Duplexes for Sale in Chicago, IL

• 

  

  

  /23

  $435,000

  Pending

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

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653

  Looking for a Bronzeville condo that actually lives like a home? Welcome to the Flats on Vincennes, an all-brick duplex that gives you the space, light, and privacy you desire. This large, two-level home offers an easy, functional layout with plenty of room to breathe. The open living and dining area is bright, ideal for hosting, relaxing, and of course, everyday living. The kitchen is modern and

  Naja Morris @properties Christie's International Real Estate

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653
• 

  

  

  /29

  $285,000

  • 6 Beds
  • 4 Baths
  • 2,160 Sq Ft

  6318 S Wolcott Ave, Chicago, IL 60636

  Investors and rehabbers, the space is the opportunity. This 2-story property offers 6 bedrooms, 3 baths, approximately 2,160 square feet, plus a full attic and full basement with additional rooms, kitchen areas, and bathroom space. Public tax records identify the property as a duplex. Detached 2-car garage, newer roof / furnace, and newer water heater. Sold strictly as-is. Probate estate sale.

  Ryan Keith Real People Realty

  6318 S Wolcott Ave, Chicago, IL 60636
• 

  

  

  /33

  $12,250,000

  • 6 Beds
  • 6.5 Baths
  • 8,690 Sq Ft

  800 N Michigan Ave Unit 67, Chicago, IL 60611

  The last raw penthouse available in the Gold Coast! An amazing opportunity to transform this true duplex Penthouse at Chicago's esteemed Park Hyatt. Offering the absolute best combination of 360-degree Lake Michigan and City skyline views, 12-foot ceilings, 5-Star Hotel amenities, 700sf of private outdoor space atop the duplex, NoMi Club, and access to the best shopping and dining the Gold Coast

  Susan Miner Premier Relocation, Inc.

  800 N Michigan Ave Unit 67, Chicago, IL 60611
• 

  

  

  /26

  $700,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1734 W Pierce Ave Unit 1, Chicago, IL 60622

  Amazing Wicker Park duplex-down with all the things! This 3 bed, 2.5 bath condo offers an updated, open kitchen with island, beautiful hardwood floors, in-unit laundry, primary ensuite, two fireplaces, a private patio space, and one garage parking spot included. This summer enjoy the shared, 20'X20' rooftop-deck over the garage! This two-unit building is pet friendly with low HOA dues and a new

  Lisa Post @properties Christie's International Real Estate

  1734 W Pierce Ave Unit 1, Chicago, IL 60622
• 

  

  

  /13

  $99,500

  • 4 Beds
  • 2 Baths
  • 1,176 Sq Ft

  6100 S Bishop St, Chicago, IL 60636

  Big two story Single Family Home, solid Brick Construction. 9 Rooms 2 bathrooms. needs total rehab. The current seller did new copper plumbing, new heater and water boiler. potential for related living upstairs and duplex basement with 1st floor. easy to show anytime. sold As Is, No survey.

  Ubaldo Garcia RE/MAX Mi Casa

  6100 S Bishop St, Chicago, IL 60636
• 

  

  /23

  $899,900

  Pending

  2903 N Linder Ave, Chicago, IL 60641

  Over 40 years by the same owner . Corner 6 unit plus full unfinished basement ,and 3 car brick garage, fully rented. extra large units ,all possible to be two bed one bath units , large dining rooms have been used as second bedrooms, opportunity to add value and possible to duplex down. Building being sold as-is!

