Chicago, IL Multifamily Homes & Duplexes for Sale

• 

  

  

  /21

  $470,000

  • 6 Beds
  • 3 Baths

  1547 S Kolin Ave, Chicago, IL 60623

  Elevate your investment portfolio with this impressive income generating three unit property in the heart of North Lawndale. Each unit boasts a comfortable layout, featuring two bedrooms and a full bathroom, complemented by modern stainless steel appliances for a touch of sophistication. Notably, two of the units underwent a comprehensive rehabilitation in 2024, showcasing updated kitchens and

  

  Danisha Jones

  Coldwell Banker Realty

  (872) 296-7998

  1547 S Kolin Ave, Chicago, IL 60623
• 

  

  /2

  $170,000

  • 4 Beds
  • 2 Baths

  4941 W Iowa St, Chicago, IL 60651

  **Exceptional Investment Opportunity in Austin!** Discover the potential of this solid brick two-flat nestled in the thriving, highly sought-after Austin community! Each spacious unit offers two bedrooms and a formal dining room, with the first-floor unit duplexed down to a basement that was once finished with additional bedrooms and a half bath for added convenience. Whether you're a seasoned

  

  Tamika Marks

  Trademarks & Associates

  (872) 339-0819

  4941 W Iowa St, Chicago, IL 60651
• 

  

  

  /18

  $220,000

  • 4 Beds
  • 2 Baths

  4719 W Gladys Ave, Chicago, IL 60644

  On the market for the first time, this home has been cherished by the same family for generations. This two-unit property offers great potential: live in one unit and rent out the other, or create a comfortable multi-generational living space. Each unit includes: * Two bedrooms * A full bath * A large living room with a fireplace * A large dining room * A kitchen with a walk-in pantry The

  

  Neil Verhagen

  Baird & Warner

  (773) 832-5659

  4719 W Gladys Ave, Chicago, IL 60644
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  /76

  $12,500,000

  • 22,000 Sq Ft

  3335 N Sheffield Ave, Chicago, IL 60657

  Introducing The Sheffield Collection - a rare trophy acquisition opportunity featuring newly constructed luxury apartment buildings in Chicago's highly sought-after East Lakeview neighborhood. Completed in 2023 and 2024, this best-in-class multifamily portfolio exemplifies the height of modern design, lifestyle appeal, and long-term investment potential. Each building offers a collection of

  

  Cyrus Seraj

  Compass

  (872) 327-4014

  3335 N Sheffield Ave, Chicago, IL 60657
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  /48

  $1,700,000

  • 6 Beds
  • 2 Baths

  2732 W Belmont Ave, Chicago, IL 60618

  Incredibly Rare opportunity to own this multifaceted one-of-a-kind property with unmatched potential and versatility offering a fully Stabilized All Brick 2-Unit building updated to modern standards and fully renovated with contemporary condo quality finishes + a Huge 1,800 sqft All Brick original carriage house/garage w/16.5' ceiling height offering extensive/creative use potential + an

  

  Cyrus Seraj

  Compass

  (872) 331-4300

  2732 W Belmont Ave, Chicago, IL 60618
• 

  

  /14

  $250,000

  • 2 Beds
  • 2 Baths

  13545 S Brandon Ave, Chicago, IL 60633

  Prime Mixed-Use Opportunity in Hegewisch! Seize this incredible investment opportunity in the heart of Hegewisch, Chicago! This well-maintained mixed-use building features a fully finished restaurant on the ground floor, ready for business, and a spacious 4-bedroom apartment upstairs-perfect for an owner-occupant or rental income. The restaurant space is designed for efficiency and appeal,

  

  Mike Musa

  Keller Williams Preferred Rlty

  (872) 285-8099

  13545 S Brandon Ave, Chicago, IL 60633
• 

  

  /21

  $325,000

  • 8 Beds
  • 3 Baths

  5514 S Winchester Ave, Chicago, IL 60636

  Motivated Seller!! Uncover a remarkable investment opportunity within this very well maintained brick 2-flat, showcasing two spacious apartments, each encompassing 4 bedrooms. Utilized as an Airbnb, this property presents an ideal prospect for those seeking flexible living spaces or potential income generation. Full partially finished basement that adds to its potential. Move into one unit and

