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

4,686 homes + 195 early access

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Recommended

$575,500

4 beds2.5 baths— sq ft

4829 Forster Ave, Schiller Park, IL 60176

Laundry facilities • Three separate lots • Finished basement

$535,000

6 beds2 baths— sq ft

1318 S 61st Ave, Cicero, IL 60804

New plumbing • Modern kitchens • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
NEWLY RENOVATED 2-FLAT | CONDO-QUALITY FINISHES | 7 BEDROOMS TOTAL Welcome to 6940 S. Bishop, a beautifully renovated two-flat that blends timeless architecture with sophisticated, modern design. Thoughtfully redesigned from top to bottom, this impressive property offers seven total bedrooms across two spacious apartments, making it an exceptional opportunity for an owner occupant, multigenerational household, or savvy investor seeking quality and versatility. The first-floor residence features 3 bedrooms and 1 full bathroom, while the second-floor residence offers 4 bedrooms and 1 full bathroom. Both units showcase true condo-quality craftsmanship, including fully refinished hardwood fl

$329,000

7 beds2 baths— sq ft

6940 S Bishop St, Chicago, IL 60636

Rich dark cabinetry • Modern led lighting • Elegant millwork

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Step into this show stopping 5 bed 2 bath home. This designer-driven renovation transforms a classic Chicago brick bungalow into an absolute dream home in the heart of Gage Park. Gleaming hardwood floors set the stage throughout, leading you to a stunning galley kitchen outfitted with a striking all-stainless appliance package and breakfast bar - the kind of space that turns cooking into an experience. The main level unfolds with a sun-drenched living room, an elegant separate dining room, and two beautifully appointed bedrooms, while a stylish mud room keeps everyday life effortless. Upstairs, retreat to a serene primary suite alongside a fourth bedroom, both designed for rest and rel

$309,900

5 beds2 baths1,575 sq ft

7320 S Oakley Ave, Chicago, IL 60636

Stylish mud room • Galley kitchen • Serene primary suite

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
THIS IS THE ONE! Step inside this SPACIOUS Calumet Park home featuring an impressive 5 BEDROOMS and 2 FULL BATHROOMS! You'll love the FRESH PAINT, NEWER FLOORING, generously sized living room, and inviting eat-in kitchen with NEWER CABINETRY AND COUNTERTOPS. The main level offers 2 BEDROOMS, while the upper level includes 3 ADDITIONAL BEDROOMS and a FULL BATHROOM. The unfinished basement provides laundry hookups, PLENTY OF STORAGE, and ENDLESS POTENTIAL for additional living or entertainment space. With so much SPACE and POSSIBILITY, this home is truly a MUST-SEE! Schedule your private showing TODAY!

