Duplexes for Sale in Chicago, IL

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  /3

  $1,450,000

  New Construction

  • 4 Beds
  • 3.5 Baths

  914 W Fletcher St Unit 1, Chicago, IL 60657

  A beautifully executed brand-new construction 4-bedroom duplex down by PLD Homes, this residence delivers a refined blend of design, sophistication, and everyday livability in the heart of Lakeview. From the moment you enter, the attention to detail is unmistakable. The main level is anchored by white oak hardwood floors, soaring 10' ceilings, and 8-inch doors, all enhanced by abundant

  Hayley Westhoff Compass

  914 W Fletcher St Unit 1, Chicago, IL 60657
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  /16

  $590,000

  Pending

  • 2 Beds
  • 2.5 Baths

  1330 N Lasalle St Unit 300, Chicago, IL 60610

  Large 2 bedroom, 21/2 bath top-floor duplex nestled between the Gold Coast and Old Town. Newly remodeled baths. Kitchen with espresso cabinets, stainless steel appliances, and granite countertops. The kitchen opens to a spacious dining room. In-unit washer and dryer. Master suite with large walk-in closet. Newly refinished hardwood floors. Updated powder room off the living room and newly

  Yongzhen Zhang ARNI Realty Incorporated

  1330 N Lasalle St Unit 300, Chicago, IL 60610
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  /32

  $960,000

  Pending

  • 3 Beds
  • 3 Baths

  1955 W Barry Ave Unit 2W, Chicago, IL 60657

  Multiple offers received. Sunday open cancelled. Beautifully updated duplex-up in an intimate boutique building, offering the feel and functionality of a single-family home with low HOA dues and exceptional indoor-outdoor living. Perfectly positioned across from Hamlin Park, this move-in-ready residence combines designer finishes with thoughtful recent upgrades. The sun-filled main level features

  Joanne Nemerovski Compass

  1955 W Barry Ave Unit 2W, Chicago, IL 60657
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  /45

  $899,000

  New Construction Pending

  • 4 Beds
  • 3 Baths
  • 3,944 Sq Ft

  4353 N Richmond St Unit 1S, Chicago, IL 60618

  *** SOLD BEFORE PRINT *** Located in Irving Park, this expansive 4-bedroom, 3.5-bath duplex with over 3,800 sq ft offers the space and comfort of a single-family home. Featuring 10.5-ft ceilings, 8-ft solid core doors, and hardwood floors throughout. Walk into the large open concept living and dining room complemented by a large west-facing balcony. The chef's kitchen boasts custom cabinetry,

  Hadley Rue Baird & Warner

  4353 N Richmond St Unit 1S, Chicago, IL 60618
• 

  

  

  /10

  $575,000

  Pending Pre-Foreclosure

  • 8 Beds
  • 3 Baths

  1500 S Trumbull Ave, Chicago, IL 60623

  Updated Property Featuring A Duplex 1st Floor Unit That Has Spacious Rooms & 2-Bathrooms. The Building Also Features Forced Air Heat & Air Conditioning. Nothing To Do But Move-In. Strong cash-flow opportunity in Chicago's West Side. This 2-flat Greystone multi-unit features 8 bedrooms across two spacious units - a 4BD/2BA on the first floor and a 4BD/1BA on the second - totaling 14 rooms.

  Eric Villalobos United Real Estate-Chicago

  1500 S Trumbull Ave, Chicago, IL 60623
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  /2

  $290,000

  $60K PRICE DROP

  • 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
• 

  

  /25

  $600,000

  Pending

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

  2524 W Bloomingdale Ave Unit D, Chicago, IL 60647

  Tucked away along the 606 Trail in the heart of Bucktown, this 2-bedroom, 2-bathroom duplex-up penthouse is a hidden gem offering skyline views, private outdoor space, and an unbeatable location. The upper level is dedicated to the spacious primary suite, complete with a large walk-in closet, refreshed en-suite bathroom with new lighting, vanity top, and faucet, and access to a private 17x21-foot

