Duplexes for Sale in Chicago, IL

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  /25

  $184,900

  • 6 Beds
  • 3 Baths

  7724 S Aberdeen St, Chicago, IL 60620

  Great opportunity in Auburn Gresham! Solid brick duplex with strong potential for rehabbers, investors, or savvy buyers looking to build equity. Spacious layout and large backyard offer room to add value. Convenient location with easy access to schools, parks, public transportation, and downtown Chicago. Sold AS-IS. Buyer to take subject to any municipal requirements. Seller does not provide

  Anthony Disano Parkvue Realty Corporation

  7724 S Aberdeen St, Chicago, IL 60620
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  /49

  $1,895,000

  • 8 Beds
  • 9 Baths

  1160 N Lasalle St, Chicago, IL 60610

  Exceptional investment opportunity in Chicago's prestigious Gold Coast. This meticulously maintained three-flat offers three spacious units, each with high ceilings, hardwood floors, abundant natural light, large living/dining areas, modernized kitchens, and updated baths. The second-floor duplex provides additional rental appeal and versatility. With on-site laundry, three rear parking spaces,

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  1160 N Lasalle St, Chicago, IL 60610
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  /33

  $865,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  321 N Jefferson St Unit P3211, Chicago, IL 60661

  Experience unparalleled luxury in this unbelievable 3-bedroom plus den, 2.1-bath duplex-up penthouse in an exceptional Fulton Market / West Loop location. Tucked within a boutique condo building on a quieter street, this sun-drenched residence offers a beautifully designed open-concept floor plan ideal for entertaining now elevated with a complete kitchen renovation, living room redesign, all new

  Natalie Renna Compass

  321 N Jefferson St Unit P3211, Chicago, IL 60661
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  /24

  $465,000

  • 2 Beds
  • 2 Baths

  1409 W Superior St Unit 3F, Chicago, IL 60642

  Exceptional opportunity to own this truly one-of-a-kind 2-bedroom, 2-bathroom duplex up with garage parking that lives like a single-family home in the heart of vibrant West Town, ideally positioned just south of Chicago Avenue and Eckhart Park. Fully updated and impeccably maintained, this thoughtfully designed residence offers an expansive main level rarely found in condo living. The open

  Molly Fox Jameson Sotheby's Intl Realty

  1409 W Superior St Unit 3F, Chicago, IL 60642
• 

  

  

  /18

  $875,000

  • 5 Beds
  • 3 Baths

  6328 N Magnolia Ave, Chicago, IL 60660

  Presenting a classic Chicago greystone in coveted Edgewater Glen, thoughtfully redesigned for modern living. Meticulously renovated in 2017, this turn-key two-flat offers a premier opportunity for a live-in owner seeking rental income or for the discerning investor. The building comprises two well-appointed residences. The first is a duplex-down with two bedrooms and a full bath. The upper unit

  Nancy Huetteman Redfin Corporation

  6328 N Magnolia Ave, Chicago, IL 60660
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  /2

  $435,000

  • 3 Beds
  • 3 Baths

  2514 W Thomas St, Chicago, IL 60622

  Duplex up, first floor with an attic plus garden unit apartment. Property has three legal unit certificate, 2 car garage, central air and heat. Great location. Investors welcome. Gut rehab or tear down. Sold AS IS. No inside inspections. Please, provide proof of funds.

  Malgorzata Zych Malgorzata Zych

  2514 W Thomas St, Chicago, IL 60622
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  /5

  $215,000

  • 6 Beds
  • 3 Baths

  6832 S Bishop St, Chicago, IL 60636

  Welcome to 6832 S Bishop Street, a classic, legal 2-flat brick building exterior provides timeless curb appeal and long-term durability. This well-maintained multi-family home offers a unique opportunity for both investors and owner-occupants seeking rental income potential. Each of the units boasts 3 bedrooms, 1 bath plus a spacious formal dining room, and hardwood floors. Functional layout; The

  Loreal Flowers EXIT Strategy Realty

  6832 S Bishop St, Chicago, IL 60636
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  /13

  $130,000

  • 4 Beds
  • 2 Baths
  • 1,240 Sq Ft

  8127 S Coles Ave, Chicago, IL 60617

  Incredible Cash flow, currently rented at $2,100/mo HCV Just a few steps from the lake. Minor renovation completed spring 2025. Bathroom basement already in place. Part of a 6 property portfolio(5 sgl fam, 1 duplex)

  Kuchambi Myhand Manage Chicago, Inc.