  

  Mike Musa

  Keller Williams Preferred Rlty

  (312) 651-6747

  5514 S Winchester Ave, Chicago, IL 60636
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  /7

  $340,000

  • 4 Beds
  • 2 Baths

  6523 S Evans Ave, Chicago, IL 60637

  Prime investment or owner occupant opportunity in the thriving Woodlawn neighborhood! Well-maintained, multi-unit building (2-Units) already a reliable income-generating property with tenants in place who are eager to remain. Separate utilities (gas and forced air), wrought iron fence, decorative fireplaces. The building offers excellent cash flow potential, making it an attractive option for

  

  Tanesha Pratt

  Coldwell Banker Realty

  (312) 820-9774

  6523 S Evans Ave, Chicago, IL 60637
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  /11

  $235,000

  • 6 Beds
  • 2 Baths

  7621 S Lowe Ave, Chicago, IL 60620

  Multi-Family Building featuring 2-3 Bedroom - 1 Bath units! What a great opportunity to house hack, while building equity. Property was fully updated in 2016, along with a new back porch. Unfinished basement offers opportunity for additional living space. This property is being sold in as-is condition and is perfect for either an owner-occupant or outside investor! Property is being Sold

  

  Reginald Patterson

  eXp Realty, LLC

  (312) 262-5267

  7621 S Lowe Ave, Chicago, IL 60620
• 

  

  /20

  $1,299,000

  • 6 Beds
  • 5 Baths

  938 N Washtenaw Ave, Chicago, IL 60622

  Where do I start to describe this exquisite building!!! Completely rebuilt from roof to basement & even the garage. No expense spared.

  

  Laura Catrambone-Gerace

  Coldwell Banker Stratford Place

  (872) 312-9707

  938 N Washtenaw Ave, Chicago, IL 60622
• 

  /2

  $99,999

  • 4 Beds
  • 2 Baths

  545 W 62nd St, Chicago, IL 60621

  Endless Potential in East Englewood! This multi-unit property is a prime investment opportunity located in the heart of East Englewood. Just minutes from the 90/94 expressway, and within walking distance to the Chicago Public Library, Kennedy-King College, Starbucks, Aldi, and convenient public transportation-this location offers unbeatable accessibility and everyday convenience. Each level

  

  Lenin Carreto

  Luna Realty Group

  (872) 326-1278

  545 W 62nd St, Chicago, IL 60621
• 

  /2

  $399,900

  • 6 Beds
  • 2 Baths

  3637 S Hermitage Ave, Chicago, IL 60609

  CASH ONLY

  

  Ernestina Preciado

  RE/MAX 10

  (872) 278-6238

  3637 S Hermitage Ave, Chicago, IL 60609
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  /42

  $1,350,000

  • 7 Beds
  • 4 Baths

  1839 W Henderson St, Chicago, IL 60657

  Prime Location Roscoe Village 2 Flat + Coach House in Immaculate Condition! Perfect "Live-In" and/or investment property. Recently rehabbed 3br/2ba Coach House with Front Porch could be perfect as eventual owner unit. All 3 units have high ceilings, ample outdoor space & central air. Possibility to duplex up or down in main building. First floor rehabbed in last couple of years and second floor

  John Materna CL3 Property Management

  1839 W Henderson St, Chicago, IL 60657
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  /26

  $850,000

  • 7 Beds
  • 6 Baths

  3910 S Prairie Ave, Chicago, IL 60653

  Fully rented 4-unit greystone in prime Bronzeville with additional storage in coach house! This beautifully rehabbed vintage building offers strong income potential with four updated units, each featuring gas fireplaces, in-unit washer/dryer, stainless steel appliances, central air, gas furnace, and dishwasher. Classic charm meets modern convenience throughout. The detached coach house-currently

  Terry Perdue House 2 Home

  3910 S Prairie Ave, Chicago, IL 60653
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  /12

  $360,000

  8120 S Ellis Ave, Chicago, IL 60619

  Large all brick six unit in very good, well-maintained condition. All one-bedroom units are all in very similar condition with all new back porches, huge Living Rooms, eat-in Kitchens, formal separate Dining rooms and generous sized bedrooms. Access to several laundry areas for all units. Two separate basement areas on each side of building. Large, fully gated lot with plenty of parking