  Lauren Green Baird & Warner

  2524 W Bloomingdale Ave Unit D, Chicago, IL 60647
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  /12

  $499,000

  • 7 Beds
  • 3 Baths

  1450 S Avers Ave, Chicago, IL 60623

  LOOKING FOR A FANTASTIC OPPORTUNITY TO OWN A GREAT INCOME PRODUCING MULTI-UNIT? LOOK NO FURTHER? ** BEAUTIFUL & SPACIOUS GREYSTONE 2 FLAT, FULLY RENOVATED IN 2020. 1ST FLOOR APARTMENT DUPLEXED DOWN TO THE BASEMENT, FEATURES 5 BED/2 BATHS. THE 2ND FLOOR FEATURES 3 BEDROOMS & 1 BATH. ADDITONAL ATTIC/RECREATIONAL SPACE WITH SEPARATE ENTRANCE READY FOR YOUR IDEAS. OR DUPLEX UP FROM THE 2ND FLOOR FOR

  LaToya Moore Baird & Warner

  1450 S Avers Ave, Chicago, IL 60623
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  /56

  $789,000

  $10K PRICE DROP

  • 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
• 

  

  /15

  $350,000

  $40K PRICE DROP Pending

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

  4032 S Calumet Ave Unit 1S, Chicago, IL 60653

  Beautifully and tastefully updated 3-bedroom, 3-bath duplex condo located in the heart of the historic Bronzeville neighborhood. This spacious home offers an ideal blend of modern finishes and timeless character, featuring an open-concept layout, generous living spaces and bedrooms, and stylish upgrades throughout. The duplex design provides exceptional flexibility and privacy, perfect for

  Pamela Tuggle @properties Christie's International Real Estate

  4032 S Calumet Ave Unit 1S, Chicago, IL 60653
• 

  

  /19

  $1,375,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths

  2341 W Saint Paul Ave Unit 1West, Chicago, IL 60647

  New Construction, duplex down designed by Studio Group, delivering in September 2026. Offering 4 bedrooms, 3.5 bathrooms, two incredible private outdoor spaces at a premiere Bucktown location, 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 appliances, bespoke Amish cabinetry, a 10'

  Michael Yeagle @properties Christie's International Real Estate

  2341 W Saint Paul Ave Unit 1West, Chicago, IL 60647
• 

  

  /22

  $799,999

  Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths

  867 N Paulina St Unit 3S, Chicago, IL 60622

  Welcome home to this duplex-up penthouse on a tree-lined street in the East Village area of West Town. Step inside and immediately appreciate the two-story living room drenched in natural light, and open to your entertainer's kitchen with a wine fridge, lots of storage, and a large island great for guests. On the main floor you have a hall bath and bedroom with plenty of storage as well as your

  Caroline Kuby Baird & Warner

  867 N Paulina St Unit 3S, Chicago, IL 60622
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  /13

  $129,900

  $50K PRICE DROP Pending

  • 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.

  Pamela Martin Realty Services Consortium

  3041 S Michigan Ave Unit 506, Chicago, IL 60616
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  /47

  $1,299,900

  Pending

  • 4 Beds
  • 2.5 Baths

  2717 N Racine Ave Unit 1, Chicago, IL 60614

  Incredible 4-bedroom duplex-down in the heart of prime Lincoln Park offering an exceptional blend of luxury, functionality, and incredible indoor-outdoor living. This all-brick, 100% owner-occupied building delivers sophisticated design throughout with sleek finishes, soaring coffered ceilings, and beautiful hardwood floors across the main level. Enter into the sun-filled living room featuring a

  Keith Brand Berkshire Hathaway HomeServices Chicago

  2717 N Racine Ave Unit 1, Chicago, IL 60614
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  /27

  $715,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,557 Sq Ft

  831 N Hermitage Ave Unit 1, Chicago, IL 60622

  Step into this beautiful 3 bed, 2.1 bath duplex-down in East Ukrainian Village, where dramatic west-facing floor-to-ceiling windows fill the living and family rooms with light and overlook a quiet, tree-lined street. Rich hardwood floors flow throughout the home, adding warmth and elegance to every room. The main level offers an open-concept kitchen, dining, and living space anchored by a

  Karla Oberholtzer @properties Christie's International Real Estate

  831 N Hermitage Ave Unit 1, Chicago, IL 60622
• 

  

