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Duplexes for Sale in Chicago, IL

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  • /25

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    1328 W Fillmore St Unit B, Chicago, IL 60607

    UIC / Taylor Street 3-bed / 2.1-bath duplex featuring 2 roof decks and views of the downtown skyline. 3-Bed / 2 bath on 2nd level including primary suite bed/bath with double sink and soaking tub. Main level features 9-foot ceilings in an open living/dining/kitchen -- leading to a ~300 sqft walkout roof deck patio for hosting friends/family, dining / grilling. The upper level roofdeck is also

    Steven Katz @properties Christie's International Real Estate

    1328 W Fillmore St Unit B, Chicago, IL 60607
  • /24

    $725,000

    Pending
    • 3 Beds
    • 2.5 Baths

    1523 N Fairfield Ave Unit 1, Chicago, IL 60622

    Welcome to this bright and spacious three bedroom, two-and-a-half bathroom duplex-down in the heart of Humboldt Park. This move-in ready home features floor-to-ceiling windows, beautiful hardwood floors, and a generously sized living room anchored by a fireplace. The kitchen offers quartz countertops, high-end stainless steel appliances, a tile backsplash, gas cooking with a vented range hood,

    Axel Cohen Compass

    1523 N Fairfield Ave Unit 1, Chicago, IL 60622
  • /36

    $424,500

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    1508 W Cortez St Unit 2, Chicago, IL 60642

    Perfectly positioned near East Village, Noble Square, and Wicker Park, this distinctive 2-bedroom, 2-bath duplex-down offers the ideal blend of character, space, and style in a solid brick masonry building. FIRST FLOOR HAS BEEN FRESHLY PAINTED HEAD TO TOE! The thoughtfully designed layout features all main living areas on one level, with both bedrooms privately situated on the lower floor. The

    Dustin Queen Real Broker, LLC

    1508 W Cortez St Unit 2, Chicago, IL 60642
  • /38

    $530,000

    • 5 Beds
    • 3 Baths

    631 E Bowen Ave, Chicago, IL 60653

    Welcome to this well maintained two unit property in the heart of Bronzeville, offering a great opportunity for an owner occupant or investor. The first floor apartment is a cozy two bedroom, one bath walk up with its own in unit washer and dryer and a comfortable layout that makes it easy to call home. Upstairs, the spacious duplex lives more like a single family home. The main level features

    Sherri Jordan Suite 527 Realty Group, LLC

    631 E Bowen Ave, Chicago, IL 60653
  • /26

    $775,000

    Pending
    • 6 Beds
    • 4 Baths

    3450 W Diversey Ave, Chicago, IL 60647

    Don't miss this exceptional investment opportunity on the border of Logan Square and Avondale. This fully leased three-unit building generates strong annual rental income and offers immediate cash flow in one of Chicago's most sought-after rental markets. The top unit is an expansive 4-bedroom, 2-bath duplex-up featuring two spacious living areas, a beautifully updated kitchen with sleek two-tone

    Phil Byers Compass

    3450 W Diversey Ave, Chicago, IL 60647
  • /23

    $419,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    6126 N Francisco Ave Unit 1, Chicago, IL 60659

    Welcome to 6126 N Francisco Ave, Unit 1, a spacious four bedroom, three bath duplex condo offering approximately 2,700 square feet of flexible living space. This well maintained home features hardwood flooring, generously sized rooms, and a functional layout ideal for everyday living and entertaining. The recently updated kitchen features abundant oak cabinetry, granite and Corian finishes, a new

    Harris Ali Sky High Real Estate Inc.

