Duplexes for Sale in Chicago, IL

• 

  

  

  /38

  $2,950,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 3,692 Sq Ft

  21 N May St Unit 305, Chicago, IL 60607

  Introducing the first duplex resale at the Embry! Welcome to Unit 305, an exceptionally rare four-bedroom, four-and-a-half-bath duplex residence in the heart of the West Loop. One of only four duplex homes built in this celebrated luxury development, this home at almost 3,700 sq ft offers impeccable features including elegant herringbone hardwood floor in the foyer and living room along with

  Sarah Marsh @properties Christie's International Real Estate

  21 N May St Unit 305, Chicago, IL 60607
• 

  

  

  /24

  $535,000

  • 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
• 

  

  

  /8

  $299,900

  • 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
• 

  

  

  /23

  $699,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  1651 N Dayton St Unit 304, Chicago, IL 60614

  Welcome home to this sun drenched southeast facing duplex-up in the heart of Lincoln Park, located within the highly coveted Oscar Mayer School District. Offering 2 bedrooms, a den, 2.5 bathrooms, and two spacious levels of living, this exceptional residence truly lives like a single family home. A welcoming foyer opens to an expansive, open-concept living and dining space designed for both

  Lital Avnet Jameson Sotheby's Intl Realty

  1651 N Dayton St Unit 304, Chicago, IL 60614
• 

  

  

  /29

  $675,000

  Pending

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

  1720 N Talman Ave Unit 1, Chicago, IL 60647

  Spacious and beautiful 3 bed / 3 bath duplex down, steps to Bloomingdale Trail (606). Ideal location nestled between Bucktown, Wicker Park and Logan Square. Intimate 3 unit all-brick building with low assessments. Hardwood floors throughout the main level. Large Chef's kitchen with stainless steel appliances, Quartz countertops and room for peninsula seating. Living and dining area features a

  Samuel Marconi @properties Christie's International Real Estate

  1720 N Talman Ave Unit 1, Chicago, IL 60647
• 

  

  /26

  $319,000

  $20K PRICE DROP Pending

  • 7 Beds
  • 3 Baths

  7843 S Burnham Ave, Chicago, IL 60649

  Opportunity awaits in this spacious South Shore two-unit property, ideally located just minutes from the lakefront, Rainbow Beach, the South Shore Cultural Center, the Obama Presidential Library, Downtown Chicago, and convenient Metra and CTA transportation. This property is perfect for an owner-occupant or investor. Renovations have already begun, creating an excellent opportunity for a buyer

  Bryant Triplett RE/MAX 10

  7843 S Burnham Ave, Chicago, IL 60649
• 

  /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
• 

  

  /25

  $300,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3923 W Ainslie St Unit 1E, Chicago, IL 60625

  Bring your creative ideas to this sun-filled 3 bedroom duplex offers the space, style, and comfort today's buyers are looking for in the heart of Albany Park. Nicely updated throughout, the home features an open layout ideal for everyday living and hosting, with hardwood floors, 9 foot ceilings, and oversized windows that bring in beautiful natural light. The kitchen is open with sleek cabinetry,

  Vashti Araia @properties Christie's International Real Estate

  3923 W Ainslie St Unit 1E, Chicago, IL 60625
• 

  

  /31

  $750,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,950 Sq Ft

  1330 W Hubbard St Unit 2, Chicago, IL 60642

  Rarely available and beautifully updated duplex in the heart of West Town offering the expansive feel of a duplex-down without sacrificing natural light or above-grade living space. Occupying the first and second floors of an intimate three-unit building, this unique home lives like a single-family residence with multiple living areas, generous room sizes, and exceptional outdoor space. The main

  Christina McNamee Compass

  1330 W Hubbard St Unit 2, Chicago, IL 60642
• 

  

  /29

  $809,900

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  2147 N Talman Ave Unit 3, Chicago, IL 60647

  Experience the best of Logan Square in this stunning 2,600-square-foot duplex-up, offering the scale and layout of a single-family home with the ease of condo living. The main level is designed for both productivity and entertaining, featuring two expansive living areas that provide incredible flexibility for your lifestyle. Whether you're hosting a dinner party or relaxing by the fire, there's

