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    Cook County, IL Duplexes for Sale

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    Two-Unit Fixer-Upper
    Two-Unit Fixer-Upper

    4425 W Carroll Avenue, Chicago, IL 60624

    $295,000

    Two-unit duplex needing repairs, with updated roof, deck/patio, and recent bathroom work—sold strictly as-is.

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    Rehabbed 2-Flat in Austin
    Rehabbed 2-Flat in Austin

    853 N Laramie Avenue, Chicago, IL 60651

    $500,000

    Gut rehabbed 2-flat with modern amenities and excellent accessibility.

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    Jefferson Park Two-Flat with Basement
    Jefferson Park Two-Flat with Basement

    5475 N Monitor Avenue, Chicago, IL 60630

    $649,900

    Two-flat in great shape with finished basement and garage.

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    Two-Unit Duplex
    Two-Unit Duplex

    2859 S Homan Avenue, Chicago, IL 60623

    $220,000

    Two-unit income property with a 2-car garage, suited for owner-occupants or investors seeking rental income.

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    Mixed-Use Building & Vacant Lot
    Mixed-Use Building & Vacant Lot

    5638 N Western Avenue, Chicago, IL 60659

    $599,000
    0.13 AC lot

    Two-story mixed-use building and adjacent vacant lot on Western Ave.

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    Duplex with Private Garden Unit
    Duplex with Private Garden Unit

    3761 S Lake Park Avenue, Chicago, IL 60653

    $639,900

    Two separate residences offer flexible living and rental use, with updated interiors and outdoor space for everyday enjoyment.

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    Two-Flat Residential Income Property
    Two-Flat Residential Income Property

    6145 W 54th Street, Chicago, IL 60638

    $890,000

    Newer two-flat with finished attic adds a third bedroom and full bathroom beyond the two primary units.

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    Brick 2-Flat Income Property
    Brick 2-Flat Income Property

    7842 S Constance Avenue, Chicago, IL 60649

    $185,000

    Brick two-flat with two units offered for sale as-is, with cash or conventional financing only.

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    Solid Brick 2-Flat Investment
    Solid Brick 2-Flat Investment

    7352 S Lowe Avenue, Chicago, IL 60621

    $184,900
    0.11 AC lot

    For-sale brick duplex with two units, positioned for investor buyers seeking a renovation-ready property.

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    Renovated 2-Flat with In-Law Suite
    Renovated 2-Flat with In-Law Suite

    2139 S Homan Avenue, Chicago, IL 60623

    $489,900

    Completely renovated 2-flat with finished basement in-law arrangement and gated parking pad for flexible living or renting.

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    Duplex with Two Residential Units
    Duplex with Two Residential Units

    7843 S Evans Avenue, Chicago, IL 60619

    $266,900

    Two-unit duplex offers six rooms per unit and six total bedrooms, with one unit vacant for immediate occupancy planning.

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    Chicago Two-Flat with On-Site Parking
    Chicago Two-Flat with On-Site Parking

    6602 S Marquette Road, Chicago, IL 60637

    $365,000

    Two residential units feature 2 bed/1 bath and 3 bed/1 bath layouts, with a full basement and on-site parking.

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    Two-Unit with Detached Coach House
    Two-Unit with Detached Coach House

    7356 S Champlain Avenue, Chicago, IL 60619

    $149,900
    0.08 AC lot

    Solid-frame two-unit property with a detached coach-house unit, offered as-is with utilities not activated.

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    Two-Unit Residential Income Duplex
    Two-Unit Residential Income Duplex

    1132 S Sacramento Boulevard, Chicago, IL 60612

    $279,000

    Two 3-bedroom units with 1 bath each, plus fenced front yard, rear balcony views, and gated parking for at least two cars.

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    Solid Brick Two-Flat
    Solid Brick Two-Flat

    4543 S Drake Avenue, Chicago, IL 60632

    $497,000

    Brick two-flat offers two 3-bedroom units with hardwood floors, plus a finished basement and coin laundry.

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    Brick 2-Flat Income Property
    Brick 2-Flat Income Property

    6609 N Artesian Avenue, Chicago, IL 60645

    $699,000

    Fully updated brick 2-flat with a vacant first unit and a second unit leased through April 30, 2027.

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    Two-Unit Duplex Income Property
    Two-Unit Duplex Income Property

    1216 N Northwest Highway, Park Ridge, IL 60068

    $490,000
    0.17 AC lot

    Solid two-unit duplex with occupied units, hardwood floors, individual garage spaces, and a basement with coin laundry.

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    Two-Unit Duplex with Unfinished Basement
    Two-Unit Duplex with Unfinished Basement

    4727 W Schubert Avenue, Chicago, IL 60639

    $540,000

    Two move-in-ready units with classic interior details, plus an unfinished basement that offers expansion possibilities.

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    Two-Flat Duplex With Six Bedrooms
    Two-Flat Duplex With Six Bedrooms

    366 Luella Avenue, Calumet City, IL 60409

    Contact for pricing
    0.11 AC lot

    Two-unit duplex with six bedrooms and 2.2 baths, offered for sale as-is through a HUD-guided auction process.

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    Bungalow 2-Flat with Air Conditioning
    Bungalow 2-Flat with Air Conditioning

    4158 W Wellington Avenue, Chicago, IL 60641

    $449,900

    Two separate units with AC, vintage finishes, a full unfinished basement, backyard, and 2-car garage.

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    Two-Unit Residential Income Property
    Two-Unit Residential Income Property

    2251 S Kildare Avenue, Chicago, IL 60623

    $249,900

    Two separate living areas provide flexible owner-occupant or rental use on a large lot.

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    Remodeled Two-Unit Income Property
    Remodeled Two-Unit Income Property

    14117 Lincoln Avenue, Dolton, IL 60419

    $225,000

    Two separate homes on a half lot with a side drive to a two-car garage, plus a large partially built additional structure.

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    Chicago Multifamily Income Property
    Chicago Multifamily Income Property

    5400 W AUGUSTA Boulevard, Chicago, IL 60651

    $425,000

    Two-unit residential building with finished attic and basement, multiple enclosed porches, and tear-off roof completed about five years ago.

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    Two-Unit Multifamily Residence
    Two-Unit Multifamily Residence

    634 W Wellington Avenue, Chicago, IL 60657

    $1,620,000

    Two-unit Chicago multifamily property with flexible layouts, private deck, and in-unit laundry for homeowner or rental use.

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