    6126 N Francisco Ave Unit 1, Chicago, IL 60659
  • /21

    $539,000

    • 2 Beds
    • 2 Baths
    • 1,569 Sq Ft

    3755 N Wilton Ave Unit 3SE, Chicago, IL 60613

    Discover this spacious, quiet, top-floor duplex-up in the heart of Wrigleyville, just steps from the neighborhood's best restaurants, bars, shops, and transportation. This east facing unit offers tons of natural light, soaring ceilings, and an open, airy layout with plenty of space to live and entertain. The main level features expansive living area with fireplace, spacious kitchen with island,

    Bailey Wojtowicz Compass

    3755 N Wilton Ave Unit 3SE, Chicago, IL 60613
  • /30

    $729,900

    • 4 Beds
    • 3 Baths

    1457 W Fry St Unit 1, Chicago, IL 60642

    Completely renovated 4-bedroom, 3-bath duplex down offering nearly 2,000 sq.ft. of beautifully designed living space in the heart of Noble Square/West Town! Thoughtfully reimagined from top to bottom, this stunning home blends designer finishes with an ideal floor plan, creating the perfect balance of style, comfort, and functionality. Step inside to an inviting open-concept main level filled

    Tim Lorimer Compass

    1457 W Fry St Unit 1, Chicago, IL 60642
  • /22

    $349,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    3222 W Berteau Ave Unit 1, Chicago, IL 60618

    Natural light streams through the many windows of this spacious 3 bedroom 2 bath duplex down in Albany Park! The kitchen has 42" cabinets and stainless appliances, and overlooks the spacious dining room. There are hardwood floors throughout, fireplace in the living room, updated baths, and in unit washer dryer. BBQ on your deck. Walk to parks, shopping, entertainment, great restaurants, and

    Gwen Hughes Berkshire Hathaway HomeServices Chicago

    3222 W Berteau Ave Unit 1, Chicago, IL 60618
  • /29

    $390,000

    Pending
    • 5 Beds
    • 4 Baths

    1422 E 72nd Place, Chicago, IL 60619

    A completely modernized 2 duplex 2 condo units this turn-key property features 2 spacious units with 2 bathroom each that include Private Owner Suites. Both units offer generous, well-designed living spaces, with hardwood floors flow throughout the separate living, dining rooms and bedrooms. Each eat-in kitchen is finished with granite countertops and island and stainless steel appliances - ideal

    Darlene Morris Worth Clark Realty

    1422 E 72nd Place, Chicago, IL 60619
  • /27

    $599,900

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1122 W Newport Ave Unit 1A, Chicago, IL 60657

    IMPROVED PRICE, EZ TO SHOW RARELY AVAILABLE ORIGINAL CHICAGO 2 BR 2 Bath DUPLEX LOFT LIVING AT THE CENTER OF WRIGLEYVILLE- Walk to shops, restaurants, and blocks way from WRIGLEY FIELD. Original 20 foot wood beamed ceilings complements the exposed brick feature in the living areas. Open modern concept lets in light on the modern kitchen w all appliances included, center island w stools, dining &

    Maria Wildoer Century 21 Integra

    1122 W Newport Ave Unit 1A, Chicago, IL 60657
  • /32

    $775,000

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

    2943 N Lincoln Ave Unit 212, Chicago, IL 60657

    Spacious 3-bedroom, 2.5-bath duplex-up nestled within a picturesque ivy-covered courtyard building in the heart of sought-after West Lakeview. This unique home lives like a townhouse and offers an exceptional blend of character, updates, and space. There are hardwood floors throughout, oversized windows, and a cozy fireplace. The updated kitchen features crisp white cabinetry, granite

    Kristin Gonnella Coldwell Banker Realty

    2943 N Lincoln Ave Unit 212, Chicago, IL 60657
  • /17

    $435,000

    Pre-Foreclosure
    • 6 Beds
    • 3 Baths

    845 N Avers Ave, Chicago, IL 60651

    Solid brick duplex-down in Humboldt Park positioned for measurable value appreciation. Delivered vacant at closing with 3BD/2BA duplex-down and 2BD/1BA upper. Recent kitchen updates featuring new cabinets and appliances (2 years installed). Generous floor plans and strong structural bones create flexibility for cosmetic upgrades that will meaningfully enhance appeal and income potential. This is

