Duplexes for Sale in Chicago, IL

• 

  

  

  /26

  $505,000

  • 8 Beds
  • 4 Baths

  7512 S Champlain Ave, Chicago, IL 60619

  7512 S. Champlain - 4-Unit with Expansion Potential & 8 Bedrooms Investor's dream in the heart of Chicago! This rehabbed (approx. 6 years ago) 4-unit building offers income stability with built-in upside. Currently configured with 8 bedrooms and 4 full bathrooms, the top two units have been combined into a spacious duplex, but can easily be separated back into individual apartments. Key

  William Howard eXp Realty

  7512 S Champlain Ave, Chicago, IL 60619
• 

  

  

  /23

  $225,000

  • 9 Beds
  • 3 Baths

  1212 W 51st St, Chicago, IL 60609

  Fantastic investment opportunity! This property features two main units plus a rear coach house, with potential for a fourth unit in the basement or a duplex-down configuration (existing separate entrance and exit already in place). Being sold AS/IS with no seller warranties. Cash or rehab financing preferred. Property is owned by an Illinois-licensed real estate broker."

  Anna Comer HomeSmart Realty Group

  1212 W 51st St, Chicago, IL 60609
• 

  

  

  /20

  $650,000 New Construction

  • 6 Beds
  • 3 Baths

  653 N Spaulding Ave, Chicago, IL 60624

  OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. EXTRA WIDE LOT! This gorgeous 2-unit new construction was completed in December, 2025 and features 4 bedrooms and 2 bathrooms in the duplex down first floor unit with white/navy blue shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and engineered floors throughout. The second

  Marika Kakhiani Pedestal Realty LLC

  653 N Spaulding Ave, Chicago, IL 60624
• 

  

  

  /16

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  847 W Ainslie St Unit 2W, Chicago, IL 60640

  Welcome to 847 West Ainslie Street 2W, an incredible property fully gutted and rehabbed in the heart of Chicago! This exciting project features seven modern condos with fresh, stylish designs, all while preserving the old charm of the building. You'll love the beautiful wooden central stairs and skylight at the top. You'll find five simplexes with 3 bedrooms and 2 bathrooms, a duplex with 4

  Susanna Cherubin-Delisi Compass

  847 W Ainslie St Unit 2W, Chicago, IL 60640
• 

  

  

  /25

  $465,000

  • 6 Beds
  • 2 Baths

  1242 S Sawyer Ave, Chicago, IL 60623

  Welcome to this beautifully rehabbed professionally painted 1904 two-flat grey stone in the heart of Chicago! This spacious brick building offers 6 total bedrooms -3 bedrooms per floor - each unit featuring large open-concept kitchens that flow seamlessly into the family and/or dining rooms, perfect for entertaining or comfortable everyday living. The first floor has been completely gutted and

  Carla Sumerlin Kale Realty

  1242 S Sawyer Ave, Chicago, IL 60623
• 

  

  /23

  $659,000 New Construction

  • 3 Beds
  • 2.5 Baths

  3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618

  All Brick and High-Quality New Construction in Prime Avondale location, by Masonry contractor/ Builder with 25+ years of experience. Located on a tree-lined street, this boutique development on a double lot offers great outdoor spaces and an elegant Only two-story design that's perfect for those seeking a blend of comfort and style in a tranquil setting. This 3 Beds Plus Den/Office, 2.5 baths

  Beata Sieczka New Home Realty Inc

  3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618
• 

  

  /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
• 

  

  /16

  $399,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  6755 N Hermitage Ave Unit 1, Chicago, IL 60626

  Introducing beautiful, quality-built new construction residences in an intimate eight-unit building in the heart of Rogers Park. There are six thoughtfully designed duplexes and two simplexes, creating a true boutique residential feel. This spacious and light-filled 3-bedroom/2.1 bath duplex-down showcases modern design and expert craftsmanship throughout. The homes feature hardwood floors,

  Natasha Motev Jameson Sotheby's Intl Realty

  6755 N Hermitage Ave Unit 1, Chicago, IL 60626
• 

  