  John Fleming Baird & Warner

  2903 N Linder Ave, Chicago, IL 60641
• 

  

  /31

  $1,100,000

  New Construction Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths

  2023 W Augusta Blvd Unit 1W, Chicago, IL 60622

  We are excited to introduce 2023 W Augusta, Ukrainian Villages newest boutique luxury development. Built by highly experienced developers, this five unit building sits on an extra wide 48 foot lot, providing expansive floor-plans and exceptional natural light. Duplex homes consist of Four large bedrooms and 3 + 1/2 bathrooms with multiple outdoor areas including a covered rear patio directly off

  Andrew Thurston Meridian Real Estate Chicago LLC

  2023 W Augusta Blvd Unit 1W, Chicago, IL 60622
• 

  

  /13

  $389,900

  $35K PRICE DROP

  • 8 Beds
  • 3 Baths

  6315 S Eberhart Ave, Chicago, IL 60637

  Discover an incredible investment opportunity in the heart of Chicago! This solid 2-unit building offers spacious living, strong rental potential, and unbeatable proximity to the highly anticipated Barack Obama Presidential Center. Location is everything-and this property delivers. Situated near public transportation, commuting is effortless with convenient access to buses and trains. Major

  Rashida King-Lynch Fathom Realty IL

  6315 S Eberhart Ave, Chicago, IL 60637
• 

  

  /40

  $675,000

  • 3 Beds
  • 3 Baths

  3033 N Racine Ave Unit 3, Chicago, IL 60657

  3 Bed / 3 Bath duplex-up condo for sale in south central Lakeview. Sunny, light filled top floor duplex up featuring hardwood floors throughout, open kitchen, gas fireplace, in-unit washer and dryer, central heat and air. Main floor has 2 BR, 2BA. Top floor has private suite including separate living space, bedroom, full bathroom and private outdoor deck with fantastic city views! 1 garage space

  Gene Hart 33 Realty

  3033 N Racine Ave Unit 3, Chicago, IL 60657
• 

  

  /25

  $749,900

  Pending

  • 6 Beds
  • 3 Baths

  4035 N Albany Ave, Chicago, IL 60618

  Beautiful 3-Level Home with Flexible In-Law Rare and spacious 3-level home offering approximately 2,712 sq. ft. of measured interior living space plus extensive outdoor living areas, bringing the overall usable living and entertainment space to over 3,000 sq. ft. including the decks, balcony, and patio areas. This versatile property features an owner's duplex with 4 bedrooms and 2 full bathrooms,

  Ryan Cherney Circle One Realty

  4035 N Albany Ave, Chicago, IL 60618
• 

  

  /9

  $296,000

  • 3 Beds
  • 2 Baths
  • 640 Sq Ft

  2862 W 22nd Place, Chicago, IL 60623

  Great Opportunity to buy that starter single family home in Little Village. Possibilities are endless with this cottage home. Home does need work. Main floor has 2 bedrooms, office, kitchen, full-bath and living room. Basement in-law unit finished with full bath, kitchen and one bedroom. Lower unit rented $950, expires 7/31/2027. (non-conforming) Attic unfinished with ability to build up and

  Benjamin Sanford Durante & Rich Real Estate

  2862 W 22nd Place, Chicago, IL 60623
• 

  

  /17

  $328,000

  $8K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2915 W Granville Ave Unit 1E, Chicago, IL 60659

  Rarely available and hard-to-find spacious duplex in desirable West Rogers Park! This beautifully maintained home features 3 generously sized bedrooms, 2.5 bathrooms, a relaxing Jacuzzi tub, oak kitchen cabinetry with granite countertops, hardwood floors throughout the main level, and ceramic tile flooring on the lower level. Offering plenty of living space and comfort, this exceptional home has

  Mario Reme Homevue Realty, Inc

  2915 W Granville Ave Unit 1E, Chicago, IL 60659
• 

  

  /57

  $775,000

  Pending

  • 6 Beds
  • 3 Baths

  3410 W Shakespeare Ave, Chicago, IL 60647

  This classic Chicago brick 2-flat calls Logan Square home. Just steps to all Armitage has to offer and less than a mile to the Square, this home is well-located and move-in ready. Unit 1 features a duplex-down with 3 bedrooms (could be more - see floor plans), 2 bathrooms and in-unit laundry. Hardwood floors throughout main level. Bathrooms and kitchen updates in 2013 with all new cabinetry,