  8127 S Coles Ave, Chicago, IL 60617
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  /28

  $375,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 2 Baths

  7418 S Normal Ave, Chicago, IL 60621

  Welcome to this 100-year old newly renovated 2 unit building located in the historic Englewood neighborhood just steps from the vibrant and well maintained Hamilton Park. This prime location features convenient access to public transportation and the expressway attracting strong demand from both owner occupants and renters seeking convenience, stability, and long term growth. The upstairs unit

  Deanna Hicks GNP Realty Partners, LLC

  7418 S Normal Ave, Chicago, IL 60621
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  /37

  $855,000 Open Sun 11AM - 1PM

  • 7 Beds
  • 3 Baths

  3123 W Eastwood Ave, Chicago, IL 60625

  Well-maintained and fully rented, this classic Chicago 2-flat at 3123 W. Eastwood offers a seamless investment opportunity with strong existing tenancy in place. Long-time ownership shines through in the care and thoughtful upkeep throughout the building. The first-floor unit is a spacious duplex-down featuring 4 bedrooms (2 up, 2 down) and 2 full baths. The lower level includes a full bathroom

  Tanya Orndorff Equity Partners Real Estate, LLC

  3123 W Eastwood Ave, Chicago, IL 60625
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  /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
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  /15

  $940,000

  • 3 Beds
  • 2.5 Baths

  1541 W Pearson St Unit 1, Chicago, IL 60642

  The first resale of the Pearson Collection! Professionally designed by SK Design Group. This 3 bed 2.1 bath duplex-down residence lives like a single-family home, offering the ideal separation of space: entertaining and everyday living upstairs, with quiet bedrooms tucked below. The light-filled open-concept main level features soaring 12' ceilings, wide-plank 8" hardwood floors, and an abundance

  Jill Scott Compass

  1541 W Pearson St Unit 1, Chicago, IL 60642
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  /32

  $900,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1161 W Madison St Unit 4S, Chicago, IL 60607

  Distinctive penthouse loft duplex in an intimate West Loop building, featuring two private outdoor spaces and sweeping city views. Offering approximately 1,700 square feet, this residence includes two assigned exterior parking spaces in the price. Gut renovated in 2017 in collaboration with En Masse Architecture and Design, with all windows replaced during the renovation. The home is filled with

  Carrie McCormick @properties Christie's International Real Estate

  1161 W Madison St Unit 4S, Chicago, IL 60607
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  /18

  $719,900

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  1013 N Honore St Unit 1, Chicago, IL 60622

  Welcome to this spacious 3-bedroom, 2.5-bathroom duplex/condo located in the highly desirable West Town neighborhood. This property offers an excellent layout with ample living space and great potential for customization. Master bedroom and 1 1/2 bath located on main level. 2 bedrooms and 1 bathroom located in lower level. Enjoy outdoor living on the roof top deck, ideal for relaxing or

  Michael Olszewski Area Wide Realty

  1013 N Honore St Unit 1, Chicago, IL 60622
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  /27

  $650,000 Open Thu 3PM - 5PM

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  223 W Wisconsin St Unit 3A, Chicago, IL 60614

  Penthouse Living in the Heart of Old Town Triangle - Steps from the Zoo, Park, Lakefront, Shopping and Dining! Welcome to this truly unique duplex penthouse condo filled with architectural character and thoughtful updates that lives like a single family home. The open-concept living and dining space showcases beautiful columns, recently refinished hardwood floors, and vintage cabinetry with a

  Stefanie Lavelle @properties Christie's International Real Estate

  223 W Wisconsin St Unit 3A, Chicago, IL 60614
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  /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
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  /30

  $599,000 Open Sun 12PM - 1PM

  • 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
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  /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
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  /93

  $2,999,000

  • 5 Beds
  • 4 Baths

  116 N Willard Ct Unit PH01, Chicago, IL 60607

  BEST VALUE PENTHOUSE WITH PRIVATE ROOFTOP IN THE WEST LOOP! LAST 2 UNITS REMAIN IN THIS DEVELOPMENT. Tucked away on a quiet side street in the heart of Chicago's vibrant West Loop, this stunning new-construction duplex penthouse offers an unparalleled blend of luxury, space, and privacy. Spanning two expansive levels with over 1700 sq ft of private rooftop deck, this 5-bedroom + den/office,

  Sabina Szura Baird & Warner

  116 N Willard Ct Unit PH01, Chicago, IL 60607
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  /5

  $479,000

  • 4 Beds
  • 2 Baths

  5608 N Major Ave, Chicago, IL 60646

  Fully demoed to the studs. Plans available for a two-unit, including a duplex-down unit. Plans available upon request.