  /22

  $1,250,000

  Pending

  • 7,050 Sq Ft

  3851 N Laramie Ave, Chicago, IL 60641

  Offered for the first time in nearly four decades, 3851-53 N Laramie / 5155 W Byron is a pride of ownership 7 unit corner masonry building in Portage Park. The building features seven (7) two bedroom, one bath apartments, including one duplex and one garden unit, with updated finishes, stainless steel appliances in select units, radiator heat, and coin operated common laundry. Major building

  Harrison Cohen Triton Realty Group LLC

  3851 N Laramie Ave, Chicago, IL 60641
• 

  

  /23

  $375,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,859 Sq Ft

  6209 S University Ave Unit 1, Chicago, IL 60637

  Rarely available duplex-down in one of Chicago's most coveted locations! This stunning home delivers an unrivaled combination of style, space, and convenience - just moments from the future Obama Presidential Library. The main level impresses from the moment you walk in, featuring gorgeous diagonal hardwood floors, an open-concept layout, and a beautifully appointed kitchen with stainless steel

  Renate Martin Baird & Warner

  6209 S University Ave Unit 1, Chicago, IL 60637
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  /26

  $675,000

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  319 W Webster Ave Unit 1, Chicago, IL 60614

  Come experience this beautifully renovated duplex in a charming all-brick building on one of Lincoln Park's picturesque tree-lined streets. Offering 2 bedrooms, 1.1 bathrooms, two levels of living space, hardwood floors throughout, and central heat and air conditioning, this home seamlessly blends timeless character with modern updates. The lower level is at street level (not below grade), while

  Matt Engle Fulton Grace Realty

  319 W Webster Ave Unit 1, Chicago, IL 60614
• 

  

  /29

  $750,250

  Pending

  • 8 Beds
  • 6 Baths

  6504 S Maryland Ave, Chicago, IL 60637

  Exceptional investment opportunity in the heart of Woodlawn! This fully occupied, income-producing 3-unit building offers a rare combination of strong cash flow, modern amenities, and significant future upside. Currently generating $5,931 per month in rental income with below-market rents (3rd floor tenant vacating in July), the property presents an excellent opportunity for increased revenue

  Brandon Williams L. Upshaw Realty

  6504 S Maryland Ave, Chicago, IL 60637
• 

  

  /25

  $949,900

  Pending

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

  744 W Belmont Ave Unit 2F, Chicago, IL 60657

  This bright and expansive duplex condominium lives like a single-family home, offering an extra-wide floor plan, windows on three exposures, and exceptional natural light throughout. Designed for both everyday living and effortless entertaining, the main level features an open-concept living room, dining area, and chef's kitchen complete with Viking and Bosch appliances, a custom-built pantry,

  Edward Wood Compass

  744 W Belmont Ave Unit 2F, Chicago, IL 60657
• 

  

  /22

  $825,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths

  2910 W Palmer St Unit 1, Chicago, IL 60647

  Beautiful, sunny south facing three-bedroom, two-and-a-half-bath duplex down in intimate 2 unit building in ideal Logan Square location. Desired open floor plan with living spaces on separate levels and spacious rooms. Home features clean modern finishes, high end appliance package, quartz counters, lux primary bath - heated floors/steam shower/dual vanity, hardwood floors, organized closets, 8'

  Samantha Porter Jameson Sotheby's Intl Realty

  2910 W Palmer St Unit 1, Chicago, IL 60647
• 

  

  /40

  $825,000

  Pending

  • 6 Beds
  • 3 Baths

  4519 N Troy St, Chicago, IL 60625

  Now Available - Fully Vacant 2-Unit in Albany Park, Steps from Ravenswood Manor. Located in the 33rd Ward ADU area, this legal 2-unit building offers rare flexibility for both investors and owner-occupants, with future potential for a basement/garden unit (buyer to verify zoning and compliance). Both units are being delivered vacant, giving a new owner a true blank slate to set market rents,

  Tanya Orndorff Equity Partners Real Estate, LLC

  4519 N Troy St, Chicago, IL 60625
• 

  