  Sarah Maxwell @properties Christie's International Real Estate

  3410 W Shakespeare Ave, Chicago, IL 60647
• 

  

  /31

  $415,000

  Pending

  • 5 Beds
  • 2 Baths

  5228 W Quincy St, Chicago, IL 60644

  Check out this well-maintained two-unit property in Chicago's Austin neighborhood! Each unit offers three bedrooms, one bathroom, hardwood floors throughout, and spacious living and dining rooms. Enjoy beautifully renovated, spa-inspired bathrooms and radiant heat-perfect for Chicago winters. The first floor also provides an excellent opportunity to duplex down and create additional living space.

  Amanda Stapleton Blue Door Dave Inc

  5228 W Quincy St, Chicago, IL 60644
• 

  

  /25

  $415,000

  Pending

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

  1416 W Farwell Ave Unit 2F, Chicago, IL 60626

  Welcome home to Rogers Park! This spacious 3-bedroom, 2-bathroom duplex with gated, secure parking is a true gem in one of Chicago's most vibrant lakefront neighborhoods. Ideally located just steps from the Farmers Market, Morse Market, the Red Line, Rogers Park Social, JB Alberto's, and countless neighborhood favorites. Enjoy easy access to Loyola Park and the lakefront, both just two blocks

  Tedi Smola @properties Christie's International Real Estate

  1416 W Farwell Ave Unit 2F, Chicago, IL 60626
• 

  

  /28

  $1,050,000

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

  1938 N Sawyer Ave Unit 1, Chicago, IL 60647

  Like-new construction built just 2 years ago, this exceptional 4 bed/3.5 bath duplex-down lives like a true single-family home with a private front entrance, expansive outdoor spaces, and designer finishes throughout. Situated on an oversized, 177ft deep lot in the heart of Logan Square, this home offers the perfect blend of luxury, functionality, and indoor/outdoor living. The thoughtfully

  Kelsey Mayher Jameson Sotheby's Intl Realty

  1938 N Sawyer Ave Unit 1, Chicago, IL 60647
• 

  

  /28

  $599,900

  $50K PRICE DROP

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

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

  NEW PRICE TO GIVE YOU A CHANCE to make this true Chicago style loft duplex your home! There are only 4 of its kind in the whole building and this beautiful, unique property is walking distance from WRIGLEY FIELD in the heart of WRIGLEYVILLE. Unit has its own indoor parking spot in the building. Its twelve foot beamed ceilings, exposed pipe & brick open concept architecture will awe you, but its

  Maria Wildoer Century 21 Integra

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

  

  /31

  $850,000

  Pending

  • 5 Beds
  • 5 Baths

  4421 N Troy St, Chicago, IL 60625

  Don't miss this exceptional opportunity to own a beautifully renovated two-flat in the heart of HOT Albany Park. This turnkey property offers the perfect blend of owner-occupant living and investment potential, featuring an expansive duplex owner's unit with 3 bedrooms and 3 full bathrooms, plus a spacious second unit with 2 bedrooms + a den, and 2 full bathrooms. The impressive owner's unit

  Lance Kirshner Compass

  4421 N Troy St, Chicago, IL 60625
• 

  

  /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
• 

  /2

  $1,475,000

  New Construction Pending

  • 4 Beds
  • 2.5 Baths

  2341 W Saint Paul Ave Unit 2East, Chicago, IL 60647

  Sold Before Print. New Construction, duplex up penthouse designed by Studio Group.