    Tyrus Jenkins Cadence Realty

    845 N Avers Ave, Chicago, IL 60651
  • /28

    $800,000

    • 3 Beds
    • 2.5 Baths

    2324 N Winchester Ave Unit 102, Chicago, IL 60647

    Welcome to this stunning duplex-down located in Bucktown, offering the rare combination of newer construction quality, thoughtful design, and an unbeatable outdoor footprint. Built in 2019 with brick construction, this 3-bedroom, 2.5-bath residence delivers high-end finishes throughout. The main level features beautiful hardwood floors and an open-concept design connecting the living room, dining

    Susan Nice Baird & Warner

    2324 N Winchester Ave Unit 102, Chicago, IL 60647
  • /42

    $985,000

    • 8 Beds
    • 4 Baths

    1527 W 18th Place, Chicago, IL 60608

    NEW & IMPROVED in the heart of Pilsen! This legal 4-unit property which includes a coach house and 2-car garage is back on the market with meaningful improvements, refreshed units, improved pricing, and an even stronger overall package for both owner-occupants and investors. Since its previous offering, the property has benefited from additional improvements including tuckpointing, unit

    Dolores Raya Coldwell Banker Realty

    1527 W 18th Place, Chicago, IL 60608
  • /6

    $649,000

    Pending
    • 4 Beds
    • 2 Baths

    2852 W Polk St, Chicago, IL 60612

    East Garfield Park Brick 2 Unit near The United Center 1901 Redevelopment. Each unit features an impressive 1,500 sq ft of living space, large open concepts with Kitchen(s) overlooking a spacious Dining & Living Room area, 2 Bedrooms, 1 full Bathroom Walk-in Showers with Benches for a Spa-Like Experience. Full unfinished basement ideal for a third unit conversion with front & rear entrances or

    Eduardo Padro Pearson Realty Group

    2852 W Polk St, Chicago, IL 60612
  • /9

    $449,999

    • 5 Beds
    • 2 Baths

    7254 S Lafayette Ave, Chicago, IL 60621

    Brick 2 unit in The Greater Grand Crossing Community Of Chicago with large apartments. 1st floor unit: 2 bedroom, 1 bath, living room, dining room & kitchen open concept with potential to duplex into the basement. 2nd floor unit 3 bedroom, 1 bath, living room, dining room & kitchen open concept. *** PLEASE NOTE: Basement third unit potential with separate front, rear entrances and adequate

    Eduardo Padro Pearson Realty Group

    7254 S Lafayette Ave, Chicago, IL 60621
  • /2

    $1,650,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    Chicago, IL 60622

    Delivery Spring 2027 - Located in the absolute heart of Bucktown/Wicker Parker and just steps from the intersection of Damen & North Ave we're extremely excited to introduce this incredibly rare, extra-wide luxury condo development. Spanning 32 ft in width, this property allows for exceptionally spacious layouts on beautiful tree lined Elk Grove Ave. This oversize 3200ft duplex offers 4 spacious

    Andrew Thurston Meridian Real Estate Chicago LLC

    Chicago, IL 60622
  • /10

    $250,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft

    6328 S Drexel Ave Unit 1, Chicago, IL 60637

    Spacious and beautifully updated 5-bedroom, 3-bath duplex-down in the highly sought-after Woodlawn neighborhood, just minutes from public transportation, the University of Chicago, and the future Obama Presidential Center. Offering exceptional space and flexibility, this home is ideal for homeowners, multigenerational living, or investors seeking additional income potential. The main level

    Nikki Kimsey Keller Williams Preferred Rlty

    6328 S Drexel Ave Unit 1, Chicago, IL 60637
  • /38

    $375,000

    • 5 Beds
    • 2 Baths

    2655 S Drake Ave, Chicago, IL 60623

    beautifully rehabbed 2-flat in Little Village. Each unit includes open floorplan, modern kitchens and bathrooms, including quartz counters, stainless steel appliances, in unit laundry and wood floors throughout. The downstairs 2-bed unit is rented through the end of October and the tenant has already been told her lease will not be renewed. The upstairs 3 bed duplex is rented at $1950 through

