Vintage homes for sale & real estate in Cook County, IL

4,702 homes + 196 early access

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FLOOR PLAN

$205,000

4 beds2 baths1,291 sq ft

16421 Saint Louis Ave, Markham, IL 60428

Renovated bathrooms • New driveway • Renovated kitchen

EARLY ACCESSCOLDWELL BANKER COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
* Seller is an Illinois Licensed Real Estate Broker * Come check out this two-flat in the up and coming New City area. First unit is a 2 bed / 1 bath unit and move in ready. The second unit is a 3 bed /1 bath waiting for finishing touches. This would be great for an owner occupant or investor. Seller is working on cleaning and photography before going live. Come take a look before its open to the public!

$315,000

5 beds2 baths— sq ft

4536 S Hermitage Ave, Chicago, IL 60609

3,049 sq ft lot • 2 garage spots • Built 1898

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
3 unit brick building, each unit features 3 bedrooms and 1 full bath. The property also includes a basement, providing added storage or possible future improvements. This building is being sold AS IS. Make your offer today! This is a Fannie Mae HomePath property.

$172,500

9 beds3 baths— sq ft

8223 S Ingleside Ave, Chicago, IL 60619

Basement • Spacious unit • 1 full bath

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Legal 6 Unit in The Belmont Cragin Community of Chicago. Apartment Layouts consist of 4 units with 5 rooms, 2 bedrooms, a sunroom & 1 full bath in each unit. Lower Level Units: 1 unit has 4 rooms, 2 bedrooms, 1 full bathroom ( this unit was just recently completely renovated ). 2nd Lower Level Unit: 3 rooms, 1 bedroom. 1 full bath. There is a large coin operated laundry room on site with 5 washers & 4 dryers. * * * Newer Bathrooms, All Copper Plumbing installed 2025, Water Heater 2025, 6 Refrigerators & Stoves, Newer Boiler Heating Unit 2023, All of the radiators were removed and taken to a factory that specializes in radiator restoration to strip off all the old paint,

