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

4,706 homes + 195 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Exceptional investment opportunity in this 2-unit apartment building! Fully rented and with no history of vacancies, this income-producing property offers the stability investors are looking for. The building features a spacious 3-bedroom unit and a comfortable 2-bedroom unit, providing strong rental appeal to a wide range of tenants. A 1-car garage adds convenience and value. Purchase today and start collecting residual income immediately with tenants already in place and a proven rental history.

$319,900

5 beds2 baths— sq ft

1622 N 40th Ave, Stone Park, IL 60165

3,750 sq ft lot • Garage • Built 1945

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Located in the rapidly developing South Chicago area, this three-unit frame property presents a strong opportunity for both investors and owner-occupants. Each unit features 2 bedrooms and 1 bathroom with functional layouts and solid rental potential. The property offers a spacious rear yard with enough room to add a garage or create a multi-car parking pad for additional value and convenience. The building does require some cosmetic updates and improvements, making it an excellent value-add opportunity, but it is currently occupied and has the potential to begin generating rental income immediately. Whether you're looking to renovate over time, expand your investment portfolio, or create l

$190,000

6 beds3 baths— sq ft

8914 S Exchange Ave, Chicago, IL 60617

Rental potential • Spacious rear yard • Major city access

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Attention investors, rehabbers, and flippers! This property offers great bones and endless potential in a fantastic location. Whether you're looking for your next renovation project or a profitable flip, this is an opportunity you won't want to miss. Great location Solid structure with great bones Perfect for a full renovation Excellent investment potential Bring your vision and transform this property into something amazing. Contact me today for more information or to schedule a showing!

$132,500

3 beds1 bath1,200 sq ft

1309 W 98th St, Chicago, IL 60643

Full renovation • Investment potential • Solid structure

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome home to this bright and spacious one-bedroom residence along Sheridan Road. Thoughtfully designed, the floor plan features a generous living area that flows seamlessly to the modern enclosed kitchen, creating an inviting space for everyday living and entertaining. The oversized bedroom offers a full wall of closets and plenty of room for a desk, dresser, or reading nook, while additional closets throughout the home provide exceptional storage. Western exposure fills the home with beautiful afternoon sunlight. The low monthly assessment is truly unmatched, covering ELECTRICITY, heat, air conditioning, water, cable, and high-speed internet. Whether you're looking for a place to call h

$149,000

1 bed1 bath561 sq ft

6118 N Sheridan Rd #310, Chicago, IL 60660

Generous living area • Oversized bedroom • Western exposure

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
RECENT GUT REHAB LARGE BRICK 2 FLAT. NEW KITCHENS, BATHS, WINDOWS, ROOF, ELECTRICAL, HVAC, PLUMBING, NICE YARD, 2 CAR DETACHED GARAGE. FULLY OCCUPIED - GREAT INCOME OPPORTUNITY. BASEMENT HAS ADDITIONAL 3BED APARTMENT. Sold as is!

