Duplexes for Sale in Chicago, IL

• 

  

  /2

  $290,000

  $60K PRICE DROP Pre-Foreclosure

  • 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
• 

  

  

  /26

  $615,000

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

  4662 N Winthrop Ave Unit 1S, Chicago, IL 60640

  Space, versatility and an exceptional Uptown location come together in this expansive 3-bedroom, 3-bath duplex offering nearly 2000 square feet of living space. Designed for the buyer who values generous proportions and flexibility, this home offers room to live, work, entertain and make it truly your own. The main level features an inviting living and dining area, kitchen, two bedrooms and two

  Megan Oswald Coldwell Banker Realty

  4662 N Winthrop Ave Unit 1S, Chicago, IL 60640
• 

  

  

  /22

  $785,000

  Pending

  • 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
• 

  

  

  /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
• 

  

  

  /56

  $769,000

  $30K PRICE DROP

  • 8 Beds
  • 7 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
• 

  

  /26

  $2,150,000

  New Construction

  • 3 Beds
  • 3.5 Baths

  1942 N Orchard St Unit 1N, Chicago, IL 60614

  LAST UNIT LEFT!!! Rare opportunity to live on one of the most prestigious streets and nestled among the iconic mansions of Chicago in a new construction condo. This new construction project blends in with a timeless brick and limestone facade. Separating itself from other new construction, this home offers a custom kitchen with Ceruse Oak cabinets, natural quartzite countertops, professional

  Jeffrey Lowe Compass

  1942 N Orchard St Unit 1N, Chicago, IL 60614
• 

  

  /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
• 

  

  /30

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft

  1509 N Mohawk St Unit 1, Chicago, IL 60610

  Multiple offers received, asking for highest and best by Saturday 9/12 @ 5pm Rarely Available & Exceptionally Spacious in the Heart of Old Town! This chic and sophisticated 2,670 SF duplex-down offers an extraordinary amount of living space in one of Chicago's most sought-after neighborhoods. Thoughtfully designed for both everyday living and effortless entertaining, this 3-bedroom home features

  Jeanine Wheeler @properties Christie's International Real Estate

  1509 N Mohawk St Unit 1, Chicago, IL 60610
• 

  

  /23

  $629,900

  • 4 Beds
  • 3 Baths

  4035 N Keystone Ave, Chicago, IL 60641

  Location, location, and location. Just across from Irving Park Blueline and Metra stations. Great investment opportunity. Rare model duplex townhouse in Old Irving Park near expressway I-90/94. This beautiful townhouse consists of two legal units with individual HVAC systems, two offstreet parking spots, common courtyard patio, storage area in the basement. The rental income of one unit covers

  Luyang Sue Yang Kale Realty

  4035 N Keystone Ave, Chicago, IL 60641
• 

  

  /28

  $815,000

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  1123 W Grace St Unit 1E, Chicago, IL 60613

  Don't miss the opportunity to own this extra-wide 3-bed / 2.5-bath duplex-down in an all-brick building. The main level features a beautiful open-concept layout connecting the living, dining, and kitchen areas, complete with hardwood flooring and a cozy gas fireplace. The kitchen comes equipped with stainless steel appliances, a pantry, and a large island that offers excellent additional counter

  Nancy Huetteman Redfin Corporation

  1123 W Grace St Unit 1E, Chicago, IL 60613
• 

  

  /40

  $815,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,132 Sq Ft

  839 S Miller St Unit 1, Chicago, IL 60607

  Welcome to this complete remodel of a duplex-down home, which includes a surprise floor plan, in which all 3 bedrooms are located on the 1st floor, along with the living area, NOT below it. Enter the home to the newly remodeled kitchen,which includes quartz countertops, added backsplash, wine-fridge, refinished cabinets, updated plumbing, new lighting, new counter depth french-door fridge and new

  Terri Buseman RE/MAX Premier

  839 S Miller St Unit 1, Chicago, IL 60607
• 

  