$249,000

5 beds2 baths1,469 sq ft

12528 S Justine St, Calumet Park, IL 60827

Newer countertops • Fresh paint • Newer flooring

Property at Sign in for address, Chicago, IL 60636, 6 beds, 3 baths

$79,900

6 beds3 baths1,400 sq ft

Property at 5400 S Harper Ave #402, Chicago, IL 60615, 2 beds, 1 bath

$245,000

2 beds1 bath900 sq ft

5400 S Harper Ave #402, Chicago, IL 60615

Property at 7227 S Rhodes Ave, Chicago, IL 60619, 6 beds, 2 baths

$399,900

6 beds2 baths— sq ft

7227 S Rhodes Ave, Chicago, IL 60619

Property at 5228 W Quincy St, Chicago, IL 60644, 5 beds, 2 baths

$405,000

5 beds2 baths— sq ft

5228 W Quincy St, Chicago, IL 60644

Property at 181 Craig Dr, Chicago Heights, IL 60411, 4 beds, 2 baths

$280,000

4 beds2 baths1,800 sq ft

181 Craig Dr, Chicago Heights, IL 60411

Property at 14241 S Blaine Ave, Posen, IL 60469, 3 beds, 1 bath

$234,900

3 beds1 bath864 sq ft

14241 S Blaine Ave, Posen, IL 60469

Property at 4818 W Fletcher St, Chicago, IL 60641, 4 beds, 2 baths

$650,000

4 beds2 baths— sq ft

4818 W Fletcher St, Chicago, IL 60641

Property at 1630 Clarence Ave, Berwyn, IL 60402, 4 beds, 1.5 baths

$399,900

4 beds1.5 baths1,400 sq ft

1630 Clarence Ave, Berwyn, IL 60402

Property at 6959 S Eberhart Ave, Chicago, IL 60637, 6 beds, 2 baths

$250,000

6 beds2 baths— sq ft

6959 S Eberhart Ave, Chicago, IL 60637

Property at 14129 S LA Salle St, Riverdale, IL 60827, 4 beds, 1.5 baths

$200,000

4 beds1.5 baths1,261 sq ft

14129 S LA Salle St, Riverdale, IL 60827

Property at 7422 S Blackstone Ave, Chicago, IL 60619, 8 beds, 3 baths

$395,000

8 beds3 baths— sq ft

7422 S Blackstone Ave, Chicago, IL 60619

Property at 10048 S Saint Lawrence Ave, Chicago, IL 60628, 3 beds, 2.5 baths

$293,900

3 beds2.5 baths1,300 sq ft

10048 S Saint Lawrence Ave, Chicago, IL 60628

Property at 21727 Clyde Ave, Sauk Village, IL 60411, 6 beds, 3 baths

$329,000

6 beds3 baths2,500 sq ft

21727 Clyde Ave, Sauk Village, IL 60411

Property at 10756 S Eggleston Ave, Chicago, IL 60628, 3 beds, 1 bath

$129,900

3 beds1 bath782 sq ft

10756 S Eggleston Ave, Chicago, IL 60628

Property at 1303 Portland Ave, Chicago Heights, IL 60411, 3 beds, 1 bath

$59,900

3 beds1 bath900 sq ft

1303 Portland Ave, Chicago Heights, IL 60411

Property at 14324 Dante Ave, Dolton, IL 60419, 3 beds, 1.5 baths

$165,000

3 beds1.5 baths1,210 sq ft

14324 Dante Ave, Dolton, IL 60419

Property at 2325 S California Ave, Chicago, IL 60608, 13 beds, 11 baths

$1,375,000

13 beds11 baths4,963 sq ft

2325 S California Ave, Chicago, IL 60608

Property at 1425 Lincoln Ave, Calumet City, IL 60409, 3 beds, 1 bath

$140,000

3 beds1 bath1,572 sq ft

1425 Lincoln Ave, Calumet City, IL 60409

Property at 2719 W Peterson Ave, Chicago, IL 60659

$489,900

— beds— baths— sq ft

2719 W Peterson Ave, Chicago, IL 60659

Property at 1701 W 21st St, Chicago, IL 60608, 10 beds, 7 baths

$1,560,000

10 beds7 baths— sq ft

1701 W 21st St, Chicago, IL 60608

Property at 13816 S Wabash Ave, Riverdale, IL 60827, 4 beds, 2 baths

$69,900

4 beds2 baths624 sq ft

13816 S Wabash Ave, Riverdale, IL 60827

Property at 17609 Roosevelt Ave, Homewood, IL 60430, 2 beds, 1 bath

$209,900

2 beds1 bath1,413 sq ft

17609 Roosevelt Ave, Homewood, IL 60430

Property at 130 S Canal St Unit 425-26, Chicago, IL 60606, 2 beds, 2 baths

$899,000

2 beds2 baths2,350 sq ft

130 S Canal St Unit 425-26, Chicago, IL 60606

Property at 5658 S Honore St, Chicago, IL 60636, 7 beds, 4 baths

$519,000

7 beds4 baths— sq ft

5658 S Honore St, Chicago, IL 60636

Property at 8155 S Essex Ave, Chicago, IL 60617, 3 beds, 2 baths

$279,900

3 beds2 baths1,781 sq ft

8155 S Essex Ave, Chicago, IL 60617

Property at 14328 Ellis Ave, Dolton, IL 60419, 3 beds, 1 bath

$159,000

3 beds1 bath1,197 sq ft

14328 Ellis Ave, Dolton, IL 60419

Property at 9353 S Yates Blvd, Chicago, IL 60617, 2 beds, 1 bath

$98,500

2 beds1 bath770 sq ft

9353 S Yates Blvd, Chicago, IL 60617

Property at 1329 Price Ave, Calumet City, IL 60409, 4 beds, 1.5 baths

$170,000

4 beds1.5 baths1,064 sq ft

1329 Price Ave, Calumet City, IL 60409

Property at 2545 W 115th St, Chicago, IL 60655, 2 beds, 1 bath

$300,000

2 beds1 bath1,062 sq ft

2545 W 115th St, Chicago, IL 60655

Property at 7245 S Paulina St, Chicago, IL 60636, 3 beds, 1 bath

$214,900

3 beds1 bath1,500 sq ft

7245 S Paulina St, Chicago, IL 60636

Property at 2112 S Drake Ave, Chicago, IL 60623, 4 beds, 2 baths

$450,000

4 beds2 baths— sq ft

2112 S Drake Ave, Chicago, IL 60623

Property at 35 W 108th Pl, Chicago, IL 60628, 3 beds, 1 bath

$195,000

3 beds1 bath1,485 sq ft

35 W 108th Pl, Chicago, IL 60628

Property at 15461 Ridgeway Ave, Markham, IL 60428, 3 beds, 2 baths

$129,900

3 beds2 baths1,334 sq ft

15461 Ridgeway Ave, Markham, IL 60428

Property at 16750 Bulger Ave, Hazel Crest, IL 60429, 4 beds, 1 bath

$159,900

4 beds1 bath— sq ft

16750 Bulger Ave, Hazel Crest, IL 60429

Property at 1118 Thomas Ave, Forest Park, IL 60130, 4 beds, 2 baths

$540,000

4 beds2 baths1,100 sq ft

1118 Thomas Ave, Forest Park, IL 60130

Property at 5419 S Aberdeen St, Chicago, IL 60609, 8 beds, 3 baths

$560,000

8 beds3 baths— sq ft

5419 S Aberdeen St, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Fri Aug 28 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 4881 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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