$409,000

10 beds3 baths— sq ft

5718 S Sangamon St, Chicago, IL 60621

New kitchens • New baths • New hvac

Property at 5400 S Harper Ave #1403, Chicago, IL 60615, 1 bed, 1 bath

$203,900

1 bed1 bath— sq ft

5400 S Harper Ave #1403, Chicago, IL 60615

Property at 6145 W 83rd St, Burbank, IL 60459, 2 beds, 1 bath

$260,000

2 beds1 bath1,130 sq ft

6145 W 83rd St, Burbank, IL 60459

Property at 18733 Crawford Ave, Flossmoor, IL 60422, 3 beds, 1 bath

$206,000

3 beds1 bath1,060 sq ft

18733 Crawford Ave, Flossmoor, IL 60422

Property at 308 Oakwood St, Park Forest, IL 60466, 4 beds, 3 baths

$229,000

4 beds3 baths1,800 sq ft

308 Oakwood St, Park Forest, IL 60466

Property at 506 157th St, Calumet City, IL 60409, 4 beds, 2 baths

$49,000

4 beds2 baths— sq ft

506 157th St, Calumet City, IL 60409

Property at 234 W 117th St, Chicago, IL 60628, 3 beds, 2 baths

$189,000

3 beds2 baths1,500 sq ft

234 W 117th St, Chicago, IL 60628

Property at 11808 S Union Ave, Chicago, IL 60628, 4 beds, 1 bath

$179,900

4 beds1 bath1,500 sq ft

11808 S Union Ave, Chicago, IL 60628

Property at 4728 N Kenneth Ave Unit 3E, Chicago, IL 60630, 2 beds, 1 bath

$230,000

2 beds1 bath850 sq ft

4728 N Kenneth Ave Unit 3E, Chicago, IL 60630

Property at 6505 S Peoria St, Chicago, IL 60621, 8 beds, 3 baths

$284,900

8 beds3 baths— sq ft

6505 S Peoria St, Chicago, IL 60621

Property at 2012 W 21st Pl, Chicago, IL 60608, 6 beds, 4 baths

$789,900

6 beds4 baths— sq ft

2012 W 21st Pl, Chicago, IL 60608

Property at 5438 W Melrose St, Chicago, IL 60641, 8 beds, 3 baths

$568,000

8 beds3 baths2,500 sq ft

5438 W Melrose St, Chicago, IL 60641

Property at 2441 N Laramie Ave, Chicago, IL 60639

$575,000

— beds— baths— sq ft

2441 N Laramie Ave, Chicago, IL 60639

Property at 3332 W Congress Pkwy, Chicago, IL 60624, 4 beds, 2 baths

$257,000

4 beds2 baths— sq ft

3332 W Congress Pkwy, Chicago, IL 60624

Property at 1400 E 55th Pl Unit 1001S, Chicago, IL 60637, 2 beds, 2 baths

$230,000

2 beds2 baths1,100 sq ft

1400 E 55th Pl Unit 1001S, Chicago, IL 60637

Property at 331 W 76th St, Chicago, IL 60620, 4 beds, 2 baths

$265,000

4 beds2 baths— sq ft

331 W 76th St, Chicago, IL 60620

Property at 1637 S 10th Ave, Maywood, IL 60153, 2 beds, 2 baths

$300,000

2 beds2 baths1,384 sq ft

1637 S 10th Ave, Maywood, IL 60153

Property at 2507 W Coyle Ave, Chicago, IL 60645, 8 beds, 4 baths

$1,100,000

8 beds4 baths— sq ft

2507 W Coyle Ave, Chicago, IL 60645

Property at 8149 S Vernon Ave, Chicago, IL 60619, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,826 sq ft

8149 S Vernon Ave, Chicago, IL 60619

Property at 15100 Honore Ave, Harvey, IL 60426, 3 beds, 1 bath

$88,000

3 beds1 bath874 sq ft

15100 Honore Ave, Harvey, IL 60426

Property at 11121 S Ewing Ave, Chicago, IL 60617, 3 beds, 2 baths

$279,900

3 beds2 baths1,056 sq ft

11121 S Ewing Ave, Chicago, IL 60617

Property at 1515 W Granville Ave, Chicago, IL 60660, 5 beds, 2 baths

Contact for price

5 beds2 baths— sq ft

1515 W Granville Ave, Chicago, IL 60660

Property at 1421 W Chicago Ave, Chicago, IL 60642, 11 beds, 10 baths

$2,995,000

11 beds10 baths— sq ft

1421 W Chicago Ave, Chicago, IL 60642

Property at 5529 W Cornelia Ave, Chicago, IL 60641, 6 beds, 4 baths

$649,900

6 beds4 baths3,900 sq ft

5529 W Cornelia Ave, Chicago, IL 60641

Property at 9414 S 69th Ave, Oak Lawn, IL 60453, 4 beds, 2 baths

$459,000

4 beds2 baths3,100 sq ft

9414 S 69th Ave, Oak Lawn, IL 60453

Property at 6317 Kirschoff St, Rosemont, IL 60018, 3 beds, 1 bath

$699,900

3 beds1 bath2,086 sq ft

6317 Kirschoff St, Rosemont, IL 60018

Property at 3027 W Flournoy St, Chicago, IL 60612, 6 beds, 2 baths

$385,000

6 beds2 baths— sq ft

3027 W Flournoy St, Chicago, IL 60612

Property at 637 W 46th Pl, Chicago, IL 60609, 2 beds, 2 baths

$320,000

2 beds2 baths— sq ft

637 W 46th Pl, Chicago, IL 60609

Property at 212 S 5th Ave Unit A3, Maywood, IL 60153, 1 bath

$89,900

Studio1 bath600 sq ft

212 S 5th Ave Unit A3, Maywood, IL 60153

Property at 8211 W Grand Ave, River Grove, IL 60171, 6 beds, 3 baths

$699,900

6 beds3 baths— sq ft

8211 W Grand Ave, River Grove, IL 60171

Property at 6325 S Francisco Ave, Chicago, IL 60629, 4 beds, 2 baths

$290,000

4 beds2 baths1,056 sq ft

6325 S Francisco Ave, Chicago, IL 60629

Property at 11022 S State Line Rd, Chicago, IL 60617, 5 beds, 1 bath

$285,000

5 beds1 bath1,400 sq ft

11022 S State Line Rd, Chicago, IL 60617

Property at 5410 W Division St, Chicago, IL 60651

$269,999

— beds— baths— sq ft

5410 W Division St, Chicago, IL 60651

Property at 5530 S South Shore Dr Unit 3B, Chicago, IL 60637, 2 beds, 1 bath

$105,000

2 beds1 bath1,100 sq ft

5530 S South Shore Dr Unit 3B, Chicago, IL 60637

Property at 517 S Elmhurst Rd, Mount Prospect, IL 60056, 4 beds, 2 baths

$599,000

4 beds2 baths— sq ft

517 S Elmhurst Rd, Mount Prospect, IL 60056

Property at 277 Minocqua St, Park Forest, IL 60466, 2 beds, 1 bath

$134,500

2 beds1 bath949 sq ft

277 Minocqua St, Park Forest, IL 60466

Property at 638 E 65th St, Chicago, IL 60637, 5 beds, 3.5 baths

$575,000

5 beds3.5 baths3,808 sq ft

638 E 65th St, Chicago, IL 60637

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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 4901 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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