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Duplexes for Sale in Chicago, IL

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  • /26

    $505,000

    • 8 Beds
    • 4 Baths

    7512 S Champlain Ave, Chicago, IL 60619

    7512 S. Champlain - 4-Unit with Expansion Potential & 8 Bedrooms Investor's dream in the heart of Chicago! This rehabbed (approx. 6 years ago) 4-unit building offers income stability with built-in upside. Currently configured with 8 bedrooms and 4 full bathrooms, the top two units have been combined into a spacious duplex, but can easily be separated back into individual apartments. Key

    William Howard eXp Realty

    7512 S Champlain Ave, Chicago, IL 60619
  • /23

    $225,000

    • 9 Beds
    • 3 Baths

    1212 W 51st St, Chicago, IL 60609

    Fantastic investment opportunity! This property features two main units plus a rear coach house, with potential for a fourth unit in the basement or a duplex-down configuration (existing separate entrance and exit already in place). Being sold AS/IS with no seller warranties. Cash or rehab financing preferred. Property is owned by an Illinois-licensed real estate broker."

    Anna Comer HomeSmart Realty Group

    1212 W 51st St, Chicago, IL 60609
  • /20

    $650,000 New Construction

    • 6 Beds
    • 3 Baths

    653 N Spaulding Ave, Chicago, IL 60624

    OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. EXTRA WIDE LOT! This gorgeous 2-unit new construction was completed in December, 2025 and features 4 bedrooms and 2 bathrooms in the duplex down first floor unit with white/navy blue shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and engineered floors throughout. The second

    Marika Kakhiani Pedestal Realty LLC

    653 N Spaulding Ave, Chicago, IL 60624
  • /16

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,649 Sq Ft

    847 W Ainslie St Unit 2W, Chicago, IL 60640

    Welcome to 847 West Ainslie Street 2W, an incredible property fully gutted and rehabbed in the heart of Chicago! This exciting project features seven modern condos with fresh, stylish designs, all while preserving the old charm of the building. You'll love the beautiful wooden central stairs and skylight at the top. You'll find five simplexes with 3 bedrooms and 2 bathrooms, a duplex with 4

    Susanna Cherubin-Delisi Compass

    847 W Ainslie St Unit 2W, Chicago, IL 60640
  • /25

    $465,000

    • 6 Beds
    • 2 Baths

    1242 S Sawyer Ave, Chicago, IL 60623

    Welcome to this beautifully rehabbed professionally painted 1904 two-flat grey stone in the heart of Chicago! This spacious brick building offers 6 total bedrooms -3 bedrooms per floor - each unit featuring large open-concept kitchens that flow seamlessly into the family and/or dining rooms, perfect for entertaining or comfortable everyday living. The first floor has been completely gutted and

    Carla Sumerlin Kale Realty

    1242 S Sawyer Ave, Chicago, IL 60623
  • /23

    $659,000 New Construction

    • 3 Beds
    • 2.5 Baths

    3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618

    All Brick and High-Quality New Construction in Prime Avondale location, by Masonry contractor/ Builder with 25+ years of experience. Located on a tree-lined street, this boutique development on a double lot offers great outdoor spaces and an elegant Only two-story design that's perfect for those seeking a blend of comfort and style in a tranquil setting. This 3 Beds Plus Den/Office, 2.5 baths

    Beata Sieczka New Home Realty Inc

    3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618
  • /56

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 2,500 Sq Ft

    545 N Dearborn St Unit W3601, Chicago, IL 60654

    Welcome to Duplex Penthouse Residence 3601 - a one-of-a-kind, custom-built, two-story private penthouse soaring above River North. Rising sky-high with dramatic 26-foot ceilings and sweeping 180 city views, this iconic residence blends art, architectural innovation, and modern luxury into a truly monumental home in the heart of downtown Chicago. Designed for an ultra-luxury lifestyle, the

    Amir Fouad @properties Christie's International Real Estate

    545 N Dearborn St Unit W3601, Chicago, IL 60654
  • /16

    $399,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    6755 N Hermitage Ave Unit 1, Chicago, IL 60626

