5 Bedroom Homes in Chicago, IL

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24 of 160 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New40Active
$1,300,000
5 bd · 5 ba · 3,860 sqft
5756 S Harper Avenue, Chicago, IL
Mario Greco · Compass
New39Active
$1,950,000
5 bd · 4 ba · 4,000 sqft
1942 N Wolcott Avenue, Chicago, IL
Leslie Glazier · @properties Christie's International Real Estate
New51Active
$410,000
5 bd · 3 ba · 2,230 sqft
5550 S Karlov Avenue, Chicago, IL
Teresa Zubricki · Home Sales Realty INC.

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-19 17:25:03 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.

About 5 Bedroom Homes in Chicago, IL

5 Bedroom Homes in Chicago, IL: 160 active listings as of October 19, 2026, 18:27 UTC.

Property types among these 160 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property type	Listings	Share
Single Family Residence	133	83.1%
Condominium	22	13.8%

Chicago housing market

September 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,586 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $412,000$260,000–$716,000 typical range
Price per sq. ft.: $263
Sales: 3,167
Paid in cash: 33.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $377,010
Homes for sale: 3,766
Median days on market: 12 days

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

Year-over-year: 9.3%

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.

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

5 Bedroom Homes in Chicago, IL

Your local brokerage

Listing data & MLS disclosures

About 5 Bedroom Homes in Chicago, IL

Chicago housing market

Homes that sold · County records, as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

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

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

Chicago, IL community profile

Explore Chicago homes

Listing data & MLS disclosures

Chicago, IL community profile

Chicago housing market

Homes that sold · County records, as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

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

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

Your local brokerage

Your local brokerage