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

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Fully remodeled home has been updated from every angle and offers a total of 5 bedrooms with a separate living space on the second floor, perfect for extended family or anyone looking to rent it out and lower their mortgage. The home comes with all new windows, 2 new A/C units, two new furnaces, new electrical, new concrete on both sides of the house and the parking path for 2 cars, right side of the house has been fully waterproofed. Both kitchens are brand new with quartz countertops plus stainless steel appliances on the first floor. Hardwood floors run through the main level and you also get three new full baths and a 75 gallon water heater. Finished Basement with the 5th room and full

$435,000

5 beds3 baths1,950 sq ft

1719 N Merrimac Ave, Chicago, IL 60639

New a/c units • New electrical • New furnaces

NEW 17 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Great brick raised ranch near 63rd st and central. Beautiful and elegant touches. Hardwood floor through-out, Spacious and bright living room, modern kitchen with granite counter tops and stainless-steel appliances. Elegant bathrooms. 5 bedrooms. full finishes basement with full bathroom and bar with wine fridge. Gorgeous fireplace to enjoy the winter days. laundry room. Outside you will find a great back yard with cement patio great for BBQ, 2 car garage.

$457,000

5 beds2 baths2,044 sq ft

6129 S Parkside Ave, Chicago, IL 60638

Hardwood floor • Brick raised ranch • Granite counter tops

NEW 21 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Wow! 5 Bedroom, 3 full bath, English Tudor on a tranquil, tree lined street in Norwood Park. First floor features a beautifully updated eat in kitchen with new appliances, separate formal dining room, two large bedrooms, new designer full bath & oversized family room with gas fireplace overlooking lush green yard. Second floor includes three bedrooms and rehabbed full bath. Finished basement with summer kitchen, full bath, laundry & access to yard. New roof in 2022, newer Marvin windows, new boiler and refinished hardwood floors, professionally painted, designer fixtures. Eco-friendly & energy efficient home with Solar panels. Gorgeous green yard with new concrete walkway

$519,000

5 beds3 baths2,756 sq ft

6321 N Merrimac Ave, Chicago, IL 60646

Finished basement • Summer kitchen • New roof

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Rare Historic Gem on Prestigious Astor Street. Step into a piece of Chicago's architectural legacy with this remarkable corner rowhome, designed in 1887 by the iconic firm Burnham & Root. Originally one of four distinguished residences showcasing the bold elegance of the Richardsonian Romanesque style, this home sits next to 1310 N. Astor-once the personal residence of John Wellborn Root, a founding figure of the Chicago School architecture style. Offering a rare opportunity to restore and reimagine, this property invites you to create a one-of-a-kind modern residence within an irreplaceable historic shell. Situated on a corner, sunlight pours into the home from its north, east, and w

$1,750,000

5 beds4 baths5,991 sq ft

1312 N Astor St, Chicago, IL 60610

Grand staircase • 10 foot ceilings • Corner rowhome

NEW 21 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Up and coming Austin area cash cow! Sold As-Is. Remodeled 1st floor in 2025. New roof in 2024. Remodeled 2nd floor in 2016. Great investment. Live in one unit and rent the other unit. Heat is per unit baseboards electric. 2 unit, very spacious good polished units. 3 bedroom apartment is occupied with long standing good tenant 1st floor 2 bedroom empty ready to be rented or have your mortgage paid for. Sold As-Is.