  /18

  $699,000

  Pending

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

  2505 W Potomac Ave Unit 1W, Chicago, IL 60622

  Spanning over 2,500 square feet, this rarely available 4-bedroom, 3-bath duplex offers the space and feel of a single-family home just steps from Wicker Park, one of Chicago's most sought-after neighborhoods. Flooded with natural light, the expansive open-concept main level features hardwood floors and soaring 10-foot ceilings. The chef's kitchen showcases high-end stainless steel appliances,

  Brian Levitas Fulton Grace Realty

  2505 W Potomac Ave Unit 1W, Chicago, IL 60622
• 

  

  /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
• 

  

  /27

  $715,000

  Pending

  • 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
• 

  

  /17

  $369,000

  • 4 Beds
  • 3 Baths

  4759 S Forrestville Ave Unit 1W, Chicago, IL 60615

  Massive Duplex in Bronzeville! Enjoy the feel of single-family living in this beautifully updated duplex down with a private entrance on a quiet residential street with all new kitchen appliances. This extra-large condo offers the perfect balance of comfort, charm, and convenience. Inside, rich hardwood floors run throughout the main level, where you'll find a bright and welcoming living room

  Naja Morris @properties Christie's International Real Estate

  4759 S Forrestville Ave Unit 1W, Chicago, IL 60615
• 

  

  /26

  $665,000

  Pending

  • 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
• 

  

  /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
• 

  

  /12

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  6755 N Hermitage Ave Unit 3, 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-up showcases modern design and expert craftsmanship throughout. The homes feature hardwood floors,

  Natasha Motev Jameson Sotheby's Intl Realty

  6755 N Hermitage Ave Unit 3, Chicago, IL 60626
• 

  

  /25

  $599,900

  New Construction Pending

  • 5 Beds
  • 5 Baths

  1443 S Trumbull Ave, Chicago, IL 60623

  Thoughtfully composed for modern ownership, 1443 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 2026 delivery, the property pairs a contemporary brick-and-Hardie exterior with two independently functional residences, a two-car garage, rear deck, fenced backyard, and approximately 2,900

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1443 S Trumbull Ave, Chicago, IL 60623
• 

  

  /41

  $530,000

  • 3 Beds
  • 2 Baths
  • 2,674 Sq Ft

  3330 S Indiana Ave Unit 2N, Chicago, IL 60616

  Discover this newly renovated duplex-up condo in the heart of Bronzeville. Featuring three spacious bedrooms with a den and thoughtfully designed bathrooms, this home is part of an exclusive four-unit building that showcases contemporary style and attention to detail throughout. Enjoy your own private rooftop retreat with sweeping views-ideal for entertaining guests or relaxing in peace. A

  Duval Williams @properties Christie's International Real Estate

  3330 S Indiana Ave Unit 2N, Chicago, IL 60616
• 

  /2

  $1,375,000

  New Construction Pending

  • 3 Beds
  • 2.5 Baths

  1803 W Armitage Ave Unit 2, Chicago, IL 60622

  Stunning new construction duplex up penthouse featuring an epic private rooftop deck with incredible city views. The building is situated on a corner lot optimized for tons of natural light and a thoughtful and efficient floor plan. Master bedroom suite includes a steam shower, free standing tub, double sink vanity and walk-in closet. Spacious secondary bedrooms and a shared bath. Proper laundry

  Patrick Teets Jameson Sotheby's Intl Realty

  1803 W Armitage Ave Unit 2, Chicago, IL 60622
• 

  

  /19

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,661 Sq Ft

  3512 W Leland Ave Unit 1, Chicago, IL 60625

  Charming duplex condo in Amazing location! Enjoy sunny south-facing living room, spacious rooms, amenities such as new Central AC, hardwood floors, large eat-in kitchen, custom blinds, gas fireplace, private deck. Lower level has full sized windows for maximum light, tall ceilings, an amazing and huge master suite with enormous bedroom and bath plus a den/family room. Windows have 3M security

  Loyda Paredes ProCasa Realty, Ltd.

