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

498 homes

Sort:

Recommended

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Charming and spacious brick 2-flat in the heart of Irving Park offering over 2,200 square feet of above-grade living space. This well-maintained estate blends historic character with modern comfort, featuring tall ceilings, large front windows, and a warm, inviting atmosphere throughout. Dual entry staircases provide both a classic formal front entry and a convenient side access. The second floor includes 2 bedrooms and 1 bath and a back entry porch area; the third floor offers 3 bedrooms, 1 bath, and a sun-filled back porch area. Upgrades in the third floor unit include cherry hardwood floors, enhancing the living and dining rooms and two of the bedrooms, and newer windows (approximately 5

$699,000

5 beds2 baths— sq ft

3911 N Kedzie Ave, Chicago, IL 60618

Newer windows • Brick 2-flat • 3 garage spots

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
ATTENTION INVESTORS! Looking for a great investment opportunity? Here it is! Whether you're planning to live in one unit or rent out both, this property is full of potential. The building features a first-floor unit with 2 bedrooms and a second-floor unit with 3 bedrooms - each with 1 bathroom. Don't miss your chance to own this versatile income-producing property!

$315,000

5 beds2 baths— sq ft

3907 W Monroe St, Chicago, IL 60624

2,613 sq ft lot • Built 1912 • Listed 28 days

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Legal 3 Unit in Chicago's popular Irving Park neighborhood, with cap rate over 7.5% (with vacancy factored in!! These units feature nice light, and have always rented easily for the current owner. Sit back with these strong performing units, or owner occupy - the choice is yours, but with all 3 tenants wanting to stay. .. the best move is for an investor who wants strong return. Unit 1 features updated white kitchen with granite counters & stainless steel appliances, and pretty engineered hardwood floors in the living area. Two nice-sized bedrooms, with a walk-in-closet, plus dedicated laundry out the back door for this unit. The 2nd floor is bright and cheery, with tall ceilings , sp

$599,000

5 beds3 baths— sq ft

4026 N Kimball Ave, Chicago, IL 60618

Tall ceilings • Dedicated laundry • Granite counters

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
COME TAKE A LOOK AT THIS BEAUTIFULLY REHABBED BRICK Chicago STYLE RAISED RANCH. YOU WILL LOVE THE OPEN CONCEPT RIGHT WHEN YOU WALK INSIDE GREAT FOR ENTERTAINING YOUR FAMILY. THIS HOME OFFERS 3 BEDROOMS ON FIRST FLOOR, 2 BEDROOMS IN THE BASEMENT, 2 FULL BATHROOMS, NEWER ROOF, NEW WINDOWS, NEW FURNACE, NEW AC, NEW PLUMBING, NEW ELECTRICAL. UPDATED KITCHEN WITH NEW CABINETS, NEW QUARTZ COUNTERTOPS, ALL STAINLESS STEEL APPLIANCES, HARDWOOD FLOORING THROUGHOUT AND OVERSIZED BASEMENT WITH A BAR. HOME IS WITHIN MINUTES FROM EXPRESSWAYS, SCHOOLS AND PARKS. COME TAKE A LOOK BEFORE ITS GONE.

$289,988

5 beds2 baths1,176 sq ft

445 W 125th St, Chicago, IL 60628

New furnace • New plumbing • Open concept

ABOUT THIS HOME
5 Bedroom Homes for Sale in Chicago, IL
Step into this charming and spacious 2-flat located in the heart of the historic Pullman neigborhood. This versatile property offers a total of 5 bedrooms and 2 full bathrooms, ideal for investors or multi-generational living. Each unit features generous living and dining spaces with plenty of natural light. The full finished basement provides extra living space or storage potential, while the attic offers additional flex space for a home office, playroom or guest area. Enjoy outdoor living with a large yard, perfect for gatherings or gardening. Exterior parking in the rear ensures convience and accessibility. This property is being sold as-is, property is lender-owned and U. S. Bank Nation