$275,000

5 beds2 baths— sq ft

4838 W Fulton St, Chicago, IL 60644

Remodeled 1st floor • Remodeled 2nd floor • New roof

Property at 1401 N Astor St, Chicago, IL 60610, 5 beds, 5.5 baths

$3,395,000

5 beds5.5 baths5,500 sq ft

1401 N Astor St, Chicago, IL 60610

Property at 8816 S Constance Ave, Chicago, IL 60617, 5 beds, 2 baths

$269,000

5 beds2 baths2,210 sq ft

8816 S Constance Ave, Chicago, IL 60617

Property at 1012 N Ridgeway Ave, Chicago, IL 60651, 5 beds, 3 baths

$369,000

5 beds3 baths2,172 sq ft

1012 N Ridgeway Ave, Chicago, IL 60651

Property at 2142 S Trumbull Ave, Chicago, IL 60623, 5 beds, 2 baths

$352,500

5 beds2 baths— sq ft

2142 S Trumbull Ave, Chicago, IL 60623

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

$142,358

5 beds2 baths920 sq ft

5242 S Sangamon St, Chicago, IL 60609

Property at 620 N Spaulding Ave, Chicago, IL 60624, 5 beds, 2 baths

$255,000

5 beds2 baths— sq ft

620 N Spaulding Ave, Chicago, IL 60624

Property at 1404 W Fuller St, Chicago, IL 60608, 5 beds, 2 baths

$309,900

5 beds2 baths2,500 sq ft

1404 W Fuller St, Chicago, IL 60608

Property at 515 E Oakwood Blvd, Chicago, IL 60653, 5 beds, 4 baths

$1,299,900

5 beds4 baths4,500 sq ft

515 E Oakwood Blvd, Chicago, IL 60653

Property at 531 W 61st Pl, Chicago, IL 60621, 5 beds, 2 baths

$179,000

5 beds2 baths— sq ft

531 W 61st Pl, Chicago, IL 60621

Property at 4706 N Kilpatrick Ave, Chicago, IL 60630, 5 beds, 3 baths

$749,999

5 beds3 baths— sq ft

4706 N Kilpatrick Ave, Chicago, IL 60630

Property at 5938 S Richmond St, Chicago, IL 60629, 5 beds, 2 baths

$319,900

5 beds2 baths2,309 sq ft

5938 S Richmond St, Chicago, IL 60629

Property at 1821 N Mulligan Ave, Chicago, IL 60639, 5 beds, 2 baths

$450,000

5 beds2 baths2,200 sq ft

1821 N Mulligan Ave, Chicago, IL 60639

Property at 1847 W Touhy Ave, Chicago, IL 60626, 5 beds, 2 baths

$525,000

5 beds2 baths— sq ft

1847 W Touhy Ave, Chicago, IL 60626

Property at 6123 S Laflin St, Chicago, IL 60636, 5 beds, 2 baths

$125,000

5 beds2 baths— sq ft

6123 S Laflin St, Chicago, IL 60636

Property at 9001 S Claremont Ave, Chicago, IL 60643, 5 beds, 4 baths

$899,000

5 beds4 baths3,184 sq ft

9001 S Claremont Ave, Chicago, IL 60643

Property at 1100 Lois Ave, Park Ridge, IL 60068, 5 beds, 3.5 baths

$1,650,000

5 beds3.5 baths4,200 sq ft

1100 Lois Ave, Park Ridge, IL 60068

Property at 2601 W 98th Pl, Evergreen Park, IL 60805, 5 beds, 2.5 baths

$439,999

5 beds2.5 baths2,400 sq ft

2601 W 98th Pl, Evergreen Park, IL 60805

Property at 3817 N Lowell Ave, Chicago, IL 60641, 5 beds, 4.5 baths

$2,166,667

5 beds4.5 baths4,975 sq ft

3817 N Lowell Ave, Chicago, IL 60641

Property at 2820 N Sayre Ave, Chicago, IL 60634, 5 beds, 2 baths

$479,900

5 beds2 baths1,600 sq ft

2820 N Sayre Ave, Chicago, IL 60634

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 6642 S Drexel Ave, Chicago, IL 60637, 5 beds, 4.5 baths

$469,900

5 beds4.5 baths3,584 sq ft

6642 S Drexel Ave, Chicago, IL 60637

Property at 8032 S Carpenter St, Chicago, IL 60620, 5 beds, 3 baths

$344,000

5 beds3 baths2,560 sq ft

8032 S Carpenter St, Chicago, IL 60620

Property at 4350 W Shakespeare Ave, Chicago, IL 60639, 5 beds, 2 baths

$324,900

5 beds2 baths950 sq ft

4350 W Shakespeare Ave, Chicago, IL 60639

Property at 6643 S Laflin St, Chicago, IL 60636, 5 beds, 2 baths

$214,900

5 beds2 baths— sq ft

6643 S Laflin St, Chicago, IL 60636

Property at Sign in for address, Chicago, IL 60621, 5 beds, 2 baths

$65,000

5 beds2 baths— sq ft

Property at 7715 S Oglesby Ave, Chicago, IL 60649, 5 beds, 2.5 baths

$319,000

5 beds2.5 baths2,900 sq ft

7715 S Oglesby Ave, Chicago, IL 60649

Property at 6543 S Langley Ave, Chicago, IL 60637, 5 beds, 3.5 baths

$639,900

5 beds3.5 baths— sq ft

6543 S Langley Ave, Chicago, IL 60637

Property at 6631 S Justine St, Chicago, IL 60636, 5 beds, 2 baths

$220,000

5 beds2 baths— sq ft

6631 S Justine St, Chicago, IL 60636

Property at 3053 W 77th St, Chicago, IL 60652, 5 beds, 2 baths

$385,000

5 beds2 baths1,078 sq ft

3053 W 77th St, Chicago, IL 60652

Property at Sign in for address, Chicago, IL 60620, 5 beds, 2.5 baths

$264,900

5 beds2.5 baths2,400 sq ft

Property at 2135 N Menard Ave, Chicago, IL 60639, 5 beds, 3 baths

$475,000

5 beds3 baths— sq ft

2135 N Menard Ave, Chicago, IL 60639

Property at 12211 S Wallace St, Chicago, IL 60628, 5 beds, 2 baths

$149,175

5 beds2 baths— sq ft

12211 S Wallace St, Chicago, IL 60628

Property at 6636 S Ingleside Ave, Chicago, IL 60637, 5 beds, 4.5 baths

$349,900

5 beds4.5 baths2,272 sq ft

6636 S Ingleside Ave, Chicago, IL 60637

Property at 76 E 100th Pl, Chicago, IL 60628, 5 beds, 2 baths

$249,000

5 beds2 baths2,600 sq ft

76 E 100th Pl, Chicago, IL 60628

Property at 2749 S Trumbull Ave, Chicago, IL 60623, 5 beds, 3 baths

$385,000

5 beds3 baths— sq ft

2749 S Trumbull Ave, Chicago, IL 60623

Property at 6515 S Langley Ave, Chicago, IL 60637, 5 beds, 3.5 baths

$659,900

5 beds3.5 baths— sq ft

6515 S Langley Ave, Chicago, IL 60637

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Based on information submitted to the MLS GRID as of Tue Dec 23 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 461 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 64 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, 1568 homes have been sold in Chicago. In addition to houses in Chicago, there were also 3810 condos, 269 townhouses, and 1502 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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