5 Bedroom homes for sale & real estate in Chicago, IL

494 homes

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$394,000

5 beds3 baths2,090 sq ft

4731 S Kostner Ave, Chicago, IL 60632

Bar • Extended bay windows • Finished basement

3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
This beautiful side-by-side 2-unit corner building with detached 2-car garage is fully-renovated with all-new appliances, new granite countertops, new flooring, new tiles in bathrooms, freshly painted throughout, and much more. This is perfect for investment, or live in 1 unit and rent the other, or use the other as an in-law suite. You do not want to miss out on this amazing opportunity to get this move-in ready building.

$710,000

5 beds3 baths— sq ft

6259 W Peterson Ave, Chicago, IL 60646

New flooring • Fully-renovated • Side-by-side 2-unit

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
NICELY REMODELED! CUSTOM DESIGNED BY CONTEMPORARY ARTIST, LISA FU. THE ARTIST USED SIMPLE AND SLEEK COLOR SCHEME AND DESIGN TO ADD ELEGANCE AND MODERNITY TO THIS HUGE BRICK HOUSE. THIS BEAUTIFUL FIVE BED, THREE FULL BATH HOME HAS EVERYTHING YOU NEED. THE 2ND FLOOR HAS A HUGE MASTER SUITE WITH DOUBLE SINK. THE MAIN FLOOR HAS A SPACY LIVING ROOM, FULL DINING ROOM, AND AN ELEGANT FULL BATH. NEW KITCHEN WITH GORGEOUS WHITE QUARTZ COUNTERTOP, HIGH END SS APPLIANCES, SHAKER WHITE CABINETS. NEW LED LIGHT FIXTURES. NEW HVAC. SPACY BASEMENT FOR FAMILY FUN. LOCATED JUST STEPS AWAY FROM PUBLIC TRANSPORTATION, THE EXPRESSWAY, AND STORES. AND ONLY A BLOCK AWAY FROM SCHOOLS, LIBRARY AND PARK. MOVE IN AND

$569,000

5 beds3 baths2,100 sq ft

3031 N Marmora Ave, Chicago, IL 60634

New kitchen • New hvac • Huge brick house

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
This is a fantastic investment opportunity! It's a solid brick two-flat building located in the heart of Chicago, just minutes from downtown. Whether you're looking to live in one unit and rent the other or expand your investment portfolio, this property offers great potential in a high-demand area!

$499,000

5 beds3 baths— sq ft

2347 W Maypole Ave, Chicago, IL 60612

High-demand area • 706 acre lot • 2 garage spots

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Classic Chicago Brown Brick 2-Unit with a luxurious duplex-down to a 3rd unit in the finished basement! This timeless property has been completely transformed with no expense spared-featuring all-new electrical, plumbing, kitchens, and bathrooms. The first-floor duplex offers a rare 4-bedroom, 2-bath layout with a spacious primary suite and walk-in closet, providing the perfect blend of comfort and functionality. The second-floor unit showcases an open-concept design with quartz finishes, rich hardwood floors, and in-unit laundry in both residences. The 2.5-car garage is fully finished, heated, and air-conditioned-ideal for storage, a workshop, or added versatility year-round. Step outside