$175,500

5 beds2 baths— sq ft

12211 S Wallace St, Chicago, IL 60628

Exterior parking • Large yard • 3,049 sq ft lot

Property at 10528 S Lawndale Ave, Chicago, IL 60655, 5 beds, 1.5 baths

$299,000

5 beds1.5 baths1,600 sq ft

10528 S Lawndale Ave, Chicago, IL 60655

Property at 2342 W Altgeld St, Chicago, IL 60647, 5 beds, 2 baths

$515,000

5 beds2 baths1,400 sq ft

2342 W Altgeld St, Chicago, IL 60647

Property at 13115 S Escanaba Ave, Chicago, IL 60633, 5 beds, 2 baths

$259,999

5 beds2 baths1,564 sq ft

13115 S Escanaba Ave, Chicago, IL 60633

Property at 9322 S Euclid Ave, Chicago, IL 60617, 5 beds, 3 baths

$344,900

5 beds3 baths1,800 sq ft

9322 S Euclid Ave, Chicago, IL 60617

Property at 1346 N Lawndale Ave, Chicago, IL 60651, 5 beds, 3 baths

$625,000

5 beds3 baths— sq ft

1346 N Lawndale Ave, Chicago, IL 60651

Property at 1651 N Mayfield Ave, Chicago, IL 60639, 5 beds, 3 baths

$460,000

5 beds3 baths— sq ft

1651 N Mayfield Ave, Chicago, IL 60639

Property at 1928 W Wolfram St, Chicago, IL 60657, 5 beds, 3.5 baths

$1,895,000

5 beds3.5 baths4,200 sq ft

1928 W Wolfram St, Chicago, IL 60657

Property at 6054 W 64th St, Chicago, IL 60638, 5 beds, 3 baths

$439,900

5 beds3 baths— sq ft

6054 W 64th St, Chicago, IL 60638

Property at Sign in for address, Chicago, IL 60629, 5 beds, 3 baths

$395,900

5 beds3 baths1,102 sq ft

Property at 11607 S Loomis St, Chicago, IL 60643, 5 beds, 2 baths

$293,000

5 beds2 baths1,120 sq ft

11607 S Loomis St, Chicago, IL 60643

Property at 5148 N Kostner Ave, Chicago, IL 60630, 5 beds, 2.5 baths

$675,000

5 beds2.5 baths2,433 sq ft

5148 N Kostner Ave, Chicago, IL 60630

Property at 8420 S Carpenter St, Chicago, IL 60620, 5 beds, 2 baths

$313,000

5 beds2 baths2,197 sq ft

8420 S Carpenter St, Chicago, IL 60620

Property at 10649 S Sawyer Ave, Chicago, IL 60655, 5 beds, 3.5 baths

$779,900

5 beds3.5 baths3,500 sq ft

10649 S Sawyer Ave, Chicago, IL 60655

Property at 1962 N Bissell St, Chicago, IL 60614, 5 beds, 3 baths

$2,750,000

5 beds3 baths7,500 sq ft

1962 N Bissell St, Chicago, IL 60614

Property at 7537 S Clyde Ave, Chicago, IL 60649, 5 beds, 4 baths

$349,900

5 beds4 baths2,857 sq ft

7537 S Clyde Ave, Chicago, IL 60649

Property at 6321 N Merrimac Ave, Chicago, IL 60646, 5 beds, 3 baths

$499,000

5 beds3 baths2,756 sq ft

6321 N Merrimac Ave, Chicago, IL 60646

Property at 1437 W Fillmore St, Chicago, IL 60607, 5 beds, 3.5 baths

$949,000

5 beds3.5 baths— sq ft

1437 W Fillmore St, Chicago, IL 60607

Property at 3813 W 78th St, Chicago, IL 60652, 5 beds, 2 baths

$384,900

5 beds2 baths2,160 sq ft

3813 W 78th St, Chicago, IL 60652

Property at 4956 S Campbell Ave, Chicago, IL 60632, 5 beds, 4.5 baths

$538,000

5 beds4.5 baths3,500 sq ft

4956 S Campbell Ave, Chicago, IL 60632

Property at 800 N Michigan Ave Unit 63PH, Chicago, IL 60611, 5 beds, 5 baths

$6,950,000

5 beds5 baths8,400 sq ft

800 N Michigan Ave Unit 63PH, Chicago, IL 60611

Property at 1530 W Ohio St, Chicago, IL 60642, 5 beds, 4.5 baths

$1,600,000

5 beds4.5 baths4,106 sq ft

1530 W Ohio St, Chicago, IL 60642

Property at 932 N Monticello Ave, Chicago, IL 60651, 5 beds, 3.5 baths

$599,900

5 beds3.5 baths3,810 sq ft