    Lawrence Dunning Fulton Grace Realty

    2655 S Drake Ave, Chicago, IL 60623
  • /15

    $279,900

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    231 E 59th St Unit 1, Chicago, IL 60637

    FULLY FURNISHED NEW REMODELED TURN KEY UNIT MINUTES FROM OBAMA CENTER PERFECT FOR OWNER OCCUPIED OR INVESTORS PREVIOUSLY USED TO GENERATE ADDITIONAL INCOME ON AIRBNB Spectacular 3-bedroom, 2-bath duplex-down condo with an additional flex room offering approximately 1,800 sq. ft. of living space, just steps from Washington Park, public transportation, the University of Chicago, and the Museum of

    Kelly Chatman Real People Realty Inc

    231 E 59th St Unit 1, Chicago, IL 60637
  • /49

    $700,000

    • 4 Beds
    • 2 Baths

    4836 W Barry Ave, Chicago, IL 60641

    Stunning Brick 2-Unit in Prime Belmont Cragin! Welcome to this beautifully maintained brick 2-unit in the heart of Belmont Cragin! Both units feature kitchens with sleek flat-panel cabinetry, top-of-the-line stainless steel appliances, granite countertops in the first-floor unit, and quartz countertops in the second-floor unit. Each spacious, sun-filled unit offers an open-concept kitchen and

    Lourdes Fernando Keller Williams ONEChicago

    4836 W Barry Ave, Chicago, IL 60641
  • /24

    $535,000

    Pending Pre-Foreclosure
    • 7 Beds
    • 5 Baths

    3912 W Congress Pkwy, Chicago, IL 60624

    Legal 2 Unit with finished duplex-down basement in HOT Garfield Park! ** This spacious 2021 Rehab features a first floor duplex-down unit with 4 bedrooms and 2.5 baths. Two Beautifully updated kitchens, Spacious suites along with huge living and dining rooms. Brand new hardwood floors throughout, In-Unit Washer and Dryer, Individualized mechanicals and Jacuzzi tubs in each full bathroom. Each

    Khalilah Pinkney Real People Realty

    3912 W Congress Pkwy, Chicago, IL 60624
  • /2

    $1,900,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    2026 N Orleans St Unit 1, Chicago, IL 60614

    Welcome to The Orleans Collection! **NEW, UNDER CONSTRUCTION WITH FALL 2026 DELIVERY**This oversized all masonry luxury new construction 5-unit building - professionally built by experienced local developer Hibernian Development - is located in the leafy heart of East Lincoln Park. Built with luxury transitional finishes, spacious open floor plans, multiple private outdoor spaces & attached

    Sam Jenkins Jameson Sotheby's Intl Realty

    2026 N Orleans St Unit 1, Chicago, IL 60614
  • /8

    $299,900

    Pending
    • 6 Beds
    • 3 Baths

    8236 S May St, Chicago, IL 60620

    Excellent Investment Opportunity in Auburn Gresham. Discover the potential in this solid all-brick 2-unit property located in the Auburn Gresham neighborhood. Each unit offers 3 bedrooms and 1 bathroom with functional layouts, well-maintained, providing a strong foundation for rental income or owner-occupant use. The property also features a full basement, offering additional possibilities for

    Deonte Barbee Real Broker LLC

    8236 S May St, Chicago, IL 60620
  • /43

    $1,295,000

    $100K PRICE DROP
    • 5 Beds
    • 6 Baths

    4322 N Hoyne Ave, Chicago, IL 60618

    Prime Lincoln Square / Ravenswood 4-Flat - with an additional non-conforming basement unit. Beautiful Tree-Lined Street. Surrounded by million-dollar plus homes, this classic 4+flat sits on a picturesque block in one of Chicago's most desirable neighborhoods. Center entrance property with all updated kitchens and baths, hardwood floors and vintage natural trim throughout entire building. Separate