  Dino Hasapis Compass

  2147 N Talman Ave Unit 3, Chicago, IL 60647
• 

  

  /23

  $189,500

  Pending

  • 6 Beds
  • 3 Baths

  9209 S Woodlawn Ave, Chicago, IL 60619

  Excellent opportunity to add a strong income-producing 2-unit property to your investment portfolio. Conveniently located near a major shopping center, schools, CTA bus routes, Chicago State University, and the fire department. With a projected cap rate exceeding 16%, this property offers impressive potential returns. The garden-level unit features 2 bedrooms and 1 bath, with recent improvements

  Tina Jagshi Keller Williams Infinity

  9209 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /43

  $950,000

  • 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
• 

  

  /25

  $800,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  434 W Armitage Ave Unit D, Chicago, IL 60614

  Bright and beautifully updated duplex-up townhome in The Pointe, ideally located in East Lincoln Park. This spacious 2-bedroom, 2.1-bath residence offers approximately 1,500 square feet of living space, a private entrance, and an attached garage parking. The main level features soaring cathedral ceilings, French doors, hardwood floors, and an expansive open-concept living, dining, and kitchen

  Bruce Glazer @properties Christie's International Real Estate

  434 W Armitage Ave Unit D, Chicago, IL 60614
• 

  

  /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
• 

  

  /22

  $795,000

  Pending

  • 3 Beds
  • 2 Baths

  722 N Ada St Unit 3, Chicago, IL 60642

  Experience exceptional duplex living in the Noble Square neighborhood of West Town. This highly functional three -bedroom home features three private outdoor spaces designed flawlessly for modern indoor- outdoor living. The main level is flooded with natural light from floor to ceiling windows. The chef's kitchen features flat panel white cabinetry, a built-in pantry, a premium Fisher & Paykel

  Beth Kelly Engel & Voelkers Chicago North Shore

  722 N Ada St Unit 3, Chicago, IL 60642
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  /36

  $530,000

  $30K PRICE DROP Pending

  • 13 Beds
  • 5 Baths

  8705 S Saginaw Ave, Chicago, IL 60617

  Great opportunity for investors or owner-occupants looking to maximize rental income potential! This unique multi-unit property features a main building with two spacious duplex units plus a separate coach house, offering multiple streams of income. The first duplex combines the main level with the basement and offers 6 bedrooms and 2 bathrooms, providing ample space for large households or

  Lorena Ramirez-Carrillo YUB Realty Inc

  8705 S Saginaw Ave, Chicago, IL 60617
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  /2

  $2,475,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths

  3923 N Janssen Ave Unit 2W, Chicago, IL 60613

  Sold Before Print. Refined new construction 4BR / 3.5BA duplex-up in Lakeview featuring expansive interiors and exceptional outdoor living. The open main level offers a sophisticated living and dining space anchored by a chef's kitchen with custom cabinetry, quartz countertops, Sub-Zero and Wolf appliances, beverage cooler, oversized island, walk-in pantry, and mudroom. The upper level features a

  William Goldberg Fulton Grace Realty

  3923 N Janssen Ave Unit 2W, Chicago, IL 60613
• 

  

  /21

  $199,900

  $20K PRICE DROP Pending

  • 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
• 

  

  /31

  $895,000

  • 3 Beds
  • 2.5 Baths

  1821 W Armitage Ave Unit 3W, Chicago, IL 60622

  Stunning Bucktown/Wicker Park penthouse duplex with 3 bedrooms, 2.5 baths, attached heated garage parking, multiple private outdoor spaces, and impressive skyline views. This bright top-floor home features wide-plank hardwood floors, high ceilings, two gas fireplaces, custom stone fireplace surround, plantation shutters, and built-in audio/surround-sound wiring. The main level offers an open

  Ryan Cherney Circle One Realty

  1821 W Armitage Ave Unit 3W, Chicago, IL 60622
• 

  