    Introducing beautiful, quality-built new construction residences in an intimate eight-unit building in the heart of Rogers Park. There are six thoughtfully designed duplexes and two simplexes, creating a true boutique residential feel. This spacious and light-filled 3-bedroom/2.1 bath duplex-down showcases modern design and expert craftsmanship throughout. The homes feature hardwood floors,

    Natasha Motev Jameson Sotheby's Intl Realty

    6755 N Hermitage Ave Unit 1, Chicago, IL 60626
  • /38

    $575,000

    • 7 Beds
    • 3 Baths

    6520 S Ellis Ave, Chicago, IL 60637

    East Woodlawn two-unit property with all the updates, ready for you to move in. The first-floor unit is a spacious 4-bedroom, 2-bathroom duplex that includes garage parking and a laundry room. The second-floor unit features a 3-bedroom, 1-bathroom simplex, also with garage parking and laundry room. Both units have a bedroom that can easily accommodate a KING-sized bed, which is a rarity in

    Naja Morris @properties Christie's International Real Estate

    6520 S Ellis Ave, Chicago, IL 60637
  • /40

    $659,900 New Construction

    • 5 Beds
    • 4 Baths

    6515 S Langley Ave, Chicago, IL 60637

    6515 S Langley Ave | New Construction 2-Unit | 3.99 Interest Rate Available Yes, you read that right. The rates many buyers thought were gone have made a return - and this beautifully built new-construction residence in West Woodlawn shows how modern living, flexibility, and long-term value can live under one roof. Picture coming home to a space that lives like a single-family residence. The main

    Jennifer Bell Fulton Grace Realty

    6515 S Langley Ave, Chicago, IL 60637
  • /2

    $290,000

    • 6 Beds
    • 3 Baths

    6640 S Evans Ave, Chicago, IL 60637

    Check out this Greystone, 2 flat in the booming Woodlawn community. This property has been well kept and is ready for its next investor or owner occupant. The first floor duplex has 3 bedrooms and 1.5 bathroom, in addition to an enclosed porch, and an extra room in the basement. Unit 2 offers 3 bedrooms, 1 bathroom and an enclosed porch. This versatile property is in walking distance to the CTA

    Kaela Clay Hunter's Realty, Inc.

    6640 S Evans Ave, Chicago, IL 60637
  • /30

    $599,000 New Construction

    • 4 Beds
    • 4 Baths

    6537 S Rhodes Ave, Chicago, IL 60637

    Ready for delivery, stop living in just any home and own this high quality Greenline Home, designed to make you life at home more comfortable, healthier, safer and more affordable. Built for flexibility and affordability. This home features two separate living spaces: Unit 1: a spacious 3-bedroom, 2.5-bathroom Duplex Home with an open layout and a stunning vaulted great room that opens wide to

    Wayne Beals Exit Strategy Realty / EMA Management

    6537 S Rhodes Ave, Chicago, IL 60637
  • /8

    $639,000 New Construction

    • 3 Beds
    • 2.5 Baths

    967 E 62nd St Unit 2, Chicago, IL 60637

    Introducing Collection No.9 - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping

    Joanna Olszynska Compass

    967 E 62nd St Unit 2, Chicago, IL 60637
  • /30

    $550,000

    • 4 Beds
    • 3 Baths

    4954 W Huron St, Chicago, IL 60644

    Discover this beautifully renovated two-unit multifamily home that features a traditional layout with modern accents. The first unit is a duplex with a basement. Modern features and finishes have been meticulously added to each flat. You will fall in love. The Kitchen layout is chef's paradise with sleek stainless steel appliances, modern cabinets, and stone worktops, as well as gorgeous

    Lakeisha Beans Classic Realty Group Prestige

    4954 W Huron St, Chicago, IL 60644
  • /31

    $1,195,000

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    602 N May St Unit 3, Chicago, IL 60642

    This impeccably upgraded 3 bed, 2.5 bath duplex-up offers the perfect blend of luxury and location on a quiet, tree-lined street in West Town. Bathed in natural light from east, west, and southern exposures, the expansive layout features hardwood flooring throughout, two generous living areas, and a convenient main-level powder room. A striking Copat Italian kitchen anchors the main level,