  Michael Yeagle @properties Christie's International Real Estate

  2341 W Saint Paul Ave Unit 2East, Chicago, IL 60647
• 

  

  /11

  $170,000

  • 6 Beds
  • 2 Baths

  8130 S Ada St, Chicago, IL 60620

  Exceptional value-add opportunity in the heart of Auburn Gresham! This solid all-brick two-flat is a rare find, offering incredible potential for investors and owner-occupants alike. Each spacious unit features a bright formal living room with an adjoining sunroom, a separate formal dining room, and three generously sized bedrooms, providing an ideal layout for comfortable living. Whether you're

  Ryan Smith RE/MAX Premier

  8130 S Ada St, Chicago, IL 60620
• 

  

  /23

  $524,900

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

  331 S Peoria St Unit 105, Chicago, IL 60607

  Rare West Loop duplex-down timber loft featuring 2 bedrooms, 2.5 baths, soaring ceilings, exposed brick, oversized windows, and stunning timber beams. This spacious home offers a unique layout with an expansive lower-level living space, providing exceptional flexibility for entertaining, a home gym, office, or guest retreat. Both levels feature full baths for added comfort and privacy, while

  Eddie Colatorti Compass

  331 S Peoria St Unit 105, Chicago, IL 60607
• 

  

  /40

  $1,500,000

  New Construction Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths

  3739 N Clifton Ave Unit 1, Chicago, IL 60613

  Brand-new luxury construction meets timeless design in this exceptional four-bedroom duplex-down, offering expansive living spaces, refined finishes, and a floor plan designed for the way you live today. The open-concept main level is flooded with natural light through dramatic floor-to-ceiling windows and anchored by a beautiful fireplace that creates a warm, inviting focal point. The chef's

  Carrie McCormick @properties Christie's International Real Estate

  3739 N Clifton Ave Unit 1, Chicago, IL 60613
• 

  

  /17

  $749,000

  Pending

  • 2 Beds
  • 2 Baths

  843 W Adams St Unit 711, Chicago, IL 60607

  Another rare find at Olympia Lofts, an authentic flat concrete boutique loft building diagonal across the street from Mary Bartelme Park. This penthouse residence in this 1906 original build features 2018 complete renovation duplex with 14' exposed concrete ceilings, nearly floor to ceiling windows, large south facing balcony off living room, room for separate dining area, fireplace, open kitchen

  Nicholas Colagiovanni Baird & Warner

  843 W Adams St Unit 711, Chicago, IL 60607
• 

  

  /10

  $298,000

  Pending

  • 4 Beds
  • 2 Baths

  9710 S Genoa Ave, Chicago, IL 60643

  Investor special! Fully occupied 2-flat sits on a quiet, desirable block; start generating income from day one. The basement offers additional upside with duplex-down opportunity. Conveniently located near Beverly, shopping, and expressway.

  Marshon Sutton Coldwell Banker Realty

  9710 S Genoa Ave, Chicago, IL 60643
• 

  

  /12

  $1,450,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths

  1404 W George St Unit 1, Chicago, IL 60657

  NEW, UNDER-CONSTRUCTION 4 BEDROOM DUPLEX . Welcome to 1404 W. George St. ***DELIVERING FALL 2026*** Intimate all masonry new construction 2-unit building located in the heart of the Southport corridor. This wonderful 4 bed 3.1 bath home is built with luxury transitional finishes, a spacious open floor plan, and wonderful outdoor space including a large covered terrace off the family room, and

  Sam Jenkins Jameson Sotheby's Intl Realty

  1404 W George St Unit 1, Chicago, IL 60657
• 

  

  /36

  $1,100,000

  Pending

  • 8 Beds
  • 4 Baths

  2108 W Addison St, Chicago, IL 60618

  Located on a charming, tree-lined street in the highly sought-after Roscoe Village neighborhood, this well-maintained legal 3-unit building offers a rare combination of space, versatility, and long-term value. Situated on an extra-wide lot, the property provides generous interior layouts and added outdoor potential. The first-floor duplex-down unit features 4 spacious bedrooms and 2 full

  Sara McCarthy Keller Williams ONEChicago

  2108 W Addison St, Chicago, IL 60618
• 

  

