    • 60624
    • 60608
    • 60649
    • 60651
    • 60619
    • 60625
    • 60617
    • 60621
    • 60629

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