932 N Monticello Ave, Chicago, IL 60651

Property at 6454 S Winchester Ave, Chicago, IL 60636, 5 beds, 2 baths

$160,000

5 beds2 baths— sq ft

6454 S Winchester Ave, Chicago, IL 60636

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

$345,000

5 beds3 baths2,560 sq ft

8032 S Carpenter St, Chicago, IL 60620

Property at 5600 N Mango Ave, Chicago, IL 60646, 5 beds, 3 baths

$745,000

5 beds3 baths— sq ft

5600 N Mango Ave, Chicago, IL 60646

Property at 6016 S Mayfield Ave, Chicago, IL 60638, 5 beds, 3.5 baths

$699,000

5 beds3.5 baths3,300 sq ft

6016 S Mayfield Ave, Chicago, IL 60638

Property at 146 E 120th St, Chicago, IL 60628, 5 beds, 2 baths

$299,999

5 beds2 baths— sq ft

146 E 120th St, Chicago, IL 60628

Property at 1716 W Beverly Glen Pkwy, Chicago, IL 60643, 5 beds, 4 baths

$575,000

5 beds4 baths3,800 sq ft

1716 W Beverly Glen Pkwy, Chicago, IL 60643

Property at 3028 S Union Ave, Chicago, IL 60616, 5 beds, 1.5 baths

$499,000

5 beds1.5 baths2,400 sq ft

3028 S Union Ave, Chicago, IL 60616

Property at 27 E 117th Pl, Chicago, IL 60628, 5 beds, 2 baths

$209,900

5 beds2 baths1,896 sq ft

27 E 117th Pl, Chicago, IL 60628

Property at 11531 S Stewart Ave, Chicago, IL 60628, 5 beds, 1 bath

$190,000

5 beds1 bath1,103 sq ft

11531 S Stewart Ave, Chicago, IL 60628

Property at 1921 W Chicago Ave, Chicago, IL 60622, 5 beds, 2 baths

$525,000

5 beds2 baths— sq ft

1921 W Chicago Ave, Chicago, IL 60622

Property at 7642 S Merrill Ave, Chicago, IL 60649, 5 beds, 3.5 baths

$439,900

5 beds3.5 baths1,870 sq ft

7642 S Merrill Ave, Chicago, IL 60649

Property at 12210 S Normal Ave, Chicago, IL 60628, 5 beds, 1.5 baths

$137,500

5 beds1.5 baths— sq ft

12210 S Normal Ave, Chicago, IL 60628

Property at 7348 S Lowe Ave, Chicago, IL 60621, 5 beds, 2 baths

$160,000

5 beds2 baths— sq ft

7348 S Lowe Ave, Chicago, IL 60621

Property at 6 N Carpenter St Unit 5B, Chicago, IL 60607, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths3,767 sq ft

6 N Carpenter St Unit 5B, Chicago, IL 60607

Viewing page 6 of 9

Based on information submitted to the MLS GRID as of Sat Nov 29 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 498 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, Bucktown, Beverly, Bronzeville, South Loop, Logan Square, Wicker Park, West Loop, and Hyde Park. 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 4639 condos, 315 townhouses, and 1623 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.

More real estate resources for Chicago, IL

Neighborhoods

Nearby Cities

Zip Codes

Nearby Cities with 5 Bedroom Homes

More to explore in Chicago, IL

Featured
Bedroom

How to buy a house in Chicago, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$349,000
Naperville homes for sale
$649,500
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$435,000
Glenview homes for sale
$787,000
Oak Park homes for sale
$358,950
Evanston homes for sale
$435,000
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,000
Downers Grove homes for sale
$504,500
Mount Prospect homes for sale
$435,000
St. Charles homes for sale
$460,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$618,950

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.