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Buy

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

402 listings

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

Resources

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Save search

3 beds New construction With a pool

Luxury Homes in Chicago, IL

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24 of 402 Listings

Map

24 of 402 Listings

16Active

Luxury Homes in Chicago, IL — Page 2

402 listings

Luxury Homes in Chicago, IL

Hide Map

24 of 402 Listings

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Luxury Homes in Chicago, IL

24 of 402 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

16Active

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

$4,450,000

4 bd · 5 ba · 0 sqft

224 N Elizabeth Street Unit T2-21B, Chicago, IL

Timothy Sheahan · Compass

48Active

$2,650,000

6 bd · 6 ba · 0 sqft

1824 N Wood Street, Chicago, IL

Patrick Teets · Jameson Sotheby's Intl Realty

6Active

$1,150,000

6 bd · 5 ba · 6,000 sqft

4234 N Hazel Street, Chicago, IL

Timothy Salm · Jameson Sotheby's Intl Realty

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

58Active

$1,099,000

4 bd · 4 ba · 3,800 sqft

1433 S Prairie Avenue Unit H, Chicago, IL

Sonny Ruan · Chi Real Estate Group LLC

15Active

$1,950,000

3 bd · 3 ba · 2,000 sqft

1823 N Sedgwick Street Unit 2S, Chicago, IL

Layching Quek · Redfin Corporation

33Active

$1,775,000

4 bd · 4 ba · 3,000 sqft

559 W Armitage Avenue, Chicago, IL

Douglas Smith · @properties Christie's International Real Estate

6Active

$1,029,000

2 bd · 3 ba · 1,553 sqft

167 W Elm Streets, Chicago, IL

Demeko Taylor · Jameson Sotheby's Intl Realty

13Active

$2,600,000

4 bd · 5 ba · 3,480 sqft

363 E Wacker Drive Unit 1803, Chicago, IL

Rafael Murillo · Compass

40Active

$2,550,000

4 bd · 4 ba · 5,046 sqft

2039 N Humboldt Boulevard, Chicago, IL

Sharon Gillman · Compass

21Active

$1,429,900

3 bd · 4 ba · 0 sqft

3721 N Kenmore Avenue Unit 1, Chicago, IL

Melanie Giglio · Compass

33Active

$1,350,000

3 bd · 3 ba · 2,850 sqft

1210 N Astor Street Unit 2a, Chicago, IL

Emily Sachs Wong · @properties Christie's International Real Estate

35Active

$1,250,000

4 bd · 3 ba · 2,600 sqft

Address withheld · Chicago, IL

Maurice Johnson · @properties Christie's International Real Estate

35Active

$1,100,000

3 bd · 2 ba · 2,200 sqft

925 N Larrabee Street Unit 2S, Chicago, IL

Carrie McCormick · @properties Christie's International Real Estate

30Active

$1,599,000

4 bd · 5 ba · 4,500 sqft

421 W Melrose Street Unit 18Bc, Chicago, IL

Jeffrey Lowe · Compass

30Active

$1,630,000

3 bd · 4 ba · 3,800 sqft

3508 W Belden Avenue, Chicago, IL

Elizabeth Stolarczuk · Avondale Realty LLC

28Active

$1,030,000

4 bd · 5 ba · 3,606 sqft

5948 W Grace Street, Chicago, IL

Jolanta Brosko-Osika · RE/MAX City

34Active

$1,250,000

2 bd · 3 ba · 1,786 sqft

21 E Huron Street Unit 2102, Chicago, IL

Joanne Nemerovski · Compass

22Active

$2,499,000

4 bd · 5 ba · 5,000 sqft

3714 N Claremont Avenue, Chicago, IL

Dorota Krajewska · Infiniti Properties, Inc.

33Active

$1,625,000

3 bd · 4 ba · 3,068 sqft

4522 N Kenton Avenue, Chicago, IL

Meredith Pierson · Compass

44Active

$1,499,000

6 bd · 6 ba · 4,600 sqft

6305 N Keeler Avenue, Chicago, IL

Stephen Hnatow · Keller Williams ONEChicago

32Active

$1,500,000

3 bd · 4 ba · 3,198 sqft

840 N Lake Shore Drive Unit 603, Chicago, IL

Keith Goad · Berkshire Hathaway HomeServices Chicago

42Active

$1,195,000

4 bd · 4 ba · 2,558 sqft

900 S Morgan Street, Chicago, IL

Theodore Mazola · New West Realty Partners LLC

25Active

$1,395,000

3 bd · 4 ba · 0 sqft

1958 N Bissell Street, Chicago, IL

Joanne Nemerovski · Compass

3Active

$1,450,000

4 bd · 4 ba · 0 sqft

1810 W Belmont Avenue Unit 2, Chicago, IL

Jordan Euson · Compass

1 2 3…17

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-18 19:37:03 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 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

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 2026-10-18 19:37:03 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

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.