    Matthew Mika Compass

    4322 N Hoyne Ave, Chicago, IL 60618
  • /17

    $799,000

    Pending
    • 3 Beds
    • 2.5 Baths

    2133 N Campbell Ave Unit 1B, Chicago, IL 60647

    Sophisticated front-corner duplex down in an all-brick newer construction residence, ideally positioned on a quiet, tree-lined block between Bucktown and Logan Square. Thoughtfully designed across two levels, this 3-bedroom, 2 full bath and one-half bath home combines expansive interiors, refined finishes, and exceptional private outdoor space. The main level is defined by an impressive open

    Pasquale Recchia @properties Christie's International Real Estate

    2133 N Campbell Ave Unit 1B, Chicago, IL 60647
  • /28

    $675,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,631 Sq Ft

    2513 N Milwaukee Ave Unit 3N, Chicago, IL 60647

    Perched on the top floor of an intimate six-unit building, this three-bedroom, two-bath duplex penthouse lives large, with soaring vaulted ceilings, hardwood floors, and an abundance of natural light throughout. The open-concept main level offers a comfortable, functional layout for everyday living and entertaining. A linear fireplace anchors the living room, while pendant lighting defines a

    Rachel Rand Martell Jameson Sotheby's Intl Realty

    2513 N Milwaukee Ave Unit 3N, Chicago, IL 60647
  • /13

    $315,000

    • 3 Beds
    • 3 Baths

    4203 S Prairie Ave Unit 1, Chicago, IL 60653

    Best value for a spacious 3 bed/3 bath duplex in the area. Tasteful updates with elegant touches in every room. Refinished kitchen and hardwood floors. New furnace was installed in January. It's almost like getting a new home without the price tag! Spacious WIC in every bedroom. Building has no rusty exterior iron stairs = Low HOA fees. Newer developments everywhere around. Walk to Green line and

    Yohan Hwang Core Realty & Investments Inc.

    4203 S Prairie Ave Unit 1, Chicago, IL 60653
  • /2

    $170,000

    • 5 Beds
    • 2 Baths

    6921 S Normal Blvd, Chicago, IL 60621

    Great Cash flow ($2,700 monthly HCV subsidized), just steps from Englewood STEM High School, part of a 6 property portfolio(5 Sgl Fam, 1 Duplex)

    Kuchambi Myhand Manage Chicago, Inc.

    6921 S Normal Blvd, Chicago, IL 60621
  • /21

    $650,000

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

    941 W Gunnison St Unit 1W, Chicago, IL 60640

    The uptown gem is truly a one of a kind and must be seen to feel just how special it is. The huge duplex has been meticulously maintained and has an extremely rare large concept floor plan. You will absolutely fall in love with the endless natural light, large dining room, serene outdoor space, gorgeous wet-bar, plethora of storage, beautiful wood details, exposed brick the list truly does go on

    Daniel Cozzi Compass

    941 W Gunnison St Unit 1W, Chicago, IL 60640
  • /37

    $595,000

    Pending
    • 6 Beds
    • 3 Baths

    1615 S Trumbull Ave, Chicago, IL 60623

    Welcome to 1615 S Trumbull Avenue, a beautifully updated brick 2-flat offering a versatile layout for an owner-occupant or investor. This property combines classic Chicago architecture with modern finishes and two distinct living spaces. The duplex-up owner's unit features 2 bedrooms, spacious living and dining areas, an updated kitchen with white shaker cabinetry, stone countertops, stainless

    Sean McDonald Berkshire Hathaway HomeServices Chicago

    1615 S Trumbull Ave, Chicago, IL 60623
  • /43

    $950,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    400 S Green St Unit 310, Chicago, IL 60607

    A rare opportunity to own a truly one-of-a-kind timber loft duplex in the iconic Green Street Lofts. Spanning approximately 2,800 square feet and created through the seamless combination of three units, this expansive residence has been thoughtfully reimagined for today's modern live/work lifestyle while preserving the authentic character of classic West Loop loft living. The nearly

