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

4,668 homes + 195 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Sunny and affordable 2-bedroom co-op in a fantastic Ravenswood location! This ground-level home offers easy, stair-free access and abundant natural light, with hardwood floors throughout and a comfortable, functional layout. Enjoy convenient laundry in the basement and a HUGE private storage locker-an incredible bonus for city living. A wonderful opportunity to own in one of Chicago's most desirable neighborhoods for significantly less than the cost of renting!

$120,000

2 beds1 bath1,000 sq ft

1922 W Norwood St Unit GA, Chicago, IL 60660

Stair-free access • Ravenswood location • Hardwood floors

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
* * ALERT, 2 UNIT * * "Dont miss your chance before someone else does. " Great Investment Opportunity, Bring your FHA Buyers. This beautiful 2 Flat Property Features on the First Floor Unit, 2 Bedrooms , Living Room, Dinning Room, and Full Bathroom. The Second Floor Unit is vacant, Features 2 Bedrooms, A Full Bathroom, Living Room. Partially Finished Basement with full bath. Perfect for a office space, a game room or just for extra storage. A Screened Porch, a Fenced Yard and Concrete Parking Spaces Off Alley! 2 PIN NUMBERS

$220,000

4 beds3 baths— sq ft

1308 Vincennes Ave, Chicago Heights, IL 60411

Fenced yard • Screened porch • 4,765 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This is a beautiful all brick home with 3 bedrooms 1 bathroom and a full unfinished basement and 2 car garage. New kitchen cabinets, new bathroom ceramic tile, hardwood floors throughout, freshly painted and enclosed backyard. broker owned.

$219,900

3 beds1 bath1,056 sq ft

11959 S Prairie Ave, Chicago, IL 60628

New kitchen cabinets • Hardwood floors • Enclosed backyard

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome home to this beautifully reimagined two-story where nearly everything is BRAND NEW! Thoughtfully renovated from top to bottom, this home offers the feel of new construction with a spacious and unique layout designed for everyday living. Step inside to an inviting open-concept main level featuring a beautiful eat-in kitchen with stainless steel appliances, stylish finishes and plenty of room to gather. The living room is anchored by a cozy fireplace, with beautiful flooring throughout the home. The main level features two bedrooms and TWO full bathrooms, offering plenty of flexibility for your needs. Upstairs you'll find an additional bedroom along with a half bathroom, creating a pr

$380,000

6 beds3.5 baths1,550 sq ft

544 Freeland Ave, Calumet City, IL 60409

Eat-in kitchen • Cozy fireplace • 4,443 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Here's an ideal project for investors or owner occupants looking to restore a property and contribute to neighborhood revitalization. Bring your vision and be part of transforming this home into a valuable addition to the community. Be advised of the following: This is an AS-IS sale, all rooms/lot/dimension sizes are estimated, no termite, no survey provided, buyer responsible for all municipal repairs, and the property has to be listed for 10 days before any offers are reviewed. After 10 days, an offer acceptance will be up to 7 days. In order for your offer to be evaluated, the complete application package, including the SSLBDA application, scope of work, proof of funds (should show fundi