  Emilia Crespo RCI Realty LLC

  5608 N Major Ave, Chicago, IL 60646
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  /50

  $799,000

  • 8 Beds
  • 6 Baths

  2530 N Neva Ave, Chicago, IL 60707

  An amazing investment opportunity in Beautiful Montclare Neighborhood of Chicago on the edge of the city. This well-maintained multi-unit property sits on a double lot with gated access, featuring 2 buildings, The main building offers 2 large units that duplex up, offering each a separate living room, dining room, and kitchen with additional bonus rooms and spacious bedrooms, a Garden suite/in

  Fernando Roman RE/MAX Partners

  2530 N Neva Ave, Chicago, IL 60707
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  /12

  $2,499,000 New Construction

  • 6 Beds
  • 6 Baths

  1230 W Diversey Pkwy, Chicago, IL 60614

  2-unit luxury development located at the border of Lakeview and Lincoln Park. Each duplex residence offers 3 bedrooms and 2.5 baths, complemented by dedicated parking and private outdoor space for each unit. Thoughtfully laid out interiors feature expansive living and dining areas, luxury primary suites, and floorplans designed for elevated everyday living. A refined, low-density asset in one of

  William Goldberg Fulton Grace Realty

  1230 W Diversey Pkwy, Chicago, IL 60614
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  /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
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  /19

  $3,500,000

  • 5 Beds
  • 8 Baths
  • 6,860 Sq Ft

  270 E Pearson St Unit 701-801, Chicago, IL 60611

  Introducing a truly one-of-a-kind duplex in one of the city's premiere boutique buildings with endless opportunities to create your dream home. Located across from Lakeshore Park and steps from the lakefront, this homes offers spectacular views of the city, park, lake, and Navy Pier. Enjoy over 6800 sq. ft. of expansive living and entertaining spaces along with 3 terraces, five en-suite bedrooms,

  Caroline Druker Baird & Warner

  270 E Pearson St Unit 701-801, Chicago, IL 60611
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  /13

  $144,900

  • 3 Beds
  • 2.5 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
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  /20

  $725,000

  • 4 Beds
  • 4 Baths
  • 2,400 Sq Ft

  5148 N Ashland Ave Unit 1, Chicago, IL 60640

  Get Cozy in this stunning Prime Andersonville 4-bedroom, 4-bath duplex condo that perfectly blends timeless character with modern comfort. Showcasing exquisite vintage millwork, tall ceilings, and elegant architectural details, this residence exudes charm and craftsmanship throughout. The thoughtful floor plan offers exceptional flexibility, ideal for an in-law arrangement or extended guest

  Vikki Kokuzian Compass

  5148 N Ashland Ave Unit 1, Chicago, IL 60640
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  /2

  $202,300

  • 4 Beds
  • 2 Baths

  9049 S Drexel Ave, Chicago, IL 60619

  Listing price $202,300 The seller does not represent or guarantee occupancy status. NO viewings of this property. Please DO NOT DISTURB the occupant. Drive by only. Duplex. 4 bedrooms and 2 bathrooms. AS IS, cash only sales with no contingencies or inspections. Buyer will be responsible for obtaining possession of the property upon closing. Property sold without contingencies, repairs,

  Val Laborevitch Realhome Services & Solutions, Inc.

  9049 S Drexel Ave, Chicago, IL 60619
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  /29

  $610,000

  • 2 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  737 W Washington Blvd Unit 1003, Chicago, IL 60661

  Parking space included in price! This stylish, one of a kind 2 bed/2.1 bath duplex up is located in West Loop's desirable Skybridge building. Enjoy stunning, unobstructed east-facing city views from your private balcony, living room and bedroom. Ideal open concept layout makes entertaining easy in your extra wide living-dining space. Highlighted in the living room is a corner, gas fireplace that

  Kelly Crowe Baird & Warner Fox Valley - Geneva

  737 W Washington Blvd Unit 1003, Chicago, IL 60661
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  /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
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  /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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  /31

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,130 Sq Ft

  222 S Western Ave Unit A, Chicago, IL 60612

  New to the Market!!!!! This beautifully spacious renovated Jackson Square Duplex condo is ready for you to call home. It features an open concept with 2 bedrooms and 2.5 bathrooms, along with stainless steel appliances, white shaker cabinets, quartz countertops and backsplash, recessed lighting, vinyl plank and ceramic flooring, in-unit laundry, central air, and a private garage space.

  Donna Baker Kale Realty

  222 S Western Ave Unit A, Chicago, IL 60612

Showing Results 201 - 231, Page 6 of 6