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3 beds New construction With a pool

5 Bedroom Homes in Chicago, IL

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24 of 350 Listings

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24 of 350 Listings

5 Bedroom Homes in Chicago, IL — Page 9

350 listings

5 Bedroom Homes in Chicago, IL

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24 of 350 Listings

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5 Bedroom Homes in Chicago, IL

24 of 350 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

$4,995,000

5 bd · 5 ba · 5,110 sqft

1109 W Washington Boulevard Ph8D, Chicago, IL

Hayley Westhoff · Compass

48Active

$2,400,000

5 bd · 6 ba · 6,000 sqft

6022 N Ionia Avenue, Chicago, IL

Patty Cerny · Compass

42Active

$4,200,000

5 bd · 7 ba · 6,355 sqft

840 N Lake Shore Drive 401-402, Chicago, IL

Timothy Salm · Jameson Sotheby's Intl Realty

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

3Active

$249,999

5 bd · 2 ba · 1,500 sqft

7042 S Elizabeth Street, Chicago, IL

Candy Thomas · Re-CHRG Inc

Price Reduced35Active

$639,900

5 bd · 3 ba · 2,080 sqft

6039 W Montrose Avenue, Chicago, IL

Jenny Park · Baird & Warner

Price Reduced19Active

$409,500

5 bd · 3 ba · 2,492 sqft

11446 S Church Street, Chicago, IL

Jonathan Miller · A Progeny Global LLC

Price Reduced46Active

$379,500

5 bd · 3 ba · 2,968 sqft

8717 S Bishop Street, Chicago, IL

Kamil Nowakowski · NowEquity Real Estate

Price Reduced19Active

$409,500

5 bd · 3 ba · 2,492 sqft

11446 S Church Street, Chicago, IL

Jonathan Miller · A Progeny Global LLC

Price Reduced35Active

$639,900

5 bd · 3 ba · 2,080 sqft

6039 W Montrose Avenue, Chicago, IL

Jenny Park · Baird & Warner

Price Reduced46Active

$379,500

5 bd · 3 ba · 2,968 sqft

8717 S Bishop Street, Chicago, IL

Kamil Nowakowski · NowEquity Real Estate

20Active

$455,900

5 bd · 3 ba · 1,568 sqft

2711 N Marmora Avenue, Chicago, IL

Damaris Alfaro · Nelly Corp Realty

Price Reduced21Active

$649,000

5 bd · 5 ba · 2,317 sqft

2730 N Mason Avenue, Chicago, IL

Nayibe Garces · Prello Realty

17Active

$219,000

5 bd · 1 ba · 1,039 sqft

5134 S Wolcott Avenue, Chicago, IL

Brandice Hampton · Baird & Warner

17Active

$219,000

5 bd · 1 ba · 1,039 sqft

5134 S Wolcott Avenue, Chicago, IL

Brandice Hampton · Baird & Warner

Price Reduced21Active

$649,000

5 bd · 5 ba · 2,317 sqft

2730 N Mason Avenue, Chicago, IL

Nayibe Garces · Prello Realty

20Active

$455,900

5 bd · 3 ba · 1,568 sqft

2711 N Marmora Avenue, Chicago, IL

Damaris Alfaro · Nelly Corp Realty

Price Reduced31Active

$374,900

5 bd · 3 ba · 3,312 sqft

27 N Lockwood Avenue, Chicago, IL

Alex Oviedo · Realty of America, LLC

35Active

$309,000

5 bd · 3 ba · 1,290 sqft

9209 S State Street, Chicago, IL

Michael Thomas · NB ELITE REALTY LLC

Price Reduced31Active

$374,900

5 bd · 3 ba · 3,312 sqft

27 N Lockwood Avenue, Chicago, IL

Alex Oviedo · Realty of America, LLC

35Active

$309,000

5 bd · 3 ba · 1,290 sqft

9209 S State Street, Chicago, IL

Michael Thomas · NB ELITE REALTY LLC

30Active

$2,195,000

5 bd · 4 ba · 6,178 sqft

2330 N Kedzie Boulevard, Chicago, IL

Marguerite Soden · Compass

30Active

$2,195,000

5 bd · 4 ba · 6,178 sqft

2330 N Kedzie Boulevard, Chicago, IL

Marguerite Soden · Compass

31Active

$650,000

5 bd · 4 ba · 2,172 sqft

4100 N Kimball Avenue, Chicago, IL

Aleya Abdulawal · Coldwell Banker Realty

Price ReducedOpen house Sun, Oct 4 · 2:00 AM21Active

$420,000

5 bd · 2 ba · 1,356 sqft

5242 W Schubert Avenue, Chicago, IL

Martin Murray · RE/MAX Premier Luxury Collection

1…8 9 10…15

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-02 08:03:21 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 08:03:21 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.