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3 beds New construction With a pool

Homes Under $500K in Chicago, IL

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24 of 2,504 Listings

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24 of 2,504 Listings

New21

Homes Under $500K in Chicago, IL — Page 2

2,504 listings

Homes Under $500K in Chicago, IL

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24 of 2,504 Listings

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Homes Under $500K in Chicago, IL

24 of 2,504 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New21

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$385,000

2 bd · 2 ba · 1,000 sqft

5934.5 N Paulina Street Unit 2, Chicago, IL

Mai Chau Todorov · Coldwell Banker Realty

New37Active

$262,000

1 bd · 1 ba · 820 sqft

1151 W 15th Street Unit 341, Chicago, IL

Nancy Hotchkiss · Berkshire Hathaway HomeServices Chicago

New18Active

$249,900

2 bd · 2 ba · 849 sqft

5343 N Newland Avenue, Chicago, IL

Nicole Flores · Baird & Warner

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New29Active

$130,000

3 bd · 2 ba · 2,278 sqft

654 E 92nd Place, Chicago, IL

Patryk Klima · Chicagoland Brokers Inc.

New24Active

$379,900

4 bd · 3 ba · 2,600 sqft

8648 S Phillips Avenue, Chicago, IL

Peter Chrysanthou · Prime Real Estate Group Inc

New29Active

$335,000

1 bd · 1 ba · 750 sqft

480 N Mcclurg Court Unit 310, Chicago, IL

Michael Maier · Berkshire Hathaway HomeServices Chicago

New22Active

$395,000

3 bd · 3 ba · 1,900 sqft

9716 S Prairie Avenue, Chicago, IL

Michelle Ward · Coldwell Banker Real Estate Group

New36Active

$177,000

2 bd · 2 ba · 966 sqft

8632 S Jeffery Boulevard, Chicago, IL

Toya Sledd-Silvera · Coldwell Banker Realty

New9Active

$175,500

3 bd · 2 ba · 900 sqft

11555 S Justine Street, Chicago, IL

Ebony Smith · Gee Exclusive Realty Group

New30Active

$299,000

3 bd · 1 ba · 1,233 sqft

8247 S Throop Street, Chicago, IL

Roberto Almazan · Su Familia Real Estate Inc

33Active

$394,900

4 bd · 2 ba · 1,350 sqft

5465 W Cortez Street, Chicago, IL

Ryan Cherney · Circle One Realty

13Active

$225,000

2 bd · 1 ba · 750 sqft

4857 N Lawndale Avenue Unit 202, Chicago, IL

Camie Cirrincione · Redfin Corporation

7Active

$140,000

2 bd · 2 ba · 1,258 sqft

8900 S Jeffery Boulevard, Chicago, IL

Marty Dunne · Berkshire Hathaway HomeServices Chicago

29Active

$320,000

3 bd · 2 ba · 1,130 sqft

8339 S Kenneth Avenue, Chicago, IL

Dawnmarie Ingersoll · HomeSmart Connect LLC

18Active

$225,000

1 bd · 1 ba · 750 sqft

100 E Walton Street Unit 42B, Chicago, IL

Matt Laricy · Americorp, Ltd

15Active

$419,900

4 bd · 2 ba · 2,318 sqft

4541 N Harding Avenue, Chicago, IL

Alam Chunawala · Coldwell Banker Realty

23Active

$475,000

3 bd · 2 ba · 1,450 sqft

1149 W Washburne Avenue Unit 301, Chicago, IL

Mark Winkelman · Baird & Warner

9Active

$295,000

1 bd · 1 ba · 725 sqft

300 N State Street Unit 2332, Chicago, IL

Michael Peters · River North Residential

25Active

$165,000

3 bd · 3 ba · 874 sqft

3607 W 58th Street, Chicago, IL

Anthony Disano · Parkvue Realty Corporation

31Active

$219,000

1 bd · 1 ba · 850 sqft

233 E Erie Street Unit 2106, Chicago, IL

Matt Silver · Corcoran Urban Real Estate

6Active

$429,900

5 bd · 3 ba · 4,536 sqft

304 N Parkside Avenue, Chicago, IL

Angelica Hardin · The Real Estate Brand LLC

23Active

$489,900

2 bd · 2 ba · 1,250 sqft

1901 S Calumet Avenue Unit 2505, Chicago, IL

Meghan O'Keefe · Baird & Warner

47Active

$385,000

3 bd · 2 ba · 1,347 sqft

5616 S Kimbark Avenue Unit 3, Chicago, IL

Margie Smigel · The Margie Smigel Group, LLC

30Active

$289,988

3 bd · 3 ba · 1,600 sqft

9605 S Greenwood Avenue, Chicago, IL

Sebastian Kupiec · Wilk Real Estate

1 2 3…105

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-18 23:06:03 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

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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 23:06:03 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.