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3 beds New construction With a pool

5 Bedroom Homes in Chicago, IL

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24 of 352 Listings

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24 of 352 Listings

5 Bedroom Homes in Chicago, IL — Page 8

352 listings

5 Bedroom Homes in Chicago, IL

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24 of 352 Listings

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5 Bedroom Homes in Chicago, IL

24 of 352 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

$1,849,000

5 bd · 5 ba · 3,950 sqft

3841 N Kenneth Avenue, Chicago, IL

Richard Kasper · Compass

24Active

$450,000

5 bd · 3 ba · 2,711 sqft

2213 N Kildare Avenue, Chicago, IL

Juan Espinosa · E-Professional Realty

39Active

$1,849,000

5 bd · 5 ba · 3,950 sqft

3841 N Kenneth Avenue, Chicago, IL

Richard Kasper · Compass

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

13Active

$230,000

5 bd · 2 ba · 2,000 sqft

11110 S Union Avenue, Chicago, IL

Taurino Morales · eXp Realty

13Active

$230,000

5 bd · 2 ba · 2,000 sqft

11110 S Union Avenue, Chicago, IL

Taurino Morales · eXp Realty

60Active

$2,849,000

5 bd · 5 ba · 6,806 sqft

652 W Sheridan Road, Chicago, IL

Alex Wolking · Keller Williams ONEChicago

51Active

$5,595,000

5 bd · 5 ba · 5,664 sqft

441 W Deming Place, Chicago, IL

Melinda Jakovich-Lagrange · Compass

51Active

$5,595,000

5 bd · 5 ba · 5,664 sqft

441 W Deming Place, Chicago, IL

Melinda Jakovich-Lagrange · Compass

35Active

$1,375,000

5 bd · 4 ba · 3,500 sqft

3045 W Ardmore Avenue, Chicago, IL

Keith Goad · Berkshire Hathaway HomeServices Chicago

17Active

$317,500

5 bd · 2 ba · 1,926 sqft

6134 S Campbell Avenue, Chicago, IL

Mary Shanley Aloisio · @properties Christie�s International Real Estate

38Active

$160,000

5 bd · 2 ba · 1,713 sqft

7748 S Langley Avenue, Chicago, IL

Angela Clark · Century 21 S.G.R., Inc.

38Active

$160,000

5 bd · 2 ba · 1,713 sqft

7748 S Langley Avenue, Chicago, IL

Angela Clark · Century 21 S.G.R., Inc.

Open house Sat, Oct 3 · 10:00 AM28Active

$1,350,000

5 bd · 4 ba · 3,344 sqft

3536 N Albany Avenue, Chicago, IL

Matt Laricy · Americorp, Ltd

28Active

$1,350,000

5 bd · 4 ba · 3,344 sqft

3536 N Albany Avenue, Chicago, IL

Matt Laricy · Americorp, Ltd

Price Reduced23Active

$320,000

5 bd · 4 ba · 2,350 sqft

609 E 89th Street, Chicago, IL

Oscar Darden · DEI Realty LLC

23Active

$345,000

5 bd · 4 ba · 2,350 sqft

609 E 89th Street, Chicago, IL

Oscar Darden · DEI Realty LLC

Price Reduced19Active

$346,900

5 bd · 2 ba · 1,600 sqft

6455 S California Avenue, Chicago, IL

Marcos Gonzalez · eXp Realty

28Active

$849,000

5 bd · 4 ba · 2,800 sqft

330 W Diversey Parkway 902-04, Chicago, IL

Michael Zuker · @properties Christie's International Real Estate

37Active

$2,990,000

5 bd · 4 ba · 4,500 sqft

2347 N Geneva Terrace, Chicago, IL

Jennifer Kolhouse · Coldwell Banker Realty

37Active

$2,990,000

5 bd · 4 ba · 4,500 sqft

2347 N Geneva Terrace, Chicago, IL

Jennifer Kolhouse · Coldwell Banker Realty

40Active

$2,200,000

5 bd · 4 ba · 4,000 sqft

1942 N Wolcott Avenue, Chicago, IL

Leslie Glazier · @properties Christie's International Real Estate

35Active

$1,999,000

5 bd · 5 ba · 4,000 sqft

1962 W Wilson Avenue, Chicago, IL

Maria DelBoccio · @properties Christie's International Real Estate

21Active

$274,900

5 bd · 3 ba · 801 sqft

8533 S Rhodes Avenue, Chicago, IL

George Sierra · RE/MAX LOYALTY

46Active

$4,995,000

5 bd · 5 ba · 5,110 sqft

1109 W Washington Boulevard Ph8D, Chicago, IL

Hayley Westhoff · Compass

1…7 8 9…15

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-02 16:28:03 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 2026-10-02 16:28:03 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.