  /54

  $1,050,000

  Pending

  • 7 Beds
  • 3 Baths

  2434 N Albany Ave, Chicago, IL 60647

  Beautifully renovated 2-flat with additional non-conforming garden unit on a tree-lined street just steps from Logan Square's thriving Milwaukee Avenue corridor. Meticulously maintained and thoughtfully updated with over $40,000 in recent capital improvements, this classic all-brick building blends timeless Chicago character with modern functionality, smart-home features, and strong rental

  Christine Sullivan Baird & Warner

  2434 N Albany Ave, Chicago, IL 60647
• 

  /2

  $599,000

  • 6 Beds
  • 5 Baths

  440 N Hamlin Ave, Chicago, IL 60624

  Exceptional opportunity to own this beautifully renovated 2-story brick multi-unit building featuring a spacious duplex-down first unit and a newly constructed 2-story rear wood porch. Unit 1 offers a duplex layout with 3 bedrooms and 2.5 bathrooms, an open-concept living room with a fireplace, a modern kitchen equipped with stainless steel appliances, a large center island, and an in-unit washer

  Stephanie Sotelo @properties Christie's International Real Estate

  440 N Hamlin Ave, Chicago, IL 60624
• 

  

  /19

  $289,000

  Pending

  • 5 Beds
  • 2 Baths

  Unlisted Address

  Gorgeous 5 BR 2-Flat home nestled on a Roseland cul-de-sac street, each unit with SS kitchen appliances, hardwood floors, updated bathrooms, fantastic light fixtures, recessed lights, chandeliers and ceiling fans, and bright two-tone paint throughout w/chair rail. The full basement has a W/D and is awaiting your storage, duplex down or ADU vision and creativity. Enclosed back porch leads to the

  Chris Davis ARD Real Estate PLLC

  Unlisted Address
• 

  

  /7

  $819,900

  New Construction Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  4317 N Paulina St Unit 101, Chicago, IL 60613

  Titan Development presents extra wide, new construction homes! This spacious duplex down features 3 bedrooms / 2.1 bathrooms, a stunning kitchen with an enormous island, separate dining area, a large front deck finished in porcelain tile decking & rear garage roof deck and garage parking. Professionally designed finishes include White Oak cabinetry, Bosch Professional appliances, light oak

  Tim Sheahan Compass

  4317 N Paulina St Unit 101, Chicago, IL 60613
• 

  

  /31

  $1,295,000

  • 3 Beds
  • 3.5 Baths
  • 2,706 Sq Ft

  310 S Michigan Ave Unit 1705, Chicago, IL 60604

  Welcome to the Historic Metropolitan Tower on Michigan Ave. Stunning SE corner inventory at 310 S Michigan just steps away from The Art Institute and the CSO! Ideal combination unit with SE corner views from 17th floor, over 2700 square feet with 3 bed/3.5 bath. Flooded with natural light, this home's 10 windows and Juliet balcony overlook Grant Park, Lake Michigan, and Museum Campus! Extremely

  Michael Gentile @properties Christie's International Real Estate

  310 S Michigan Ave Unit 1705, Chicago, IL 60604
• 

  

  /23

  $799,000

  Pending

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

  1506 W Superior St Unit 1, Chicago, IL 60642

  Timeless design meets modern living in this beautifully appointed West Town duplex-down. Thoughtfully designed for modern living, this home offers an exceptional floor plan with expansive living and entertaining spaces, four private bedrooms, and three private outdoor retreats. The sun-filled main level features a spacious living room with a fireplace, separate dining area, and an expansive great

  Mary Hanburger Jameson Sotheby's Intl Realty

  1506 W Superior St Unit 1, Chicago, IL 60642
• 

  

  /26

  $260,000

  Pending

  • 6 Beds
  • 3 Baths

  6020 S Vernon Ave, Chicago, IL 60637

  Located in the highly desirable Woodlawn neighborhood, just steps from Washington Park, this classic all-brick two-flat offers exceptional value, flexibility, and investment potential. The first and second-floor units feature nearly identical layouts, each with a spacious living room, two bedrooms, and a galley-style kitchen. The second-floor unit is move-in ready, showcasing newer flooring, an

