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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

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Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

3 beds New construction With a pool

5 Bedroom Homes in Chicago, IL

48 listings

5 Bedroom Homes in Chicago, IL

5 Bedroom Homes in Chicago, IL

24 of 48 Listings

5 Bedroom Homes in Chicago, IL

24 of 48 Listings

New42

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Active

$3,950,000

5 bd · 7 ba · 6,355 sqft

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

Timothy Salm · Jameson Sotheby's Intl Realty

$721,000

5 bd · 4 ba · 2,800 sqft

330 W Diversey Parkway 902-04, Chicago, IL

Michael Zuker · @properties Christie's International Real Estate

Open house Sat, Oct 3 · 10:00 AM45Active

$1,450,000

5 bd · 3 ba · 3,409 sqft

3921 N Greenview Avenue 1, Chicago, IL

Michael Greco · Baird & Warner

$1,450,000

5 bd · 3 ba · 3,409 sqft

3921 N Greenview Avenue 1, Chicago, IL

Michael Greco · Baird & Warner

$500,000

5 bd · 2 ba · 2,500 sqft

812 S Miller Street G, Chicago, IL

Mehdi Mova · Compass

$1,250,000

5 bd · 3 ba · 3,700 sqft

425 W Briar Place 1E, Chicago, IL

Mary Mendoza · Compass

$500,000

5 bd · 2 ba · 2,500 sqft

812 S Miller Street G, Chicago, IL

Mehdi Mova · Compass

$1,250,000

5 bd · 3 ba · 3,700 sqft

425 W Briar Place 1E, Chicago, IL

Mary Mendoza · Compass

$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

Open house Sun, Oct 4 · 12:00 PM52Active

$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

$1,300,000

5 bd · 3 ba · 3,500 sqft

1300 N Claremont Avenue 1E, Chicago, IL

Pauline Apostolopoulos · Redfin Corporation

$1,300,000

5 bd · 3 ba · 3,500 sqft

1300 N Claremont Avenue 1E, Chicago, IL

Pauline Apostolopoulos · Redfin Corporation

$2,899,000

5 bd · 6 ba · — sqft

1834 N Hudson Avenue 2, Chicago, IL

Jingen Xu · Land Fairy Realty Corp.

$2,899,000

5 bd · 6 ba · 0 sqft

1834 N Hudson Avenue 2, Chicago, IL

Jingen Xu · Land Fairy Realty Corp.

Price Reduced34Active

$1,699,000

5 bd · 5 ba · 4,200 sqft

1340 W Chestnut Street 401, Chicago, IL

Jeffrey Lowe · Compass

$2,850,000

5 bd · 5 ba · 3,767 sqft

6 N Carpenter Street 5B, Chicago, IL

Craig Faust · @properties Christie's International Real Estate

$2,850,000

5 bd · 5 ba · 3,767 sqft

6 N Carpenter Street 5B, Chicago, IL

Craig Faust · @properties Christie's International Real Estate

$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

$4,995,000

5 bd · 5 ba · 5,110 sqft

1109 W Washington Boulevard Ph8D, Chicago, IL

Hayley Westhoff · Compass

$4,995,000

5 bd · 5 ba · 5,110 sqft

1109 W Washington Boulevard Ph8D, Chicago, IL

Hayley Westhoff · Compass

$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

$999,000

5 bd · 4 ba · 3,100 sqft

1728 N Sawyer Avenue Front, Chicago, IL

Jennifer Ames · Engel & Voelkers Chicago

Open house Sat, Oct 3 · 11:00 AM27Active

$999,000

5 bd · 4 ba · 3,100 sqft

1728 N Sawyer Avenue Front, Chicago, IL

Jennifer Ames · Engel & Voelkers Chicago

$9,500,000

5 bd · 7 ba · 7,700 sqft

175 E Delaware Place 9210, Chicago, IL

Carrie McCormick · @properties Christie's International Real Estate

1 2

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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.

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Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-02 22:43:03 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.