  /38

  $575,000

  • 7 Beds
  • 3 Baths

  6520 S Ellis Ave, Chicago, IL 60637

  East Woodlawn two-unit property with all the updates, ready for you to move in. The first-floor unit is a spacious 4-bedroom, 2-bathroom duplex that includes garage parking and a laundry room. The second-floor unit features a 3-bedroom, 1-bathroom simplex, also with garage parking and laundry room. Both units have a bedroom that can easily accommodate a KING-sized bed, which is a rarity in

  Naja Morris @properties Christie's International Real Estate

  6520 S Ellis Ave, Chicago, IL 60637
• 

  

  /40

  $659,900 New Construction

  • 5 Beds
  • 4 Baths

  6515 S Langley Ave, Chicago, IL 60637

  6515 S Langley Ave | New Construction 2-Unit | 3.99 Interest Rate Available Yes, you read that right. The rates many buyers thought were gone have made a return - and this beautifully built new-construction residence in West Woodlawn shows how modern living, flexibility, and long-term value can live under one roof. Picture coming home to a space that lives like a single-family residence. The main

  Jennifer Bell Fulton Grace Realty

  6515 S Langley Ave, Chicago, IL 60637
• 

  /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
• 

  

  /30

  $599,000 New Construction

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /31

  $1,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  602 N May St Unit 3, Chicago, IL 60642

  This impeccably upgraded 3 bed, 2.5 bath duplex-up offers the perfect blend of luxury and location on a quiet, tree-lined street in West Town. Bathed in natural light from east, west, and southern exposures, the expansive layout features hardwood flooring throughout, two generous living areas, and a convenient main-level powder room. A striking Copat Italian kitchen anchors the main level,

  Nathan Binkley Compass

  602 N May St Unit 3, Chicago, IL 60642
• 

  

  /13

  $154,900

  • 3 Beds
  • 1.5 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
• 

  

  /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
• 

  

  /6

  $699,500 New Construction

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

  2636 W Evergreen Ave Unit 1, Chicago, IL 60622

  INCREDIBLE NEW CONSTRUCTION 3 BED + FAMILY 3 BATH WEST TOWN DUPLEX DOWN W/ 400+ SQFT GARAGE ROOF TOP DECK! WHITE/BLACK COMBO SHAKER CABINETS, BOSCH STAINLESS STEEL APPLIANCES AND QUARTZ COUNTERTOP ISLAND KITCHEN OPENS TO BRIGHT SOUTH-FACING LIVING/DINING AREA; LARGE LIVING/DINING ROOM W/ HARDWOOD FLOORS THROUGHOUT; LUXE PRIMARY SUITE W/ WALK-IN-CLOSET & SPA CALIBER BATH W/ DOUBLE SINK VANITY AND

  Mario Greco Compass

  2636 W Evergreen Ave Unit 1, Chicago, IL 60622
• 

  

  /13

  $1,000,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft

  5114 S Kenwood Ave Unit PHA, Chicago, IL 60615

  PRICE REDUCED - MOVE-IN READY! Introducing 5114 Kenwood - a collection of new construction luxury condominium residences now completed in Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood delivers the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an

  Cory Robertson Jameson Sotheby's Intl Realty

  5114 S Kenwood Ave Unit PHA, Chicago, IL 60615
• 

  

  /30

  $809,000

  • 3 Beds
  • 2.5 Baths

  4135 N Kenmore Ave Unit 1S, Chicago, IL 60613

  Stunning 3 Bed/2.1 Bath duplex-down unit with two private outdoor spaces! The first level features an open floor plan complete with a front terrace off the living room w/ gas fireplace and spacious dining area. The kitchen boasts quartz countertops, sleek two toned cabinets, Thermador/Bosch appliances, a large pantry, and an oversized central island with barstool seating. The lower level features

  Tim Sheahan Compass

  4135 N Kenmore Ave Unit 1S, Chicago, IL 60613
• 

  

  /10

  $350,000

  • 6 Beds
  • 3 Baths

  7316 S Peoria St, Chicago, IL 60621

  Well-maintained 2-unit property in Chicago offering immediate and future income potential. The upper unit is vacant, allowing for immediate occupancy or rent-up. The main floor unit is currently occupied with an eviction in progress. Property is being sold AS-IS. Seller will make no repairs or credits. Cash or non-contingent financing preferred. Convenient location near public transportation,

  Jasmine Bouyer Real People Realty

  7316 S Peoria St, Chicago, IL 60621
• 

  /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

Showing Results 201 - 222, Page 6 of 6