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    Chicago, IL Duplexes for Sale

    424 results
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    Two-Unit Investment Property with Roof Deck
    $1,399,999

    Two-Unit Investment Property with Roof Deck

    1636 W Warren Blvd, Chicago, IL 60612

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

    • Prime location near West Loop, Costco, grocery stores, public transportation, and Union Park.
    • Two‑unit property: Ideal for investment or owner‑occupancy.
    • Unit 1: Spacious 4 bed/3 bath duplex down with high‑end finishes, full bar, and private balcony & roof deck.
    • Two covered outdoor parking spaces included.
    • Both units feature modern kitchens with granite countertops and stainless steel appliances, hardwood floors, fireplaces, and central HVAC.
    Updated: Jan 23
    View details
    Spacious Chicago Multi-Unit Property
    $579,000

    Spacious Chicago Multi-Unit Property

    2117 N Mulligan Ave, Chicago, IL 60639

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

    • Updated mechanical, electrical, plumbing, heating, and A/C systems.
    • Two‑unit property offering spacious living.
    • Modern kitchens with granite countertops, tile backsplash, and custom white cabinets.
    • Finished basement with family room, laundry room, two bedrooms, and full bathroom.
    • Four‑season sunroom suitable for office or storage.
    Updated: Jan 23
    View details
    Remodeled Two-Unit Building in Chicago
    $289,000

    Remodeled Two-Unit Building in Chicago

    Two-unit building in West Pullman, move-in ready for owners or investors.

    11710 S Halsted St, Chicago, IL 60628
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    Rebuilt Two-Unit Property with Vacant Lot
    $499,900

    Rebuilt Two-Unit Property with Vacant Lot

    Completely rebuilt two-unit property with modern finishes and adjacent vacant lot.

    818 S Karlov Ave, Chicago, IL 60624
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    Chicago Legal Two-Unit Property
    $399,000

    Chicago Legal Two-Unit Property

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

    4649 N Kilbourn Ave, Chicago, IL 60630
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    Renovated Greystone Two-Flat in Chicago
    $499,000

    Renovated Greystone Two-Flat in Chicago

    Fully renovated 7 bed/3 bath two-flat in Austin neighborhood.

    5038 W Fulton St, Chicago, IL 60644
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    Updated Two-Flat Near Parks
    $399,900
    2,560 SF

    Updated Two-Flat Near Parks

    Well-maintained Chicago two-flat with updated units and recent upgrades.

    412 N Pine Ave, Chicago, IL 60644
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    Chicago Multifamily Rehab Opportunity
    $249,900

    Chicago Multifamily Rehab Opportunity

    Multifamily property requiring renovation in a growing Chicago neighborhood.

    7521 S Ridgeland Ave, Chicago, IL 60649
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    Renovated Multi-Family in West Humboldt
    $590,000
    0.08 Acres

    Renovated Multi-Family in West Humboldt

    Updated 2-unit building with income potential in Chicago.

    4044 W Kamerling Ave, Chicago, IL 60651
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    Bridgeport Investor Special Opportunity
    $349,999

    Bridgeport Investor Special Opportunity

    Two-unit property near Guaranteed Rate Field, ideal for investors.

    831 W 34Th Pl, Chicago, IL 60608
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    Chicago Multifamily Investment Opportunity
    $175,000

    Chicago Multifamily Investment Opportunity

    Two-unit property requiring TLC, ideal for investors or first-time buyers.

    7242 East End Ave, Chicago, IL 60649
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    Chicago Two-Unit Brick Building
    $210,000

    Chicago Two-Unit Brick Building

    Two-unit brick building with value-add potential in Chicago.

    7531 S Wentworth Ave, Chicago, IL 60620
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    Chicago Multifamily Property with Expansion Potential
    $380,000
    0.25 Acres

    Chicago Multifamily Property with Expansion Potential

    Two-unit property near Bridgeport Village with expansion possibilities.

    3329 S Racine Ave, Chicago, IL 60608
    View details
    Chicago Mixed-Use Building For Sale
    $239,900
    0.07 Acres

    Chicago Mixed-Use Building For Sale

    Two-story mixed-use building with C-1-1 zoning in Chicago.

    4217 W Division St, Chicago, IL 60651
    View details
    Three-Unit Property Investment Opportunity
    $129,900

    Three-Unit Property Investment Opportunity

    Three units for the price of two in Chicago!

    5435 S Princeton Ave, Chicago, IL 60609
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    Lakeview Mixed-Use Investment Opportunity
    $800,000
    0.07 Acres

    Lakeview Mixed-Use Investment Opportunity

    Mixed-use property with residential and commercial units in Lakeview.

    1150 W Belmont Ave, Chicago, IL 60657
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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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    Income-Producing Multi-Unit Property
    $349,900

    Income-Producing Multi-Unit Property

    Two-unit building in Chicago with non-conforming basement.

    4016 W Washington Blvd, Chicago, IL 60624
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    Chicago Two-Unit Building For Sale
    $389,000

    Chicago Two-Unit Building For Sale

    Well-maintained two-unit building near transportation, shopping, and amenities.

    7208 S Eberhart Ave, Chicago, IL 60619
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    Chicago Two-Flat with Garage
    Contact for pricing
    2,688 SF

    Chicago Two-Flat with Garage

    Two-unit property in Chicago with a three-car garage.

    5100 W Quincy St, Chicago, IL 60644
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    Chicago Two-Unit Building Opportunity
    $180,000
    0.07 Acres

    Chicago Two-Unit Building Opportunity

    Two-unit building with finished unit and large fenced lot.

    7124 S Ellis Ave, Chicago, IL 60619
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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
    View details
    North Lawndale Brick 2-Unit Building
    $425,000

    North Lawndale Brick 2-Unit Building

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

    1350 S Fairfield Ave, Chicago, IL 60608
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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
    View details

    Chicago, IL Duplexes Investment Opportunities Market Analysis

    Explore 424 duplexes for sale in Chicago, IL, showcased through 424 active listings on our real estate platform. These investment opportunities span a total of 168,834,295 square feet of properties for sale, with an estimated market value of $48,430,587.

    Prices for duplexes in Chicago, IL start at $54,900, averaging $361,422, 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
    • 60620
    • 60624
    • 60628
    • 60619
    • 60617
    • 60623
    • 60651
    • 60609
    • 60644
    • 60637
    • 60636

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