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

4,697 homes + 198 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
A solid investment opportunity to buy two brick buildings. The first building (6401 S Bishop) comprises two units with formal dining rooms and 2 bedrooms each, while the second building (1419-21 W 64th St) offers four units with 1 bed and 1 bath each none of the units are currently occupied offering clean slate for renovations. Both building have a need roof 2025. Buildings located close to public transportation, nearby public schools, and a park just a short stroll away, this property is primed for success and awaits your creative vision to unlock its full potential.

$229,000

3 beds2 baths— sq ft

6401 S Bishop St, Chicago, IL 60636

Two brick buildings • Formal dining rooms • New roof

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This 3-bedroom, 1.5 bath home with an attached garage is a fantastic addition to any investment portfolio. The property is currently tenant-occupied by a long-term renter, providing immediate rental income. The home was updated in 2020, including improvements to the kitchen and bathrooms, offering modern touches while maintaing comfortable living spaces. With solid bones and steady occupancy, this property presents a great opportunity for investors looking for a turnkey rental with reliable cash flow. Don't miss the chance to secure a property with built-in income potential. Property qualifies for special financing program.

$103,000

3 beds1.5 baths1,160 sq ft

1418 E 13th Pl, Ford Heights, IL 60411

Updated in 2020 • Garage • Built 1960

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This is your opportunity to own this split ranch with 4 bedroom 2.5 baths. plenty of natural sun light. Eat in kitchen finished basement. new furnace & water heater. Beautiful flooring throughout. Large back yard. Nice community, great location & all the amenities.

$284,995

4 beds2.5 baths1,680 sq ft

3009 Longfellow Ave, Hazel Crest, IL 60429

New furnace • Eat in kitchen • Water heater

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Solid opportunity for investors or rehabbers looking to add value. Property includes a 2-bedroom unit and a 1-bedroom unit with potential for a second bedroom, offering value-add opportunity, Large yard, and an unfinished basement ready for expansion or storage. Excellent location close to public transportation, parks, shopping, and dining.

$168,000

3 beds2 baths— sq ft

324 W 114th St, Chicago, IL 60628

Unfinished basement • Large yard • Excellent location

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
THis is a solid all brick ranch with a great layout. The seller is not aware of any information regarding the interior of the home as this is a sight unseen sale. Property is Occupied, all information is estimated. There is no access to the property prior to purchase. All interested offers must be entered on auction dot com.

