5 Bedroom Homes in Chicago, IL

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3 beds New construction With a pool

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18 Listings

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5 Bedroom Homes in Chicago, IL

18 Listings

28

18 listings

5 Bedroom Homes in Chicago, IL

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18 Listings

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5 Bedroom Homes in Chicago, IL

18 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

28

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$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

Price Reduced34Active

$1,775,000

5 bd · 5 ba · 4,200 sqft

1340 W Chestnut Street 401, Chicago, IL

Jeffrey Lowe · Compass

46Active

$4,995,000

5 bd · 5 ba · 5,110 sqft

1109 W Washington Boulevard Ph8D, Chicago, IL

Hayley Westhoff · Compass

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

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

27Active

$999,000

5 bd · 4 ba · 3,100 sqft

1728 N Sawyer Avenue Front, Chicago, IL

Jennifer Ames · Engel & Voelkers Chicago

66Active

$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

44Active

$1,095,000

5 bd · 4 ba · 3,100 sqft

1728 N Sawyer Avenue Rear, Chicago, IL

Jennifer Ames · Engel & Voelkers Chicago

57Active

$1,495,000

5 bd · 5 ba · 3,400 sqft

310 S Michigan Avenue 1500, Chicago, IL

Bryan Eugenio · @properties Christie's International Real Estate

43Active

$1,250,000

5 bd · 3 ba · 3,018 sqft

1548 W Ardmore Avenue 2C, Chicago, IL

Shaun Moskalik · Compass

Price Reduced52Active

$899,900

5 bd · 4 ba · 3,400 sqft

5738-40 S Kenwood Avenue 3, Chicago, IL

Vicki Stevenson · eXp Realty

Price Reduced32Active

$925,000

5 bd · 5 ba · 3,750 sqft

3150 N Lake Shore Drive 4Ab, Chicago, IL

John Lashmett · Berkshire Hathaway HomeServices Chicago

19Active

$3,500,000

5 bd · 8 ba · 6,860 sqft

270 E Pearson Street 701-801, Chicago, IL

Caroline Druker · Baird & Warner

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

8Active

$4,795,000

5 bd · 6 ba · — sqft

453 W Briar Place Ph-West, Chicago, IL

William Goldberg · Fulton Grace Realty

14Active

$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

32Active

$5,900,000

5 bd · 6 ba · 8,400 sqft

800 N Michigan Avenue 63Ph, Chicago, IL

Jeffrey Lowe · Compass

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

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-03 16:24:27 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

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,094 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 8, 2026

Median sale price: $448,000$275,000–$780,000 typical range
Price per sq. ft.: $283
Sales: 931
Paid in cash: 34.6%

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Median list price: $385,000

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

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 2026-09-03 16:24:27 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

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,094 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 8, 2026

Median sale price: $448,000$275,000–$780,000 typical range
Price per sq. ft.: $283
Sales: 931
Paid in cash: 34.6%

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Median list price: $385,000

Homes for sale

3,253

Median days on market

9 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 15.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,589 sq. ft.

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Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chicago housing market

Homes that sold · County records, as of Jul 8, 2026

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Chicago, IL community profile

Explore Chicago homes

Your local brokerage

Listing data & MLS disclosures

Chicago, IL community profile

Chicago housing market

Homes that sold · County records, as of Jul 8, 2026

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026