  /31

  $315,000

  • 2 Beds
  • 2 Baths

  4027 N Mozart St Unit 1, Chicago, IL 60618

  Experience living in desirable Irving Park in this beautifully reimagined residence, where timeless Chicago soul meets modern design. This stunning duplex down includes 2 bedrooms and 2 full bathrooms. Step inside and you'll be welcomed with original hardwood floors that flow through the first floor and an abundance of natural light. The updated kitchen includes newer 24 inch cabinets, quartz

  Cristina Panagopoulos Compass

  4027 N Mozart St Unit 1, Chicago, IL 60618
• 

  

  /25

  $699,999

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  1810 S Racine Ave Unit 1, Chicago, IL 60608

  Welcome to this sprawling, 2019-built 4-bedroom/3-bathroom duplex down in the heart of Pilsen! East-facing living room with floor to ceiling windows provides abundant natural light and creates a stunning open concept entertaining space with large living room. Perfect space for a dining room table and gorgeous kitchen that becomes the focal point. Kitchen features Bosch slate black stainless-steel

  Alex Menoni @properties Christie's International Real Estate

  1810 S Racine Ave Unit 1, Chicago, IL 60608
• 

  

  /29

  $1,000,000

  $600K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,327 Sq Ft

  1242 N Lake Shore Dr Unit 25, Chicago, IL 60610

  Huge 5327 sf duplex home with a 200+ sf terrace. Former home of Samuel Insul and Ray Kroc- offers panoramic wrap around views of lake and city. Home needs some updating but is priced accordingly. Amazing mural commissioned by Ray and Joan Kroc graces the circular stairway that leads to the second floor. Wood burning fireplace in the living room. Huge modern kitchen and a breakfast room with a

  Jim Kinney Baird & Warner

  1242 N Lake Shore Dr Unit 25, Chicago, IL 60610
• 

  

  /17

  $585,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  2545 N Racine Ave Unit 1, Chicago, IL 60614

  Incredible opportunity to acquire this unique home in the heart of Lincoln Park. Enjoy this recently updated duplex featuring a private entrance and a private garage parking space. Terrific open concept layout on the main level and a huge slider door leading to your private patio - ideal for those long summer nights! The corner exposure allows for an abundance of natural light throughout. Recent

  Owen Duffy Fulton Grace Realty

  2545 N Racine Ave Unit 1, Chicago, IL 60614
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  /61

  $395,000

  Pending

  • 10 Beds
  • 4 Baths

  7842 S Union Ave, Chicago, IL 60620

  This meticulously-maintained 4-unit brick building is a gem waiting to be uncovered by savvy investors like you. Each unit boasts a winning combination of space and functionality. The first floors feature generous 2-bedroom layouts, complete with family room, dining room, kitchen, and duplex down to the basement, perfect for maximizing rental income potential. Meanwhile, the second floors offer

  Lourdes Fernando Keller Williams ONEChicago

  7842 S Union Ave, Chicago, IL 60620
• 

  

  /17

  $580,000

  Pending

  • 5 Beds
  • 3 Baths

  4730 S Komensky Ave, Chicago, IL 60632

  Don't miss this stunning two-unit in Archer Heights! Whether you're looking to live in one unit while generating rental income or add a solid investment to your portfolio, this property checks all the boxes. Each unit features 2 spacious bedrooms, a bright living room, a full bathroom, and a beautifully updated kitchen with brand-new appliances, modern cabinetry, and stylish countertops. The

  Emily Roman Realty of America, LLC

  4730 S Komensky Ave, Chicago, IL 60632
• 

  

  /35

  $899,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  1856 N Halsted St Unit 1N, Chicago, IL 60614

  PRIME East Lincoln Park location. This extra-wide duplex down has been thoughtfully renovated with high-end finishes. The stunning kitchen features custom Italian cabinetry, clean white quartz countertops with a waterfall island, luxurious tile work, and exceptional integrated storage. The main level showcases beautifully refinished hardwood floors with original walnut inlay details preserved.