  Anthony Monteleone RE/MAX All Pro

  8120 S Ellis Ave, Chicago, IL 60619
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  /32

  $697,700

  • 6 Beds
  • 2 Baths

  4846 W Roscoe St, Chicago, IL 60641

  Don't miss this incredible opportunity to own a beautifully rehabbed Legal 2 flat with a full-sized basement located in the heart of Portage Park! Each unit features a sprawling 3 bedroom and 1 bathroom layout, with a bright living and dining room along with a kitchen.The kitchens boast custom white cabinetry, quartz countertops, LED under-cabinet and Samsung stainless steel smart appliances!

  Malwina Smosna Chicagoland Brokers, Inc.

  4846 W Roscoe St, Chicago, IL 60641
• 

  

  /20

  $395,000

  • 9 Beds
  • 3 Baths

  4446 S Wood St, Chicago, IL 60609

  Fantastic opportunity to own a solid brick 3-flat with spacious 3 bed, 1 bath units on each level! Whether you're an investor or an owner-occupant, this property offers great flexibility-live in one unit and rent the others, or rent all three. All units feature generous layouts and have been maintained with key updates, including a new roof (2022) and new heater for the 1st floor. Copper plumbing

  Liliana Gonzalez RE/MAX MI CASA

  4446 S Wood St, Chicago, IL 60609
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  /10

  $350,000

  • 8 Beds
  • 4 Baths

  130 S Mason Ave, Chicago, IL 60644

  Welcome to 130 S Mason Avenue, a well maintained two-flat building nestled in the Austin neighborhood of Chicago. This versatile property is perfect for owner-occupant seeking rental income or families looking for a spacious multi-generational living arrangement. Each unit boasts 3 bedrooms and 1 bathroom, featuring bright and airy layouts. Updated windows fill the space with natural light,

  Nicholas Price Coldwell Banker Realty

  130 S Mason Ave, Chicago, IL 60644
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  /44

  $2,100,000

  • 6,984 Sq Ft

  1000 N Oakley Blvd, Chicago, IL 60622

  Located in the heart of Ukrainian Village, this beautifully maintained all-brick six-unit building presents a prime investment opportunity. The property includes a mix of three spacious three-bedroom, one-bath apartments-each with the third bedroom currently used as an office-and three charming one-bedroom, one-bath units. Every apartment features its own balcony, with some offering skyline

  Greg Koza HomeSmart Connect LLC

  1000 N Oakley Blvd, Chicago, IL 60622
• 

  

  /13

  $225,000 Open Sat 12PM - 1PM

  • 6 Beds
  • 2 Baths

  645 N Avers Ave, Chicago, IL 60624

  This legal 2-flat is situated on an extra-wide lot and offers strong potential for value-add investors or owner-occupants. The building features 3 electrical meters, 2 gas meters, and an unfinished basement ready for future expansion or storage. Unit 1 is tenant-occupied, and offers 3 bedrooms and 1 bath, while Unit 2 is vacant, also with 3 bedrooms and 1 bath - a great setup to live in one unit

  Ben Lalez Compass

  645 N Avers Ave, Chicago, IL 60624
• 

  

  /18

  $289,000

  • 5 Beds
  • 3 Baths

  9024 S Houston Ave, Chicago, IL 60617

  Don't miss this well-kept 2-unit property, perfect for both investors and owner-occupants! The first-floor features 2 bedrooms and 1 full bath, while the second floor offers 3 spacious bedrooms and 1 full bath-providing ample living space for extended family or rental income. Additional highlights include a full basement and attic, offering great storage or potential expansion options. A 2-car

  Jaime Birks eXp Realty LLC

  9024 S Houston Ave, Chicago, IL 60617
• 

  

  /36

  $4,350,000

  1616 N Western Ave, Chicago, IL 60647

  Introducing a prime investment opportunity in Bucktown, this newer 10-unit building is a testament to modern luxury and urban convenience. Each extra-wide condo-quality apartment boasts high ceilings, balconies, hardwood floors, granite countertops, and 42-inch cabinets with stainless steel appliances, creating a sophisticated living experience. Oversized windows flood each unit with natural

  Yvonne Stachyra Wesley Realty Group

  1616 N Western Ave, Chicago, IL 60647
• 

  