$35,000

3 beds1 bath1,361 sq ft

418 155th St, Calumet City, IL 60409

3,000 sq ft lot • 2 garage spots • Built 1908

Property at 5729 W Chicago Ave, Chicago, IL 60651

$2,999,999

— beds— baths52,555 sq ft

5729 W Chicago Ave, Chicago, IL 60651

Property at 517 S 9th Ave, Maywood, IL 60153

$599,999

— beds— baths1,520 sq ft

517 S 9th Ave, Maywood, IL 60153

Property at 8234 S Kimbark Ave, Chicago, IL 60619, 3 beds, 1 bath

$99,700

3 beds1 bath1,035 sq ft

8234 S Kimbark Ave, Chicago, IL 60619

Property at 10639 S Forest Ave, Chicago, IL 60628, 4 beds, 3 baths

$299,700

4 beds3 baths1,980 sq ft

10639 S Forest Ave, Chicago, IL 60628

Property at 7850-7851 S Constance Ave, Chicago, IL 60617

$599,900

— beds— baths— sq ft

7850-7851 S Constance Ave, Chicago, IL 60617

Property at 6520 N Fairfield Ave, Chicago, IL 60645, 3 beds, 2 baths

$474,000

3 beds2 baths1,719 sq ft

6520 N Fairfield Ave, Chicago, IL 60645

Property at 11014 S Keeler Ave, Oak Lawn, IL 60453, 2 beds, 1.5 baths

$247,800

2 beds1.5 baths1,333 sq ft

11014 S Keeler Ave, Oak Lawn, IL 60453

Property at 9039 La Crosse Ave Unit 1S, Skokie, IL 60077, 2 beds, 1 bath

$230,000

2 beds1 bath— sq ft

9039 La Crosse Ave Unit 1S, Skokie, IL 60077

Property at 3500 S Sangamon St #208, Chicago, IL 60609, 2 beds, 2 baths

$325,000

2 beds2 baths— sq ft

3500 S Sangamon St #208, Chicago, IL 60609

Property at 5300 S Shore Dr #59, Chicago, IL 60615, 2 beds, 2 baths

$139,999

2 beds2 baths1,516 sq ft

5300 S Shore Dr #59, Chicago, IL 60615

Property at 6 E Monroe St #1503, Chicago, IL 60603, 3 beds, 2 baths

$349,000

3 beds2 baths1,500 sq ft

6 E Monroe St #1503, Chicago, IL 60603

Property at 6454 N Bosworth Ave Unit 3A, Chicago, IL 60626, 2 beds, 1 bath

$299,000

2 beds1 bath998 sq ft

6454 N Bosworth Ave Unit 3A, Chicago, IL 60626

Property at 360 W Illinois Ave Unit 2F, Chicago, IL 60654, 2 beds, 2 baths

$699,000

2 beds2 baths1,640 sq ft

360 W Illinois Ave Unit 2F, Chicago, IL 60654

Property at 1000 W Washington Blvd #517, Chicago, IL 60607, 3 beds, 3 baths

$1,249,000

3 beds3 baths2,500 sq ft

1000 W Washington Blvd #517, Chicago, IL 60607

Property at 18828 Greenbay Ave, Lansing, IL 60438, 3 beds, 1.5 baths

$255,000

3 beds1.5 baths1,376 sq ft

18828 Greenbay Ave, Lansing, IL 60438

Property at 365 Sherry Ln, Chicago Heights, IL 60411, 3 beds, 1 bath

$199,800

3 beds1 bath1,042 sq ft

365 Sherry Ln, Chicago Heights, IL 60411

Property at 18621 Morris Ave, Homewood, IL 60430, 2 beds, 1 bath

$239,000

2 beds1 bath880 sq ft

18621 Morris Ave, Homewood, IL 60430

Property at 274 Rich Rd, Park Forest, IL 60466, 3 beds, 1.5 baths

$170,000

3 beds1.5 baths1,930 sq ft

274 Rich Rd, Park Forest, IL 60466

Property at 348 Merrimac St, Park Forest, IL 60466, 3 beds, 1 bath

$175,000

3 beds1 bath1,118 sq ft

348 Merrimac St, Park Forest, IL 60466

Property at 148 Blackhawk Dr, Park Forest, IL 60466, 3 beds, 3 baths

$170,000

3 beds3 baths1,935 sq ft

148 Blackhawk Dr, Park Forest, IL 60466

Property at 426 Suwanee St, Park Forest, IL 60466, 4 beds, 1.5 baths

$219,900

4 beds1.5 baths— sq ft

426 Suwanee St, Park Forest, IL 60466

Property at 354 Winona St, Park Forest, IL 60466, 4 beds, 3 baths

$145,000

4 beds3 baths1,706 sq ft

354 Winona St, Park Forest, IL 60466

Property at 618 Dundee Ave, Flossmoor, IL 60422, 5 beds, 2 baths

$329,900

5 beds2 baths2,900 sq ft

618 Dundee Ave, Flossmoor, IL 60422

Property at 1542 Kenilworth Dr, Calumet City, IL 60409, 2 beds, 1 bath

$189,000

2 beds1 bath1,120 sq ft

1542 Kenilworth Dr, Calumet City, IL 60409

Property at 1512 Lincoln Pl, Calumet City, IL 60409, 4 beds, 1 bath

$134,900

4 beds1 bath1,295 sq ft

1512 Lincoln Pl, Calumet City, IL 60409

Property at 528 E 156th St, Harvey, IL 60426, 4 beds, 3 baths

$200,000

4 beds3 baths1,292 sq ft

528 E 156th St, Harvey, IL 60426

Property at 15577 Rose Dr, South Holland, IL 60473, 3 beds, 1.5 baths

$239,999

3 beds1.5 baths1,082 sq ft

15577 Rose Dr, South Holland, IL 60473

Property at 14737 Ellis Ave, Dolton, IL 60419, 3 beds, 1 bath

$80,000

3 beds1 bath925 sq ft

14737 Ellis Ave, Dolton, IL 60419

Property at 14929 Edbrooke Ave, Dolton, IL 60419, 4 beds, 2 baths

$129,000

4 beds2 baths1,988 sq ft

14929 Edbrooke Ave, Dolton, IL 60419

Property at 351 E 146th St, Harvey, IL 60426, 5 beds, 1 bath

$175,000

5 beds1 bath1,800 sq ft

351 E 146th St, Harvey, IL 60426

Property at 307 149th Pl, Harvey, IL 60426, 3 beds, 1 bath

$64,500

3 beds1 bath1,023 sq ft

307 149th Pl, Harvey, IL 60426

Property at 233 E 143rd St, Dolton, IL 60419, 3 beds, 1.5 baths

$155,000

3 beds1.5 baths1,144 sq ft

233 E 143rd St, Dolton, IL 60419

Property at 1513 Kasten Dr, Dolton, IL 60419, 4 beds, 1 bath

$80,000

4 beds1 bath1,335 sq ft

1513 Kasten Dr, Dolton, IL 60419

Property at 14300 Avalon Ave, Dolton, IL 60419, 3 beds, 1 bath

$110,000

3 beds1 bath1,009 sq ft

14300 Avalon Ave, Dolton, IL 60419

Property at 4243 150th St, Midlothian, IL 60445, 4 beds, 2.5 baths

$354,900

4 beds2.5 baths— sq ft

4243 150th St, Midlothian, IL 60445

Property at 14575 Abbottsford Rd, Midlothian, IL 60445, 3 beds, 1 bath

$224,000

3 beds1 bath1,050 sq ft

14575 Abbottsford Rd, Midlothian, IL 60445

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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 4863 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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