$1,199,900

11 beds6 baths— sq ft

2748 N Austin Ave, Chicago, IL 60639

All copper plumbing • Newer bathrooms • 5,662 sq ft lot

$419,000

8 beds4.5 baths— sq ft

8952 S Aberdeen St, Chicago, IL 60620

Attached garage • Oversized lot • Fully fenced yard

Property at 4206 W Lawrence Ave, Chicago, IL 60630

$449,000

— beds— baths— sq ft

4206 W Lawrence Ave, Chicago, IL 60630

Property at 1449 - 51 W Garfield Blvd, Chicago, IL 60636, 12 beds, 6 baths

$674,900

12 beds6 baths8,028 sq ft

1449 - 51 W Garfield Blvd, Chicago, IL 60636

Property at 326 Clyde Ave, Calumet City, IL 60409, 4 beds, 2 baths

$158,000

4 beds2 baths1,393 sq ft

326 Clyde Ave, Calumet City, IL 60409

Property at 5043 W 25th St, Cicero, IL 60804, 25 beds, 15 baths

$599,999

25 beds15 baths— sq ft

5043 W 25th St, Cicero, IL 60804

Property at 7339 S Kimbark Ave, Chicago, IL 60619, 6 beds, 2 baths

$99,900

6 beds2 baths— sq ft

7339 S Kimbark Ave, Chicago, IL 60619

Property at 1378 Kenilworth Dr, Calumet City, IL 60409, 3 beds, 2 baths

$155,000

3 beds2 baths1,525 sq ft

1378 Kenilworth Dr, Calumet City, IL 60409

Property at 7546 S Sangamon St, Chicago, IL 60620, 5 beds, 2 baths

$367,000

5 beds2 baths— sq ft

7546 S Sangamon St, Chicago, IL 60620

Property at 9017 S Exchange Ave, Chicago, IL 60617, 12 beds, 6 baths

$450,000

12 beds6 baths— sq ft

9017 S Exchange Ave, Chicago, IL 60617

Property at 5135 S May St, Chicago, IL 60609, 2 beds, 1 bath

$100,000

2 beds1 bath1,100 sq ft

5135 S May St, Chicago, IL 60609

Property at 126 E 120th Pl, Chicago, IL 60628, 5 beds, 2 baths

$289,900

5 beds2 baths1,584 sq ft

126 E 120th Pl, Chicago, IL 60628

Property at 8523 S Colfax Ave, Chicago, IL 60617, 5 beds, 2 baths

$299,999

5 beds2 baths2,900 sq ft

8523 S Colfax Ave, Chicago, IL 60617

Property at 7721 S Peoria St, Chicago, IL 60620, 12 beds, 6 baths

$675,000

12 beds6 baths— sq ft

7721 S Peoria St, Chicago, IL 60620

Property at 159 E Walton Pl Unit 22A, Chicago, IL 60611, 3 beds, 4 baths

$4,850,000

3 beds4 baths5,500 sq ft

159 E Walton Pl Unit 22A, Chicago, IL 60611

Property at 495 8th St, Chicago Heights, IL 60411, 3 beds, 2 baths

$245,000

3 beds2 baths1,383 sq ft

495 8th St, Chicago Heights, IL 60411

Property at 14238 Marshfield Ave, Dixmoor, IL 60426, 4 beds, 1 bath

$185,000

4 beds1 bath972 sq ft

14238 Marshfield Ave, Dixmoor, IL 60426

Property at 8837 S Carpenter St, Chicago, IL 60620, 3 beds, 1 bath

$135,000

3 beds1 bath700 sq ft

8837 S Carpenter St, Chicago, IL 60620

Property at 1246 N Artesian Ave, Chicago, IL 60622, 15 beds, 8 baths

$2,610,000

15 beds8 baths— sq ft

1246 N Artesian Ave, Chicago, IL 60622

Property at 8728 S King Dr, Chicago, IL 60619, 4 beds, 3 baths

$434,499

4 beds3 baths2,800 sq ft

8728 S King Dr, Chicago, IL 60619

Property at 3242 Roesner Dr, Markham, IL 60428, 3 beds, 1 bath

$189,900

3 beds1 bath1,100 sq ft

3242 Roesner Dr, Markham, IL 60428

Property at 10522 S Eggleston Ave, Chicago, IL 60628, 4 beds, 1 bath

$149,000

4 beds1 bath1,600 sq ft

10522 S Eggleston Ave, Chicago, IL 60628

Property at 860 N Lake Shore Dr Unit 21K, Chicago, IL 60611, 1 bed, 2 baths

$495,000

1 bed2 baths1,600 sq ft

860 N Lake Shore Dr Unit 21K, Chicago, IL 60611

Property at 12528 S Ada St, Calumet Park, IL 60827, 3 beds, 1 bath

$145,000

3 beds1 bath956 sq ft

12528 S Ada St, Calumet Park, IL 60827

Property at 4548 S Indiana Ave Unit 1S, Chicago, IL 60653, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,800 sq ft

4548 S Indiana Ave Unit 1S, Chicago, IL 60653

Property at 1450 E 55th Pl Unit 519S, Chicago, IL 60637, 2 beds, 2 baths

$210,000

2 beds2 baths— sq ft

1450 E 55th Pl Unit 519S, Chicago, IL 60637

Property at 850 N Lake Shore Dr #707, Chicago, IL 60611, 2 beds, 2 baths

$869,000

2 beds2 baths1,444 sq ft

850 N Lake Shore Dr #707, Chicago, IL 60611

Property at 1304 Freeland Ave, Calumet City, IL 60409, 2 beds, 1.5 baths

$154,900

2 beds1.5 baths1,510 sq ft

1304 Freeland Ave, Calumet City, IL 60409

Property at 2030 170th St, Hazel Crest, IL 60429, 3 beds, 1 bath

$132,000

3 beds1 bath1,100 sq ft

2030 170th St, Hazel Crest, IL 60429

Property at 10730 S Ridgeland St, Worth, IL 60482, 4 beds, 2.5 baths

$395,000

4 beds2.5 baths2,100 sq ft

10730 S Ridgeland St, Worth, IL 60482

Property at 7707 S Peoria St, Chicago, IL 60620, 5 beds, 2 baths

$275,000

5 beds2 baths— sq ft

7707 S Peoria St, Chicago, IL 60620

Property at 2427 S Christiana Ave, Chicago, IL 60623, 3 beds, 2 baths

$275,000

3 beds2 baths1,440 sq ft

2427 S Christiana Ave, Chicago, IL 60623

Property at 11317 S Carpenter St, Chicago, IL 60643, 3 beds, 1 bath

$200,000

3 beds1 bath1,125 sq ft

11317 S Carpenter St, Chicago, IL 60643

Property at 2324 N Central Park Ave, Chicago, IL 60647, 9 beds, 3 baths

$819,000

9 beds3 baths— sq ft

2324 N Central Park Ave, Chicago, IL 60647

Property at 7909 S Essex Ave, Chicago, IL 60617, 3 beds, 1 bath

$58,000

3 beds1 bath1,452 sq ft

7909 S Essex Ave, Chicago, IL 60617

Property at 7938 S Langley Ave, Chicago, IL 60619, 6 beds, 3 baths

$341,900

6 beds3 baths— sq ft

7938 S Langley Ave, Chicago, IL 60619

Property at 129 Warwick St, Park Forest, IL 60466, 3 beds, 2.5 baths

$175,000

3 beds2.5 baths1,265 sq ft

129 Warwick St, Park Forest, IL 60466

Property at 5320 S Laflin St, Chicago, IL 60609, 7 beds, 3 baths

$459,400

7 beds3 baths— sq ft

5320 S Laflin St, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Sat Aug 29 2026. 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.

Vintage Homes for Sale in Cook County

There are currently 4898 vintage homes for sale in Cook County at a median listing price of $360K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cook County stay on the market for 49 days and receive 3 offers. This map is refreshed with the newest listings in Cook County every 15 minutes.

In the past month, 5257 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7070 condos, 1442 townhouses, and 2013 multi-family units for sale in Cook County last month. Find your dream home in Cook County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cook County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cook County. If you're looking to sell your home in the Cook County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cook County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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