  Robin Phelps @properties Christie's International Real Estate

  1856 N Halsted St Unit 1N, Chicago, IL 60614
• 

  

  /7

  $1,975,000

  New Construction

  • 4 Beds
  • 4 Baths

  1935 N Mohawk St Unit 1S, Chicago, IL 60614

  Beautifully built and expertly designed 4-bedroom/ 4 bathroom duplex residence in an amazing part of Lincoln Park, offering an exceptional layout and multiple private outdoor spaces. This thoughtfully designed home features a wide, open-concept main level with a large living and dining area, perfect for everyday living and entertaining. The kitchen offers generous counter space, ample cabinetry,

  William Goldberg Fulton Grace Realty

  1935 N Mohawk St Unit 1S, Chicago, IL 60614
• 

  

  /28

  $875,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,023 Sq Ft

  3507 N Reta Ave Unit 1, Chicago, IL 60657

  Welcome home to this beautifully updated duplex down in a solid brick building on a quiet, tree-lined street in the heart of Lakeview, complete with the rare convenience of an attached one-car garage. Thoughtfully renovated since 2017, this exceptional residence offers 3 bedrooms, 3 full baths, and an ideal floor plan that lives like a single-family home with spacious living spaces, multiple

  Amanda McMillan @properties Christie's International Real Estate

  3507 N Reta Ave Unit 1, Chicago, IL 60657
• 

  

  /26

  $899,900

  Open Sun 12PM - 2PM

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

  1728 N Damen Ave Unit 1106, Chicago, IL 60647

  Stunning 3,000 sq ft LOFT that lives like a single-family in the heart of Bucktown. This iconic location embodies a LIFESTYLE, and this condo, filled with a rich history of rhythm and beats, is ideal for buyers seeking something far from cookie-cutter. I can't even imagine what life was like when drums were being made in this warehouse, but I can tell you this-this reimagined space is pure

  Karla Mina MPower Residential Brokerage LLC

  1728 N Damen Ave Unit 1106, Chicago, IL 60647
• 

  

  /9

  $1,750,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  2468 N Orchard St Unit M-S, Chicago, IL 60614

  Welcome to 2468 N Orchard! **NEW CONSTRUCTION WITH EARLY 2027 DELIVERY** A four-residence boutique ELEVATOR building where 1920s Art Deco character is re-imagined for modern Lincoln Park sophisticated living. These duplex maisonettes live like a single-family home, defined by expansive two-level layouts and dramatic 23' wide living spaces FLOODED WITH NATURAL LIGHT. Incredible architectural bay

  Eugene Fu @properties Christie's International Real Estate

  2468 N Orchard St Unit M-S, Chicago, IL 60614
• 

  

  /24

  $442,500

  Pending

  • 4 Beds
  • 4 Baths

  5310 S Wood St, Chicago, IL 60609

  Welcome home to this stunning, fully renovated two-unit property featuring two spacious duplex layouts designed for modern living. This property qualifies eligible owner-occupants up to $20,000 in purchase assistance through the cook county land bank grant program. Unit 1 features an open concept floor plan that flows into a beautifully finished basement complete with a wet bar, wine cooler, and

  Darius Hennington Kale Realty

  5310 S Wood St, Chicago, IL 60609
• 

  

  /4

  $289,000

  Pending

  • 6 Beds
  • 3 Baths

  6436 S Vernon Ave, Chicago, IL 60637

  Woodlawn brick 2Flat on a block with new buildings built on the same block and 3 flat will be built next door soon. This 3 level property has one 3 bedroom unit on the 1st and 2nd floor. A full basement with coin operated laundry machine is used as storage space currently. The 2nd floor unit is currently rented for the same tenant for more than 10 years but it does need work if you want to turn

  Jaclyn Wang Everbright Enterprise Inc.

