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3 beds New construction With a pool

5 Bedroom Homes in Chicago, IL

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24 of 344 Listings

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24 of 344 Listings

5 Bedroom Homes in Chicago, IL — Page 3

344 listings

5 Bedroom Homes in Chicago, IL

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24 of 344 Listings

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5 Bedroom Homes in Chicago, IL

24 of 344 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$1,250,000

5 bd · 4 ba · 2,950 sqft

915 W Lawrence Avenue, Chicago, IL

Nicolas Iosco · @properties Christie's International Real Estate

22Active

$349,000

5 bd · 2 ba · 2,060 sqft

8340 S Paxton Avenue, Chicago, IL

Dalila Arellano · A List Homes Realty

39Active

$1,250,000

5 bd · 4 ba · 2,950 sqft

915 W Lawrence Avenue, Chicago, IL

Nicolas Iosco · @properties Christie's International Real Estate

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

28Active

$565,000

5 bd · 4 ba · 5,000 sqft

5490 S South Shore Drive 2N, Chicago, IL

Susan O'Connor · Berkshire Hathaway HomeServices Chicago

28Active

$565,000

5 bd · 4 ba · 5,000 sqft

5490 S South Shore Drive 2N, Chicago, IL

Susan O'Connor · Berkshire Hathaway HomeServices Chicago

60Active

$1,995,000

5 bd · 4 ba · 4,279 sqft

1034 N La Salle Drive, Chicago, IL

Michelle Schroeder · Berkshire Hathaway HomeServices Chicago

27Active

$969,500

5 bd · 5 ba · 3,554 sqft

4848 W Eddy Street, Chicago, IL

Ivan Ivanovski · Cross Street Real Estate

27Active

$969,500

5 bd · 5 ba · 3,554 sqft

4848 W Eddy Street, Chicago, IL

Ivan Ivanovski · Cross Street Real Estate

39Active

$949,000

5 bd · 4 ba · 3,570 sqft

Address withheld · Chicago, IL

Derek Walvoord · Exit Strategy Realty / EMA Management

49Active

$689,000

5 bd · 4 ba · 3,100 sqft

2539 W Morse Avenue, Chicago, IL

Mohammed Chowdhury · Equity Market Realty Inc.

40Active

$799,000

5 bd · 3 ba · 2,120 sqft

4104 N Richmond Street, Chicago, IL

Elizabeth Goodchild · Realty of America

39Active

$949,000

5 bd · 4 ba · 3,570 sqft

Address withheld · Chicago, IL

Derek Walvoord · Exit Strategy Realty / EMA Management

26Active

$384,900

5 bd · 3 ba · 1,102 sqft

3531 W 73rd Place, Chicago, IL

Jose Aguilar · Realty of America, LLC

34Active

$354,950

5 bd · 4 ba · 2,620 sqft

7240 S Lafayette Avenue, Chicago, IL

Joe Castillo · RE/MAX Mi Casa

49Active

$689,000

5 bd · 4 ba · 3,100 sqft

2539 W Morse Avenue, Chicago, IL

Mohammed Chowdhury · Equity Market Realty Inc.

34Active

$354,950

5 bd · 4 ba · 2,620 sqft

7240 S Lafayette Avenue, Chicago, IL

Joe Castillo · RE/MAX Mi Casa

51Active

$1,250,000

5 bd · 3 ba · 4,561 sqft

5650 S Dorchester Avenue 1, Chicago, IL

Rosa Sanchez-Fryer · @properties Christie's International Real Estate

9Active

$69,900

5 bd · 3 ba · 1,944 sqft

10411 S Corliss Avenue, Chicago, IL

Michael Olszewski · Area Wide Realty

44Active

$284,900

5 bd · 2 ba · 1,714 sqft

12220 S Normal Avenue, Chicago, IL

Alice Wang · Century 21 IMPACT

Price Reduced31Active

$339,900

5 bd · 3 ba · 2,800 sqft

7918 S Anthony Avenue, Chicago, IL

Brian Doogan · Eagle Pro Realty LLC

52Active

$1,250,000

5 bd · 3 ba · 4,561 sqft

5650 S Dorchester Avenue 1, Chicago, IL

Rosa Sanchez-Fryer · @properties Christie's International Real Estate

46Active

$1,300,000

5 bd · 3 ba · 3,500 sqft

1300 N Claremont Avenue 1E, Chicago, IL

Pauline Apostolopoulos · Redfin Corporation

Price Reduced31Active

$339,900

5 bd · 3 ba · 2,800 sqft

7918 S Anthony Avenue, Chicago, IL

Brian Doogan · Eagle Pro Realty LLC

23Active

$1,199,900

5 bd · 4 ba · 3,700 sqft

6732 N Oxford Avenue, Chicago, IL

John Weidner · Kale Realty

1 2 3 4…15

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-29 15:40:03 UTC. 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.

Chicago housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,396 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $425,000$270,000–$723,000 typical range
Price per sq. ft.: $270
Sales: 1,841
Paid in cash: 31.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $377,010

Chicago, IL community profile

Population: 2,691,710
Median income: $71,438
Housing units: 1,189,407
People per sq. mi.: 11,262.4
Area: 239 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-29 15:40:03 UTC. 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.

Chicago, IL community profile

Population: 2,691,710
Median income: $71,438
Housing units: 1,189,407
People per sq. mi.: 11,262.4
Area: 239 sq. mi.

Source: HJN community data

Chicago housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,396 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $425,000$270,000–$723,000 typical range
Price per sq. ft.: $270
Sales: 1,841
Paid in cash: 31.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $377,010

Homes for sale

3,766

Median days on market

11 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 11.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,600 sq. ft.