  3512 W Leland Ave Unit 1, Chicago, IL 60625
• 

  

  /25

  $749,999

  Pending

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

  2342 W Montana St Unit 2W, Chicago, IL 60647

  Bright and spacious 3-bedroom, 3.5-bath duplex-up offering approximately 2,000 square feet on a quiet one-way street between Bucktown and Logan Square. Extensive 2024 updates include a redesigned kitchen with quartz countertops and backsplash, new cabinetry, updated appliances, and a showstopping eight-foot waterfall island. The open living area features refinished hardwood floors, oversized

  Antonio Bavaro Fulton Grace Realty

  2342 W Montana St Unit 2W, Chicago, IL 60647
• 

  

  /30

  $289,000

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

  40 E 9th St Unit 1907, Chicago, IL 60605

  Light hits different on the top floor! This two-bedroom, two-bath Penthouse Duplex has a spectaular layout with the Master Ensuite on its own level! As you enter you will notice an airy open space with tons of natural light! Second bedroom sits on the main level with a full bath right across the hall - great for guests and or roommates! The primary suite works like one should: walk-in closet with

  Jameelah Smith @properties Christie's International Real Estate

  40 E 9th St Unit 1907, Chicago, IL 60605
• 

  

  /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

  $450,000

  $10K PRICE DROP

  • 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
• 

  /2

  $155,000

  $20K PRICE DROP Pending

  • 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
• 

  

  /30

  $700,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,479 Sq Ft

  4111 N Western Ave Unit 1, Chicago, IL 60618

  Welcome to this exceptional extra-wide, all-brick duplex condo in the heart of North Center, ideally located in the highly rated Coonley School District. Built in 2016, this expansive home offers the scale, flexibility, and privacy of a single-family home with the convenience of condo living. Designed for both everyday living and entertaining, the home features multiple spacious living areas on

  Jamie Lick OAC Management Company

  4111 N Western Ave Unit 1, Chicago, IL 60618
• 

  

  /57

  $335,000

  • 8 Beds
  • 2 Baths

  6947 S Wabash Ave, Chicago, IL 60637

  Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a

  Dan Nelson Compass

  6947 S Wabash Ave, Chicago, IL 60637
• 

  

  /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
• 

  

  /37

  $2,295,000

  Pending

  • 4 Beds
  • 3.5 Baths

  3030 N Lake Shore Dr Unit 202, Chicago, IL 60657

  Stunning duplex-up residence in the historic and intimate Meeker Mansion, thoughtfully renovated with exceptional finishes throughout. This beautifully appointed four-bedroom, three-and-a-half-bath home offers an ideal floor plan with 11-foot ceilings and an abundance of natural light. Seamless indoor-outdoor living is showcased by a more than 700 square feet newly constructed deck with beautiful

  Jeffrey Lowe Compass

  3030 N Lake Shore Dr Unit 202, Chicago, IL 60657
• 

  

  /36

  $565,000

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  440 N Mcclurg Ct Unit 101, Chicago, IL 60611

  Rarely available Townhome style condo on quiet Streeterville Street. Totally removed 2 bed/2.5 bath DUPLEX, EAST facing with views of Ogden Slip and tree-scaped McClurg from the condo. Meticulously maintained and stunning! Very spacious 1st Floor has foyer, kitchen, dining, living room, powder room & extra storage under stairs. 2nd level has 2 large bedrooms, 2 baths, WASHER/DRYER, custom

  Gail Spreen Jameson Sotheby's Intl Realty

  440 N Mcclurg Ct Unit 101, Chicago, IL 60611
• 

  

  /20

  $174,900

  Pending

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  8743 S Kolin Ave, Hometown, IL 60456

  Welcome to Kolin Ave, a charming 2-bedroom, 1-bath duplex in the heart of Hometown! Step inside to a bright and inviting main level featuring a comfortable living space and new flooring throughout for a fresh, updated feel. Both bedrooms feature plenty of space and natural light, while the full bathroom is conveniently located nearby. This home offers a functional layout that makes great use of

  Michelle Madden Crosstown Realtors Inc

  8743 S Kolin Ave, Hometown, IL 60456

Showing Results 481 - 514, Page 13 of 13