$130,000

3 beds1 bath1,214 sq ft

14235 S Wallace Ave, Riverdale, IL 60827

2 garage spots • Built 1957 • Listed 194 days

Property at 14637 Kenwood Ave, Dolton, IL 60419, 5 beds, 2 baths

$122,000

5 beds2 baths1,786 sq ft

14637 Kenwood Ave, Dolton, IL 60419

Property at 850 N Lake Shore Dr #1702, Chicago, IL 60611, 2 beds, 2 baths

$906,000

2 beds2 baths1,429 sq ft

850 N Lake Shore Dr #1702, Chicago, IL 60611

Property at 1632 S Indiana Ave #306, Chicago, IL 60616, 1 bed, 1 bath

$250,000

1 bed1 bath800 sq ft

1632 S Indiana Ave #306, Chicago, IL 60616

Property at 7927 S Colfax Ave, Chicago, IL 60617, 3 beds, 1 bath

$100,000

3 beds1 bath3,720 sq ft

7927 S Colfax Ave, Chicago, IL 60617

Property at 15915 Cottage Grove Ave, South Holland, IL 60473, 3 beds, 2 baths

$239,900

3 beds2 baths1,526 sq ft

15915 Cottage Grove Ave, South Holland, IL 60473

Property at 1445 N State Pkwy Unit P1-12, Chicago, IL 60610

$30,000

— beds— baths— sq ft

1445 N State Pkwy Unit P1-12, Chicago, IL 60610

Property at 2140 W Cermak Rd, Chicago, IL 60608

$900,000

— beds— baths4,320 sq ft

2140 W Cermak Rd, Chicago, IL 60608

Property at 11246 S Indiana Ave, Chicago, IL 60628, 4 beds, 2 baths

$169,000

4 beds2 baths1,058 sq ft

11246 S Indiana Ave, Chicago, IL 60628

Property at 3331 W 135th St, Robbins, IL 60472, 3 beds, 2 baths

$275,900

3 beds2 baths— sq ft

3331 W 135th St, Robbins, IL 60472

Property at 3100 W Lexington St, Chicago, IL 60612, 40 beds, 16 baths

$1,115,000

40 beds16 baths— sq ft

3100 W Lexington St, Chicago, IL 60612

Property at 7254 S Lafayette Ave, Chicago, IL 60621, 5 beds, 2 baths

$449,999

5 beds2 baths— sq ft

7254 S Lafayette Ave, Chicago, IL 60621

Property at 8349 S Colfax Ave, Chicago, IL 60617, 3 beds, 2 baths

$279,000

3 beds2 baths— sq ft

8349 S Colfax Ave, Chicago, IL 60617

Property at 316 W 138th St, Riverdale, IL 60827, 2 beds, 1 bath

$84,000

2 beds1 bath1,533 sq ft

316 W 138th St, Riverdale, IL 60827

Property at 14214 Lincoln Ave, Dolton, IL 60419, 7 beds, 2 baths

$38,900

7 beds2 baths— sq ft

14214 Lincoln Ave, Dolton, IL 60419

Property at Sign in for address, Chicago, IL 60625

$1,250,000

— beds— baths4,314 sq ft

Property at 5228 S Justine St, Chicago, IL 60609, 7 beds, 2 baths

$329,000

7 beds2 baths— sq ft

5228 S Justine St, Chicago, IL 60609

Property at 651 Sibley Blvd, Calumet City, IL 60409, 3 beds, 1.5 baths

$185,000

3 beds1.5 baths1,228 sq ft

651 Sibley Blvd, Calumet City, IL 60409

Property at 8035 S Essex Ave, Chicago, IL 60617, 12 beds, 6 baths

$899,000

12 beds6 baths7,947 sq ft

8035 S Essex Ave, Chicago, IL 60617

Property at 759 N Pine Ave, Chicago, IL 60644

$1,298,000

— beds— baths16,790 sq ft

759 N Pine Ave, Chicago, IL 60644

Property at 524 W 60th St, Chicago, IL 60621, 6 beds, 2 baths

$299,900

6 beds2 baths— sq ft

524 W 60th St, Chicago, IL 60621

Property at 1215 W Gunnison St Unit P-13, Chicago, IL 60640

$30,000

— beds— baths— sq ft

1215 W Gunnison St Unit P-13, Chicago, IL 60640

Property at 222 E 61st St, Chicago, IL 60637

$700,000

— beds— baths6,869 sq ft

222 E 61st St, Chicago, IL 60637

Property at 319 156th Pl, Calumet City, IL 60409, 3 beds, 2 baths

$254,988

3 beds2 baths1,250 sq ft

319 156th Pl, Calumet City, IL 60409

Property at 9312 S Halsted St, Chicago, IL 60620

$330,000

— beds— baths— sq ft

9312 S Halsted St, Chicago, IL 60620

Property at 680 N Lake Shore Dr Unit P7-74, Chicago, IL 60611

$50,000

— beds— baths— sq ft

680 N Lake Shore Dr Unit P7-74, Chicago, IL 60611

Property at 26 E Normandy Dr, Chicago Heights, IL 60411, 3 beds, 1 bath

$215,000

3 beds1 bath947 sq ft

26 E Normandy Dr, Chicago Heights, IL 60411

Property at 1359 Stanley Blvd, Calumet City, IL 60409, 3 beds, 1 bath

$96,560

3 beds1 bath999 sq ft

1359 Stanley Blvd, Calumet City, IL 60409

Property at 3121 Chicago Rd, Steger, IL 60475, 2 beds, 2 baths

$193,500

2 beds2 baths— sq ft

3121 Chicago Rd, Steger, IL 60475

Property at 1507 Shields Ave, Chicago Heights, IL 60411, 4 beds, 2 baths

$95,000

4 beds2 baths1,600 sq ft

1507 Shields Ave, Chicago Heights, IL 60411

Property at 680 N Lake Shore Dr Unit P-610, Chicago, IL 60611

$50,000

— beds— baths— sq ft

680 N Lake Shore Dr Unit P-610, Chicago, IL 60611

Property at 11825 S State St, Chicago, IL 60628, 6 beds, 2 baths

$147,000

6 beds2 baths— sq ft

11825 S State St, Chicago, IL 60628

Property at 678 Douglas Ave, Calumet City, IL 60409, 4 beds, 2.5 baths

$235,000

4 beds2.5 baths2,028 sq ft

678 Douglas Ave, Calumet City, IL 60409

Property at 7225 S Saint Lawrence Ave, Chicago, IL 60619, 6 beds, 2.5 baths

$295,000

6 beds2.5 baths1,788 sq ft

7225 S Saint Lawrence Ave, Chicago, IL 60619

Property at 15128 Marshfield Ave, Harvey, IL 60426, 5 beds, 3 baths

$250,000

5 beds3 baths3,000 sq ft

15128 Marshfield Ave, Harvey, IL 60426

Property at 230 153rd Pl, Calumet City, IL 60409, 4 beds, 2.5 baths

$219,700

4 beds2.5 baths1,671 sq ft

230 153rd Pl, Calumet City, IL 60409

Property at Sign in for address, Chicago, IL 60619

$374,900

— beds— baths5,392 sq ft

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Based on information submitted to the MLS GRID as of Sun Aug 30 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 4895 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, 5258 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7081 condos, 1441 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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