  /35

  $1,399,000

  • 8 Beds
  • 5 Baths

  1721 W Julian St, Chicago, IL 60622

  Opportunity to purchase a large 3 unit building in a prime Wicker Park location. The top unit is a duplex-up with 3 large bedrooms and 2 bathrooms, multiple living spaces, and in-unit laundry. There are two bedrooms on the main level, with living, dining and kitchen; and the top level has a large bedroom and bathroom, with an additional living room that steps out to a private rooftop deck with

  Lucas Blahnik @properties Christie's International Real Estate

  1721 W Julian St, Chicago, IL 60622
• 

  

  /37

  $460,000

  • 6 Beds
  • 2 Baths

  5020 W Ohio St, Chicago, IL 60644

  Renovated from top to bottom in 2021, this solid brick two-flat blends updated finishes with excellent investment potential. The first floor unit has central a/c and features a spacious duplex layout extending into the finished basement, providing additional living space. Both apartments have been updated with newer furnaces, water heaters, and windows, while the roof is under five years old for

  Tosha Simpson-Anderson Charles Rutenberg Realty of IL

  5020 W Ohio St, Chicago, IL 60644
• 

  

  /10

  $899,900

  • 3 Beds
  • 3 Baths

  6 S Laflin St Unit 907, Chicago, IL 60607

  Rarely available fully remodeled duplex penthouse in the heart of the West Loop. This stunning 3 bed, 3 bath home combines dramatic loft character with the comfort and functionality of a full-size home, offering over 2,300 square feet, soaring ceilings, oversized windows, and incredible natural light and skyline views throughout. The spacious duplex layout offers great flexibility for everyday

  Kinjal Shah Mark Allen Realty ERA Powered

  6 S Laflin St Unit 907, Chicago, IL 60607
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  /32

  $799,000

  • 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
• 

  /2

  $155,000

  $20K PRICE DROP

  • 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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  /33

  $1,895,000

  • 4 Beds
  • 3 Baths

  1905 N Bissell St Unit 3, Chicago, IL 60614

  One of Lincoln Park's most coveted streets, this extraordinary duplex-up Penthouse offers an unmatched combination of scale, luxury, and outdoor living in the heart of the sought-after Ranch Triangle. Thanks to incredibly rare RM-5.5 zoning, this residence boasts a significantly larger footprint than most homes in the neighborhood, delivering an expansive 4-bedroom, 3-bathroom floor plan with

  Steve Zaleski Compass

  1905 N Bissell St Unit 3, Chicago, IL 60614
• 

  

  /34

  $279,999

  $15K PRICE DROP Pending

  • 5 Beds
  • 3 Baths

  7923 S Carpenter St, Chicago, IL 60620

  Located along a quiet, tree-lined street in Auburn Gresham, this timeless brick 2-flat has been lovingly maintained and is ready for its next chapter. Picture mornings on the screened in porch with coffee in hand. Step inside and you'll find two spacious units, each with sunlit living rooms, separate dining spaces, and eat-in kitchens waiting for your personal touch. The enclosed rear porches

  Rebecca Martinez @properties Christie's International Real Estate

  7923 S Carpenter St, Chicago, IL 60620
• 

  

  /48

  $1,499,000

  Pending

  • 9 Beds
  • 7 Baths

  1214 W Ohio St, Chicago, IL 60642

  Exceptional, fully leased legal 3-unit brick building in hot West Town near Fulton Market, situated on a peaceful, tree-lined block. Offers over 3,650 sq ft of above-grade living space plus an expansive finished basement. Perfect for turn-key investors or owner-occupants. Unit 1 is a massive 3BR/3BA duplex down. Units 2 & 3 feature identical, spacious 3BR/2BA layouts. All units boast in-unit W/D,

  Satyanarayan Teeparti Keller Williams Infinity

  1214 W Ohio St, Chicago, IL 60642
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  /49

  $460,000

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths

  4024 W Arthington St, Chicago, IL 60624

  Completely renovated and move-in ready, this stunning Greystone 2-flat offers an exceptional opportunity for both investors and owner-occupants! Fully vacant and beautifully updated throughout, this turnkey property allows you to move right in or lease both units at today's market rents. The spacious first-floor unit is a duplex-down featuring 3 bedrooms and 2 full bathrooms, offering generous

  John Klick eXp Realty

  4024 W Arthington St, Chicago, IL 60624

Showing Results 481 - 511, Page 13 of 13