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    Updated Duplex with Finished Basement
    Updated Duplex with Finished Basement

    5759 N Elston Ave, Chicago, IL 60646

    $790,000

    Two remodeled flats offer spacious layouts, modern kitchens, outdoor areas, and a finished lower level for added flexibility.

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    Two-Unit Duplex Property
    Two-Unit Duplex Property

    11940 S Wallace Street, Chicago, IL 60628

    Contact for pricing
    0.71 AC lot

    Two-flat property with basement space, alley-access parking, and public utilities.

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    Two-Unit Duplex with Garage
    Two-Unit Duplex with Garage

    4737 S LANGLEY Avenue, Chicago, IL 60615

    $519,900

    Historic two-flat with spacious residential layouts, updated furnaces, and a recently painted rear porch.

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    See what stands out in Cook County

    We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

    We check every listing here. A few are worth a second look.

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    Two-Unit Brick Duplex
    Two-Unit Brick Duplex

    4855 N Mcvicker Avenue, Chicago, IL 60630

    $585,000

    Each residence provides two bedrooms, one bathroom, and access to a shared two-car garage.

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    Two-Unit Property with Garage
    Two-Unit Property with Garage

    843 W 34th Place, Chicago, IL 60608

    $660,000

    Two separate residences include distinct mechanical systems and layouts suited to owner occupancy or rental use.

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    Brick Duplex with Two-Car Garage
    Brick Duplex with Two-Car Garage

    4836 W Barry Avenue, Chicago, IL 60641

    $700,000

    Two updated residences offer flexible living areas, separate HVAC systems, and laundry access for each unit.

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    Four-Level Brick Duplex
    Four-Level Brick Duplex

    5415 S FAIRFIELD Avenue, Chicago, IL 60632

    $449,900

    Well-maintained two-unit residence with finished attic and garden-level living areas, garage parking, and an enclosed porch.

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    Brick Duplex with Finished Basement
    Brick Duplex with Finished Basement

    1541 S Tripp Avenue, Chicago, IL 60623

    $415,000

    Two residential units offer flexible layouts, basement storage, and a backyard in Chicago’s established Lawndale neighborhood.

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    Duplex Property with Two-Car Garage
    Duplex Property with Two-Car Garage

    3714 N Bosworth Avenue, Chicago, IL 60613

    $1,340,000

    Owner’s two-level residence pairs with a separate rental unit and well-maintained residential improvements.

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    Duplex with Separate HVAC
    Duplex with Separate HVAC

    5258 W Dakin St, Chicago, IL 60613

    $569,000

    Legal two-unit property combining vintage architectural details with updated windows, copper plumbing, and private mechanical systems.

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    Updated Two-Unit Residential Property
    Updated Two-Unit Residential Property

    2625 W Leland Avenue, Chicago, IL 60625

    $899,000

    Two residences feature refreshed kitchens, hardwood floors, newer mechanicals, and convenient transit access.

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    Two-Unit Duplex with Full Basement
    Two-Unit Duplex with Full Basement

    5649 S Shields Avenue, Chicago, IL 60621

    $97,900
    0.07 AC lot

    Multi-unit property with two residential layouts and a full basement requiring renovation.

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    Rehabbed Brick Duplex with Parking
    Rehabbed Brick Duplex with Parking

    2345 N Lockwood Avenue, Chicago, IL 60639

    $550,000

    Two-unit brick property with updated interiors, separate heating systems, basement storage, and a two-vehicle rear parking pad.

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    Duplex with Garden Unit
    Duplex with Garden Unit

    5730 W Windsor Avenue, Chicago, IL 60630

    $500,000

    Legal two-flat with a non-conforming garden unit, garage parking, and outdoor living areas.

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    Updated Duplex with Finished Basement
    Updated Duplex with Finished Basement

    3445 N Monticello Avenue, Chicago, IL 60618

    $725,000

    Matching unit layouts, supplemental basement rooms, and a detached garage support flexible occupancy options.

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    Brick Duplex with Garden Unit
    Brick Duplex with Garden Unit

    6718 N Campbell Avenue, Chicago, IL 60645

    $725,000

    Two spacious flats feature formal living and dining rooms, eat-in kitchens, and separate basement utility areas.

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    Updated Duplex Property
    Updated Duplex Property

    3330 W Evergreen Avenue, Chicago, IL 60651

    $585,000

    Two-unit residence combines historic details, updated systems, separate utilities, and flexible owner-occupant or rental use.

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    Chicago Duplex with Full Basement
    Chicago Duplex with Full Basement

    6602 S Marquette Road, Chicago, IL 60637

    $325,000

    Two residential units offer separate layouts, off-alley parking, and additional basement storage.

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    Graystone Duplex with Original Details
    Graystone Duplex with Original Details

    3122 W Fullerton Avenue, Chicago, IL 60647

    $755,000

    Two-unit residence featuring spacious layouts, original architectural elements, hardwood floors, and radiant heating.

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    Rehabbed Duplex with Garden Unit
    Rehabbed Duplex with Garden Unit

    1914 S Hamlin Avenue, Chicago, IL 60623

    $350,000
    0.06 AC lot

    Updated brick duplex with a finished basement garden unit, shared laundry, and a detached garage.

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    Vintage 2-Flat with Garage
    Vintage 2-Flat with Garage

    5227 N Glenwood Avenue, Chicago, IL 60640

    $1,311,000

    Two well-kept units offer owner-occupancy flexibility, private outdoor areas, and substantial basement storage.

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    Brick Two-Unit Property
    Brick Two-Unit Property

    4442 N Sacramento Ave, Chicago, IL 60625

    $749,000

    Two spacious three-bedroom residences offer hardwood floors, bright sunrooms, and shared outdoor space.

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    Oversized Brick Duplex with Basement
    Oversized Brick Duplex with Basement

    4428 S Christiana Avenue, Chicago, IL 60632

    $500,000

    Updated first-floor residence, finished basement, separate heating systems, and a detached garage support flexible occupancy options.

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    Brick Duplex with Basement
    Brick Duplex with Basement

    1630 W Melrose Street, Chicago, IL 60657

    $550,000

    Two occupied apartments are leased month to month and include forced-air heating.

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