    Nathan Binkley Compass

    602 N May St Unit 3, Chicago, IL 60642
  • /13

    $154,900

    • 3 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    3041 S Michigan Ave Unit 506, Chicago, IL 60616

    Condo duplex Balcony off the living room. All bedrooms located on the 2nd floor 3 bedroom and d1.5 bathrooms. Highest & Best. The deadline for submission is (10/16/2025 12 pm/NOON CST)

    Pamela Martin Realty Services Consortium

    3041 S Michigan Ave Unit 506, Chicago, IL 60616
  • /63

    $799,000

    • 6 Beds
    • 5 Baths

    2109 W 18th Place, Chicago, IL 60608

    Recently Gut Rehabbed 2-unit Investment Property. Each unit has modern kitchens and bathrooms, in-unit laundry, and a two-car garage out back. The top duplex is MTM (for a potential owner-occupant) at $3,100, while the garden unit is rented for $1,850. Perfect for owner-occupant or investor.

    Lawrence Dunning Fulton Grace Realty

    2109 W 18th Place, Chicago, IL 60608
  • /6

    $699,500 New Construction

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    2636 W Evergreen Ave Unit 1, Chicago, IL 60622

    INCREDIBLE NEW CONSTRUCTION 3 BED + FAMILY 3 BATH WEST TOWN DUPLEX DOWN W/ 400+ SQFT GARAGE ROOF TOP DECK! WHITE/BLACK COMBO SHAKER CABINETS, BOSCH STAINLESS STEEL APPLIANCES AND QUARTZ COUNTERTOP ISLAND KITCHEN OPENS TO BRIGHT SOUTH-FACING LIVING/DINING AREA; LARGE LIVING/DINING ROOM W/ HARDWOOD FLOORS THROUGHOUT; LUXE PRIMARY SUITE W/ WALK-IN-CLOSET & SPA CALIBER BATH W/ DOUBLE SINK VANITY AND

    Mario Greco Compass

    2636 W Evergreen Ave Unit 1, Chicago, IL 60622
  • /13

    $1,000,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    5114 S Kenwood Ave Unit PHA, Chicago, IL 60615

    PRICE REDUCED - MOVE-IN READY! Introducing 5114 Kenwood - a collection of new construction luxury condominium residences now completed in Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood delivers the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an

    Cory Robertson Jameson Sotheby's Intl Realty

    5114 S Kenwood Ave Unit PHA, Chicago, IL 60615
  • /30

    $809,000

    • 3 Beds
    • 2.5 Baths

    4135 N Kenmore Ave Unit 1S, Chicago, IL 60613

    Stunning 3 Bed/2.1 Bath duplex-down unit with two private outdoor spaces! The first level features an open floor plan complete with a front terrace off the living room w/ gas fireplace and spacious dining area. The kitchen boasts quartz countertops, sleek two toned cabinets, Thermador/Bosch appliances, a large pantry, and an oversized central island with barstool seating. The lower level features

    Tim Sheahan Compass

    4135 N Kenmore Ave Unit 1S, Chicago, IL 60613
  • /10

    $350,000

    • 6 Beds
    • 3 Baths

    7316 S Peoria St, Chicago, IL 60621

    Well-maintained 2-unit property in Chicago offering immediate and future income potential. The upper unit is vacant, allowing for immediate occupancy or rent-up. The main floor unit is currently occupied with an eviction in progress. Property is being sold AS-IS. Seller will make no repairs or credits. Cash or non-contingent financing preferred. Convenient location near public transportation,

    Jasmine Bouyer Real People Realty

    7316 S Peoria St, Chicago, IL 60621
  • /2

    $160,000

    • 5 Beds
    • 2 Baths

    7348 S Lowe Ave, Chicago, IL 60621

    Great opportunity for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. The property is structurally sound with a dry basement and ready for your renovation vision.

    John Sciberras Coldwell Banker Realty

    7348 S Lowe Ave, Chicago, IL 60621

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