  /7

  $139,000

  • 5 Beds
  • 3 Baths

  9601 S Harvard Ave, Chicago, IL 60628

  CASH ONLY, priced to sell. Needs some work but not in bad shape overall it's mainly cosmetic. Needs Water Heater. Has Newer windows, hardwood floors, fenced in corner lot with a rear privacy fence. Brick 2-flat situated on a spacious double lot with Full finished basement approximately a total of 1488 sq ft. of living space. Each unit has 2-Bedrooms, 1-Bath, Living room and Kitchen. Finished

  BARBARA J COLLINS Barbara J. Collins

  9601 S Harvard Ave, Chicago, IL 60628
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  /6

  $249,900

  • 10 Beds
  • 5 Baths

  2737 W Congress Pkwy, Chicago, IL 60612

  Incredible opportunity to own a legal 2-flat with a bonus garden apartment in the rapidly developing East Garfield Park (Tri-Taylor) neighborhood-steps from the Western Blue Line, 15 minutes to UIC via I-290, and surrounded by new construction, including the $7B "1901 Project" near the United Center that's set to transform the area with thousands of new residences, parks, retail, and

  Michael Applegate Straight-A Realty, LLC

  2737 W Congress Pkwy, Chicago, IL 60612
• 

  

  /22

  $459,900

  • 7 Beds
  • 3 Baths

  4843 W Gladys Ave, Chicago, IL 60644

  Fully Renovated Redstone 2-Flat in West Garfield Park/Austin! This stunning rehab is move-in ready and packed with updates: tuckpointing throughout, brand new roof on both the building and garage, new back porch, new plumbing, new furnace, and new A/C in both units! Step inside to find gleaming hardwood floors and spacious layouts. Both units feature large living rooms and expansive separate

  Araceli Munoz Realty of America, LLC

  4843 W Gladys Ave, Chicago, IL 60644
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  /27

  $1,199,000 Open Wed 3:30PM - 5PM

  • 10 Beds
  • 4 Baths

  456 N Paulina St, Chicago, IL 60622

  1880s Brick Row Home 4 Unit Campus set on 50 x 125 corner lot at the Gateway of Fulton Market & Kinzie Corridor. Private Sequestered enclave offers creative flexibility with prime hyper convenient location. Unique opportunity for small investors, creatives, or users seeking to curate inspiring space and/or with income potential. -Unit Configuration, each unit with private direct entry Unit 1: 2

  Karen Biazar North Clybourn Group, Inc.

  456 N Paulina St, Chicago, IL 60622
• 

  

  /27

  $599,000 Open Wed 3:30PM - 5PM

  • 5 Beds
  • 2 Baths

  458 N Paulina St, Chicago, IL 60622

  1880s 2 Unit Brick Row Home at the Gateway of Fulton Market & Kinzie Corridor. Private Sequestered enclave offers creative flexibility with prime hyper convenient location. Unique opportunity for small investors, creatives, or users seeking to curate inspiring space and/or with income potential. 2-Unit Configuration, each unit with private direct entry Unit 1: 2 Bed / 1 Bath, Unit 2: 3 Bed / 1

  Karen Biazar North Clybourn Group, Inc.

  458 N Paulina St, Chicago, IL 60622
• 

  

  /20

  $400,000

  • 4 Beds
  • 3 Baths

  1311 N Pulaski Rd, Chicago, IL 60651

  This well-maintained multi-unit property in the heart of West Humboldt Park is a perfect opportunity for both investors and owner-occupants looking to generate income. Featuring two legal units and a fully finished basement, this home offers incredible flexibility and value. The first-floor unit includes a carpeted living room and dining room with hardwood floors underneath, and two generously

  Maria Garcia REMAX Legends

  1311 N Pulaski Rd, Chicago, IL 60651
• 

  

  /22

  $300,000

  • 6 Beds
  • 2 Baths

  7646 S May St, Chicago, IL 60620

  Charming Brick Two-Flat in Auburn Gresham - Ideal for Investors or Owner-Occupants Welcome to 7646 S May St, a beautifully maintained brick two-flat nestled in the vibrant Auburn Gresham neighborhood of Chicago. This property offers a perfect blend of classic architecture and modern updates, making it an excellent opportunity for both investors and owner-occupants. Property Highlights: -