  6436 S Vernon Ave, Chicago, IL 60637
• 

  

  /21

  $104,900

  • 5 Beds
  • 2 Baths

  6413 S Honore St, Chicago, IL 60636

  Legal 2-unit in South Lynne with strong bones and serious upside for the right buyer. Separate utilities, 5-year-old roof set this property apart from the typical AS-IS inventory in the 60636 corridor. Unit 1 (first floor): 2 bedrooms, 1 bath, with a duplex configuration into the unfinished basement. Plumbing already roughed in for a third bathroom downstairs. Strong opportunity to expand the

  Sean Gimpert O'Neil Property Group, LLC

  6413 S Honore St, Chicago, IL 60636
• 

  

  /38

  $385,000

  • 5 Beds
  • 3 Baths

  3323 N Hamlin Ave, Chicago, IL 60618

  Located in the heart of Avondale and owned by one family for nearly 60 years, this value add two-flat is ready for its next owner. The property needs extensive work but has great potential for a buyer to bring their ideas. The duplex-up owner's unit offers three bedrooms, two baths, a large eat-in kitchen and an expansive rear deck. The lower level is barely below grade and is currently

  Zachary Redden Redden+McDaniel

  3323 N Hamlin Ave, Chicago, IL 60618
• 

  

  /35

  $1,499,000

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

  1919 S Prairie Ave Unit 3, Chicago, IL 60616

  A true Chicago trophy residence, this extraordinary duplex penthouse crowns the legendary Marshall Field Jr. Mansion, one of the city's most historically significant estates. Offering approximately 3,700 square feet of beautifully restored living space, four fireplaces, soaring 10-foot ceilings, and coveted two-car attached heated garage parking, this is a once-in-a-generation opportunity to own

  Carrie McCormick @properties Christie's International Real Estate

  1919 S Prairie Ave Unit 3, Chicago, IL 60616
• 

  /2

  $125,000

  $10K PRICE DROP

  • 6 Beds
  • 3 Baths

  2115 E 72nd Place, Chicago, IL 60649

  Historic Gem in South Shore - A Grand Opportunity with Ready-to-Go Plans! Step into this impressive 2,800 sq. ft. historic home on a prime corner lot in Chicago's desirable South Shore neighborhood. Massive potential, this property is ideal for investors or homebuyers with 203K financing ready to design their dream space. Already available are approved building drawings and permits for a 2-unit

  Sachet White Century 21 IMPACT

  2115 E 72nd Place, Chicago, IL 60649
• 

  

  /17

  $395,000

  Pending

  • 7 Beds
  • 2 Baths

  4149 W Jackson Blvd, Chicago, IL 60624

  Solid brick 2 unit building located in the heart of West Garfield Park offering an outstanding opportunity for both investors and owner occupants. Whether you are looking to expand your investment portfolio or create the perfect multigenerational living arrangement, this property offers exceptional space, flexibility, and long term value. The first floor features beautiful hardwood floors

  Geraldo Roman Roman Properties, LLC.

  4149 W Jackson Blvd, Chicago, IL 60624
• 

  

  /18

  $1,650,000

  New Construction Pending

  • 3 Beds
  • 2.5 Baths

  1502 W School St Unit 2, Chicago, IL 60657

  New Construction, duplex up, penthouse designed by Studio Group, delivering winter 2026. Offering 3 bedrooms, 2.5 bathrooms, a dedicated office and three incredible private outdoor spaces. Just steps from the Southport Corridor, this one of kind home blends bold design, elite craftsmanship at an unbeatable location. The main floor is anchored by a showpiece kitchen with Wolf and Sub-Zero

  Michael Yeagle @properties Christie's International Real Estate

  1502 W School St Unit 2, Chicago, IL 60657
• 

  

  /6

  $260,000

  $90K PRICE DROP

  • Land
  • 0 Sq Ft

  2909 W 25th St, Chicago, IL 60623

  Perfect opportunity getting two lots for one price! Next door Lot at 2911 W. 25th Street MLS#12454243 included which has separate pin number. Was a 4 unit but is currently gutted. Seller will include Architectural Plans he had to rebuilt on each lot of 2 Duplex 2 units. Seller will not separate must be sold as a package deal.

  Gloria Ortiz Real People Realty

  2909 W 25th St, Chicago, IL 60623

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