  Ryan Smith Re/Max Premier

  6020 S Vernon Ave, Chicago, IL 60637
• 

  

  /29

  $675,000

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

  6816 N Lakewood Ave Unit 2, Chicago, IL 60626

  Rarely available top-floor 2nd & 3rd floor duplex-up offering over 3,000 square feet of beautifully restored vintage elegance in the heart of Rogers Park. This sun-filled 4-bedroom, 2-bath residence seamlessly blends timeless architectural character with thoughtfully curated modern updates, creating a home that is both sophisticated and move-in ready. Recent improvements include beautifully

  Joseph Perez Landstar Realty Group, Inc.

  6816 N Lakewood Ave Unit 2, Chicago, IL 60626
• 

  

  /36

  $599,000

  • 5 Beds
  • 3 Baths

  4542 N Long Ave, Chicago, IL 60630

  Rare opportunity to own a well-maintained brick two-flat in the highly desirable Jefferson Park neighborhood, offering flexibility for owner-occupants, house hackers, and investors alike. Situated on a quiet residential block, this property combines spacious living, quality updates, and exceptional access to transportation, shopping, and neighborhood amenities. The first-floor unit is a spacious

  Michael McCoy @properties Christie's International Real Estate

  4542 N Long Ave, Chicago, IL 60630
• 

  

  /16

  $669,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths

  946 W Sheridan Rd Unit 2, Chicago, IL 60613

  Lakeview's best vintage DUPLEX-UP with 3bd 2 1/2 baths that's flooded with light and close to Lake Michigan, parks, shopping, dining, and transportation. HWD floors and 10ft ceilings will impress along with a professional kitchen, white shaker cabinets, quartz counters, and SS appliances. The first level features a spacious dining, kitchen, family and living rooms, 1/2 bath, and laundry. The top

  Greg Alvarado @properties Christie's International Real Estate

  946 W Sheridan Rd Unit 2, Chicago, IL 60613
• 

  

  /25

  $975,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1350 W Diversey Pkwy Unit 3, Chicago, IL 60614

  An exceptional 2 bed, 2 bath duplex UP set in an intimate, all-brick 3-unit building - where Lakeview and Lincoln Park connect. The WOW of this unit is the spacious family room set between north and south roof decks with stunning skyline views. The decks are seamlessly constructed with Trex planks, perimeter lighting, a pergola, gas fireplace, water, power and sound. Inside, you'll find a bright,

  Caryl Dillon Compass

  1350 W Diversey Pkwy Unit 3, Chicago, IL 60614
• 

  

  /19

  $200,000

  • 7 Beds
  • 3 Baths

  9338 S Marquette Ave, Chicago, IL 60617

  Attention Savvy Investors & Visionary Homebuyers! Rehabbed started in 2025, Ready for Your Final Touches: Step into this partially renovated 2-unit frame building, with 3 Bedrooms 1 Bath on each floor, with Huge Living rooms, formal Dining with Hardwood floors and a basement that can be duplex up to the first floor offering the perfect canvas to complete your dream investment or start your

  Efty Garba eXp Realty

  9338 S Marquette Ave, Chicago, IL 60617
• 

  

  /30

  $429,900

  • 6 Beds
  • 4 Baths

  3442 S Lowe Ave, Chicago, IL 60616

  Hot Bridgeport renovation opportunity priced for serious buyers, builders, and investors. Located just 4 blocks from the White Sox Stadium, this frame property offers a rare value-add opportunity in one of Chicago's most recognizable and established neighborhoods. The property has already been gutted, with rough framing in place, some work completed on the second floor, and the basement

  Sheyla Padilla eXp Realty

  3442 S Lowe Ave, Chicago, IL 60616

Showing Results 401 - 440, Page 11 of 13