  Jaiden Young Chicago Style Management LLC

  7646 S May St, Chicago, IL 60620
• 

  

  /27

  $1,100,000

  • 9 Beds
  • 6 Baths

  1538 W 21st St, Chicago, IL 60608

  Three Unit Newer Condo Quality Building In Hot Pilsen with all three units offering 3 bedrooms and 2 baths with stunning finishes: Quartz counters and vanity countertops, spa baths, cathedral ceilings, foam insulation in walls, foam insulation under slab, masonry cement board siding and brick facade, 3 car parking, back decks, all stainless steel appliances, 8' doors, built-in shelving in

  Phil Buoscio Keller Williams ONEChicago

  1538 W 21st St, Chicago, IL 60608
• 

  

  /21

  $269,900

  • 6 Beds
  • 2 Baths

  3807 S Albany Ave, Chicago, IL 60632

  Welcome to this charming two-flat frame buiilding located in the heart of Brighton Park, perfect for investors or owner-occupants looking for additional rental income. Each unit features 3 bedrooms, and 1 bathroom providing comfortable living spaces for families or tenants. The property boasts a charming back yard, ideal for outdoor gatherings, gardening or relaxation. Two car detached

  Michael Olszewski Area Wide Realty

  3807 S Albany Ave, Chicago, IL 60632
• 

  

  /21

  $349,999

  • 6 Beds
  • 2 Baths

  7825 S Loomis Blvd, Chicago, IL 60620

  CASH FLOW OPPORTUNITY! This beautifully renovated brick MODERN Multi-Family offers the best of both worlds-a vacant first-floor unit ready for move-in and a tenant-occupied second-floor unit generating income. Fully updated in 2019 with no detail spared, both units feature custom 42" white cabinetry, quartz countertops, sleek modern baths, new flooring, doors, trim, and stylish paint throughout.

  LeRoi Catlin Coldwell Banker Realty

  7825 S Loomis Blvd, Chicago, IL 60620
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  /5

  $359,900 Open Sun 2PM - 4PM

  • 7 Beds
  • 5 Baths

  2756 S Kolin Ave, Chicago, IL 60623

  This massive 3-unit building on a corner lot offers incredible income potential, featuring two spacious units with 3 bedrooms and 2 bathrooms each, plus a 1-bedroom, 1-bathroom unit in the basement-perfect for rental income or related living. A 2-car garage adds convenience, and the generous lot provides extra outdoor space. Whether you're an investor looking to maximize cash flow or a homeowner

  Maria Almaraz Midwest SignatureProperties Co

  2756 S Kolin Ave, Chicago, IL 60623
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  /42

  $249,900

  • 4 Beds
  • 2 Baths

  12050 S Emerald Ave, Chicago, IL 60628

  Discover this beautifully updated 2-unit building, each featuring 2 spacious bedrooms and 1 modern bathroom. Perfect for investors or owner-occupants, this property has been fully renovated from top to bottom with no detail overlooked. Enjoy peace of mind with all-new windows, a brand-new roof, updated plumbing, and newly installed central heating in both units. The basement has been

  Crystal Trevino RE/MAX MI CASA

  12050 S Emerald Ave, Chicago, IL 60628
• 

  

  /24

  $550,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths

  1817 W Morse Ave, Chicago, IL 60626

  Charming Vintage Brick 2-Flat with inviting front porch on an oversized 21' x 171' lot, offering a spacious backyard and a 1.5-car garage. Zoned RS-2, presenting an excellent opportunity for conversion into a single-family home. This property boasts hardwood floors, high ceilings, and stunning natural woodwork throughout, along with abundant closet space and updated windows. Both units feature

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1817 W Morse Ave, Chicago, IL 60626
• 

  

  /31

  $275,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths

  3514 W Huron St, Chicago, IL 60624

  Fantastic opportunity to own a well-maintained multi-unit building in the heart of Humboldt Park, one of Chicago's most vibrant and evolving neighborhoods. This fully occupied property offers strong potential for owner-occupants or investors alike, with the option to duplex down for added living space or rental income. Front and rear stairs repaired in 2019 per city code. Property taxes are low