$1,199,900

5 beds3 baths— sq ft

3847 N Spaulding Ave, Chicago, IL 60618

Heated garage • In-unit laundry • Finished basement

Property at 1138 N Central Ave, Chicago, IL 60651, 5 beds, 2 baths

$449,000

5 beds2 baths2,295 sq ft

1138 N Central Ave, Chicago, IL 60651

Property at 4630 W Montana St, Chicago, IL 60639, 5 beds, 2 baths

$558,000

5 beds2 baths2,400 sq ft

4630 W Montana St, Chicago, IL 60639

Property at Sign in for address, Chicago, IL 60637, 5 beds, 2 baths

$465,000

5 beds2 baths— sq ft

Property at 6741 S Maplewood Ave, Chicago, IL 60629, 5 beds, 3 baths

$349,995

5 beds3 baths2,660 sq ft

6741 S Maplewood Ave, Chicago, IL 60629

Property at 1631 N Tripp Ave, Chicago, IL 60639, 5 beds, 4 baths

$556,000

5 beds4 baths4,375 sq ft

1631 N Tripp Ave, Chicago, IL 60639

Property at 6932 S Eggleston Ave, Chicago, IL 60621, 5 beds, 2 baths

$100,000

5 beds2 baths— sq ft

6932 S Eggleston Ave, Chicago, IL 60621

Property at 6549 S Keeler Ave, Chicago, IL 60629, 5 beds, 3 baths

$509,900

5 beds3 baths— sq ft

6549 S Keeler Ave, Chicago, IL 60629

Property at 9633 S Yale Ave, Chicago, IL 60628, 5 beds, 3 baths

$379,000

5 beds3 baths2,450 sq ft

9633 S Yale Ave, Chicago, IL 60628

Property at 618 E 50th Pl, Chicago, IL 60615, 5 beds, 3 baths

$599,000

5 beds3 baths— sq ft

618 E 50th Pl, Chicago, IL 60615

Property at 8358 S Sangamon St, Chicago, IL 60620, 5 beds, 3.5 baths

$284,000

5 beds3.5 baths1,466 sq ft

8358 S Sangamon St, Chicago, IL 60620

Property at 3902 W Fillmore St, Chicago, IL 60624, 5 beds, 2 baths

$180,000

5 beds2 baths— sq ft

3902 W Fillmore St, Chicago, IL 60624

Property at 4329 S Wood St, Chicago, IL 60609, 5 beds, 3 baths

$199,999

5 beds3 baths— sq ft

4329 S Wood St, Chicago, IL 60609

Property at Sign in for address, Chicago, IL 60641, 5 beds, 3.5 baths

$949,500

5 beds3.5 baths3,300 sq ft

Property at 4505 N Bernard St, Chicago, IL 60625, 5 beds, 3.5 baths

$1,150,000

5 beds3.5 baths3,420 sq ft

4505 N Bernard St, Chicago, IL 60625

$360,000

5 beds2 baths— sq ft

Property at 1723 W 75th Pl, Chicago, IL 60620, 5 beds, 2 baths

$294,900

5 beds2 baths1,022 sq ft

1723 W 75th Pl, Chicago, IL 60620

Property at 6433 N Drake Ave, Lincolnwood, IL 60712, 5 beds, 4 baths

$950,000

5 beds4 baths2,373 sq ft

6433 N Drake Ave, Lincolnwood, IL 60712

Property at 4747 W Monroe St, Chicago, IL 60644, 5 beds, 2.5 baths

$345,000

5 beds2.5 baths1,596 sq ft

4747 W Monroe St, Chicago, IL 60644

Property at 4915 S Martin Luther King Dr, Chicago, IL 60615, 5 beds, 4.5 baths

$1,279,900

5 beds4.5 baths5,080 sq ft

4915 S Martin Luther King Dr, Chicago, IL 60615

Property at 6221 S Campbell Ave, Chicago, IL 60629, 5 beds, 3 baths

$200,000

5 beds3 baths— sq ft

6221 S Campbell Ave, Chicago, IL 60629

Property at 10206 S Saint Louis Ave, Evergreen Park, IL 60805, 5 beds, 3.5 baths

$559,000

5 beds3.5 baths3,975 sq ft

10206 S Saint Louis Ave, Evergreen Park, IL 60805

Property at 12 W 44th St, Chicago, IL 60609, 5 beds, 3.5 baths

$699,000

5 beds3.5 baths— sq ft

12 W 44th St, Chicago, IL 60609

Property at 2471 N Clybourn Ave #1, Chicago, IL 60638, 5 beds, 2.5 baths

$1,345,000

5 beds2.5 baths3,000 sq ft

2471 N Clybourn Ave #1, Chicago, IL 60638

Property at 5242 S Sangamon St, Chicago, IL 60609, 5 beds, 2 baths

$158,175

5 beds2 baths920 sq ft

5242 S Sangamon St, Chicago, IL 60609

Property at 2728 W 39th Pl, Chicago, IL 60632, 5 beds, 3.5 baths

$399,000

5 beds3.5 baths2,400 sq ft

2728 W 39th Pl, Chicago, IL 60632

Property at 8728 S Honore St, Chicago, IL 60620, 5 beds, 2 baths

$265,000

5 beds2 baths1,120 sq ft

8728 S Honore St, Chicago, IL 60620

Property at 8640 S Blackstone Ave, Chicago, IL 60619, 5 beds, 3 baths

$355,000

5 beds3 baths1,396 sq ft

8640 S Blackstone Ave, Chicago, IL 60619

Property at 2854 S Central Park Ave, Chicago, IL 60623, 5 beds, 2 baths

$387,546

5 beds2 baths896 sq ft

2854 S Central Park Ave, Chicago, IL 60623

Property at 9035 S Bishop St, Chicago, IL 60620, 5 beds, 3 baths

$265,000

5 beds3 baths— sq ft

9035 S Bishop St, Chicago, IL 60620

Property at 5048 N Nottingham Ave, Chicago, IL 60656, 5 beds, 3 baths

$555,000

5 beds3 baths3,600 sq ft

5048 N Nottingham Ave, Chicago, IL 60656

Property at 5544 S California Ave, Chicago, IL 60629, 5 beds, 3 baths

$379,999

5 beds3 baths1,552 sq ft

5544 S California Ave, Chicago, IL 60629

Property at 4313 W Parker Ave, Chicago, IL 60639, 5 beds, 2 baths

$869,900

5 beds2 baths— sq ft

4313 W Parker Ave, Chicago, IL 60639

Property at 7955 S Harvard Ave, Chicago, IL 60620, 5 beds, 2.5 baths

$339,999

5 beds2.5 baths3,000 sq ft

7955 S Harvard Ave, Chicago, IL 60620

Property at 3507 N Osceola Ave, Chicago, IL 60634, 5 beds, 2 baths

$399,000

5 beds2 baths1,993 sq ft

3507 N Osceola Ave, Chicago, IL 60634

Property at 6144 N Maplewood Ave, Chicago, IL 60659, 5 beds, 3 baths

$698,300

5 beds3 baths2,750 sq ft

6144 N Maplewood Ave, Chicago, IL 60659

Property at 2044 W 69th St, Chicago, IL 60636, 5 beds, 1 bath

$147,500

5 beds1 bath1,020 sq ft

2044 W 69th St, Chicago, IL 60636

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Chicago

There are currently 494 5 bedroom homes in Chicago. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chicago stay on the market for 56 days and receive 3 offers. Popular neighborhoods include Lincoln Park, Lake View, Beverly, Logan Square, and West Loop. This map is refreshed with the newest listings in Chicago every 15 minutes.

In the past month, 2107 homes have been sold in Chicago. In addition to houses in Chicago, there were also 4646 condos, 313 townhouses, and 1626 multi-family units for sale in Chicago last month. Chicago is a fairly walkable city in Cook County with a Walk Score of 77. Chicago is home to approximately 2,691,070 people and 1,261,210 jobs. Find your dream home in Chicago using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chicago are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chicago. Our Chicago real estate stats and trends will give you more information about home buying and selling trends in Chicago. If you're looking to sell your home in the Chicago area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chicago with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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