    Jonathan Khomutov Compass

    400 S Green St Unit 310, Chicago, IL 60607
  • /8

    $330,000

    $20K PRICE DROP
    • 6 Beds
    • 3 Baths

    1436 S Kenneth Ave, Chicago, IL 60623

    GREAT OPPORTUNITY, 2 FLAT BUILDING, TENANTS PAY FOR ALL UTILITIES. SECOND FLOOR DUPLEX WITH ATTIC,

    Juan Loza American International Realty

    1436 S Kenneth Ave, Chicago, IL 60623
  • /39

    $1,700,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    1923 N Damen Ave Unit PH, Chicago, IL 60647

    Exceptional penthouse living in the heart of Bucktown! This 3400 sq ft 4-bedroom, 3.1-bath duplex delivers a luxury experience across two meticulously designed levels culminating in a private rooftop retreat with unobstructed views of the skyline. Thoughtful design and elevated finishes define the interiors, with hardwood floors, crown molding, and detailed wainscoting throughout. The main level

    Kira Moscowitz Baird & Warner

    1923 N Damen Ave Unit PH, Chicago, IL 60647
  • /36

    $190,000

    Pending
    • 7 Beds
    • 5 Baths

    864 E 87th Place, Chicago, IL 60619

    ** Prime 2-Unit Investment Opportunity - Oversized Lot! ** Welcome to 864 E 87th Place - a fantastic income-generating property situated on an **oversized lot** offering both space and strong rental potential! This 2-unit building with a duplexed second floor is ideal for investors or owner-occupants seeking to maximize returns. **Property Highlights:** * **Unit 1 (1st Floor):** 3 bedrooms, 2

    Terina Fountain Coldwell Banker Realty

    864 E 87th Place, Chicago, IL 60619
  • /20

    $345,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    5325 N Kenmore Ave Unit 3A, Chicago, IL 60640

    Welcome to this sun-filled, duplex-up condo tucked on a tree-lined street in the heart of Edgewater. The main level opens to a bright, open-concept living, dining, and kitchen combination anchored by a wood burning fireplace, ideal for both everyday living and entertaining. One of two south-facing sunrooms is located off the living area, perfect for an at-home office with TONS of natural light

    Becky Sexson Baird & Warner

    5325 N Kenmore Ave Unit 3A, Chicago, IL 60640
  • /35

    $915,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft

    1536 W Walton St Unit 1, Chicago, IL 60642

    Noble Square, exceptional duplex down condo on a one way, treelined street with 3 private outdoor spaces! Facing South this light-filled residence enjoys abundant natural sunlight throughout the day and offers the perfect blend of elegance, comfort and modern functionality. The main level welcomes you with a spacious living room with fireplace ,inviting dining area and a stunning modern, eat-in

    Beata Gaska @properties Christie's International Real Estate

    1536 W Walton St Unit 1, Chicago, IL 60642
  • /43

    $1,995,000

    New Construction
    • 4 Beds
    • 3.5 Baths

    2644 N Lakewood Ave Unit 2N, Chicago, IL 60614

    The final opportunity at 2644 N Lakewood offers a rare combination of new construction, private outdoor space, and an exceptional Lakewood Avenue setting in the heart of Lincoln Park. This newly built duplex-up residence by BAK HOME Development is one of just four homes in the building, designed with an emphasis on natural light, thoughtful details, and elevated everyday living. The last unit

    Joe Freeman Compass

    2644 N Lakewood Ave Unit 2N, Chicago, IL 60614
  • /21

    $199,900

    $20K PRICE DROP
    • 10 Beds
    • 4 Baths

    13513 S Baltimore Ave, Chicago, IL 60633

    Calling all savvy investors! This is a prime value-add opportunity in the heart of Hegewisch. Located directly across from the Metra station, this commuter-friendly property is a magnet for renters. The property is being sold as-is and will not pass FHA financing, making it ideal for a cash buyer or renovation loan. For the investor ready to capitalize on a project with undeniable potential in a

    Basil Kawash REMAX Legends

    13513 S Baltimore Ave, Chicago, IL 60633

Showing Results 241 - 280, Page 7 of 13

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