  Brenda Sarmiento 606 Brokers LLC

  3514 W Huron St, Chicago, IL 60624
• 

  

  /17

  $349,000

  • 8 Beds
  • 5 Baths

  4737 S Ada St, Chicago, IL 60609

  This large multi-unit building offers extra-large apartments! Each unit features 4 spacious bedrooms, formal large dining rooms, and more than one bath per unit. It is in move-in condition as it has been well maintained over the years. Owned by the same family for over 20 years, it is now available for new lucky owners! Features: Spacious living apartments boasting four great-sized bedrooms,

  Silvia Fonseca Coldwell Banker Realty

  4737 S Ada St, Chicago, IL 60609
• 

  

  /22

  $499,000

  • 7 Beds
  • 4 Baths

  5658 S Honore St, Chicago, IL 60636

  HUGE BRICK 4 UNIT BUILDING. RECENTLY UPDATED .A FRONT & SIDE SEPARATE ENTRANCES , ALL NEW PLUMBING, ELECTRICAL , NEW H20 TANKS , NEW PORCHES . 3 UNITS ARE RENTED ( MO/MO ) GOOD RENTS, AN OWNER UNIT . FEATURING HARDWOOD FLOOR , CERMIC KITCHEN & BATHROOMS LAUNDRY ROOM .BEING SOLD "AS IS " NOTHING TO DO BUT COLLECT RENT . DO NOT DISTURB TENANTS

  Angel Morales Golden City Realty, Inc.

  5658 S Honore St, Chicago, IL 60636
• 

  

  /23

  $239,900

  • 6 Beds
  • 3 Baths

  Unlisted Address

  FRAME 2 FLAT WITH 5 BEDROOMS IN THE PROPERTY. 2 BEDROOMS IN THE 1ST FLOOR APT. FRONT WINDOWS 5 YRS 2ND FLOOR APT WITH 2 BEDROOMS POTENTIAL DUPLEX TO ATTIC FOR A 3RD BEDROOM. 2ND FLR FURNACE 1 YEAR, WATER TANK 5 YRS, REMODEL KICHEN, BATHROOM AND FLOORS 4 YRS. ROOF IS 1 YR COMPLETE TEAR OFF. GUTTERS 1 YR. FRONT IRON FENCE 3 YRS. GOOD PARKING SPACE IN THE BACK OF THE PROPERTY AND CLOSE TO PUBLIC

  Jesse Macias Parks Homes Real Estate Inc

  Unlisted Address
• 

  

  /49

  $399,900

  • 8 Beds
  • 3 Baths

  5630 S Green St, Chicago, IL 60621

  Spectacular multi-unit building featuring 2 gorgeous apartments and a full finished basement with a private front and back entrance. A rare find, featuring tons of space, high ceilings, plenty of natural light and a stunning fireplace on each level in the spacious living rooms. All units feature formal dining rooms, perfect for entertaining. Beautiful brand new floors throughout. New HVAC,

  Arturo Olivares Cloud Gate Realty LLC

  5630 S Green St, Chicago, IL 60621

Showing Results 1 - 40, Page 1 of 18

About Chicago

In 1914, poet Carl Sandburg called Chicago “The City of Big Shoulders," a reference to the workforce who labored under its mighty industrial growth. The center of America's meatpacking industry and a major railroad hub throughout the 19th and early 20th centuries, Chicago was also the world’s fastest-growing city — unimpeded even by the Great Chicago Fire of 1871. Its population ballooned from just over 300,000 to nearly 1.7 million at the turn of the 20th century. Today, it's America’s third-largest city, with 3 million people. The metropolita ...

Learn more about living in Chicago

Home Trends in Chicago, IL

On average, homes in Chicago, IL sell after 33 days on the market compared to the national average of 47 days. The average sale price for homes in Chicago, IL over the last 12 months is $500,871, up 10% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$364,000

Median Single Family Price

$333,650

Median Townhouse Price

$580,500

Median 2 Bedroom Price

$400,000

Median 1 Bedroom Price

$252,000

Average Price Per Sq Ft

$300

Number of Homes for Sale

4,624

Last 12 months Home Sales

22,063

Months of Supply

2.50

Median List Price

$370,000

Median Discount From 1st List Price

1%

Median Home Sale Price YoY Change

8%