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3 beds New construction With a pool

5 Bedroom Homes in Chicago, IL

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17 of 161 Listings

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17 of 161 Listings

25Active

5 Bedroom Homes in Chicago, IL — Page 7

161 listings

5 Bedroom Homes in Chicago, IL

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17 of 161 Listings

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5 Bedroom Homes in Chicago, IL

17 of 161 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

25Active

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

$465,000

5 bd · 3 ba · 3,300 sqft

4951 W Concord Place, Chicago, IL

Lorena Gomez · Smart Home Realty

Price Reduced25Active

$475,000

5 bd · 3 ba · 1,934 sqft

2720 W Harrison Street, Chicago, IL

Sara Abbasi · Equity Market Realty Inc.

1Active

$215,000

5 bd · 2 ba · 3,720 sqft

5749 S Wolcott Avenue, Chicago, IL

Howard Thomas · RE/MAX Premier

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

25Active

$12,250,000

5 bd · 7 ba · 7,940 sqft

451 E Grand Avenue Ph64, Chicago, IL

Bradley Brondyke · Jameson Sotheby's Intl Realty

Open house Sat, Oct 10 · 1:00 PM93Active

$4,695,000

5 bd · 7 ba · 8,250 sqft

1407 N Hoyne Avenue, Chicago, IL

Timothy Salm · Jameson Sotheby's Intl Realty

Price Reduced1Active

$125,000

5 bd · 2 ba · 1,816 sqft

7930 S Muskegon Avenue, Chicago, IL

Marcus Whiteside · Baird & Warner

Price Reduced35Active

$2,489,000

5 bd · 8 ba · 5,000 sqft

2457 W Byron Street, Chicago, IL

Christopher Zaccaro · CV Estates, LLC

8Active

$4,795,000

5 bd · 6 ba · 0 sqft

453 W Briar Place Ph-West, Chicago, IL

William Goldberg · Fulton Grace Realty

Open house Sat, Oct 10 · 12:00 PM14Active

$3,000,000

5 bd · 5 ba · 3,433 sqft

1282 W Washington Boulevard 2a, Chicago, IL

P Corwin Robertson · Jameson Sotheby's Intl Realty

42Active

$4,495,000

5 bd · 5 ba · 5,900 sqft

1811 N Howe Street, Chicago, IL

Carrie McCormick · @properties Christie's International Real Estate

Price Reduced30Active

$399,000

5 bd · 3 ba · 2,400 sqft

1810 S Hamlin Avenue, Chicago, IL

Andra Costea · Onix Realty, Inc.

32Active

$5,900,000

5 bd · 6 ba · 8,400 sqft

800 N Michigan Avenue Unit 63Ph, Chicago, IL

Jeffrey Lowe · Compass

Price Reduced9Active

$260,000

5 bd · 3 ba · 1,788 sqft

7225 S Saint Lawrence Avenue, Chicago, IL

Melvin Taylor · EXIT True Design Realty LLC

Price Reduced50Active

$2,995,000

5 bd · 6 ba · 3,859 sqft

123 S Peoria Street P2, Chicago, IL

Eudice Fogel · Compass

53Active

$11,700,000

5 bd · 7 ba · 8,500 sqft

800 N Michigan Avenue Ph64, Chicago, IL

Carrie McCormick · @properties Christie's International Real Estate

25Active

$349,000

5 bd · 3 ba · 1,148 sqft

7017 S Hermitage Avenue, Chicago, IL

Efrem Lambert · Anchor Realty Group, Inc

Price Reduced25Active

$375,000

5 bd · 3 ba · 0 sqft

9320 S Racine Avenue, Chicago, IL

Margarita Mata · Realty of America, LLC

1…6 7

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-09 09:04:04 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 · 1,564 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $415,000$260,000–$716,000 typical range
Price per sq. ft.: $264
Sales: 2,524
Paid in cash: 32.5%

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

Explore Chicago homes

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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 2026-10-09 09:04:04 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 · 1,564 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $415,000$260,000–$716,000 typical range
Price per sq. ft.: $264
Sales: 2,524
Paid in cash: 32.5%

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: 9.9%

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.