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

4,702 homes + 196 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Come see this gem is in Highly desirable South Berwyn. It has an all original charm and could use a little TLC. This is a BEAUTIFUL oversized lot and it is estimated at 40 feet wide. .. must verify. Three bedrooms up with a side bonus room off master. It has a brand new radiant heat boiler a few years old. Original Hardwood throughout and large front porch. Spectacular backyard with large deck off back. Must see to appreciate. This property is being sold As-IS but can be moved right in.

$317,000

3 beds1 bath2,000 sq ft

3441 Wesley Ave, Berwyn, IL 60402

Original hardwood • Large deck • Spectacular backyard

$429,900

4 beds2 baths— sq ft

6872 W 173rd Pl SW, Tinley Park, IL 60477

Private entrance • Back porch • 2 garage spots

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
WOW!!! STUNNING custom all-brick ranch - move-in ready! Featuring a brand-new asphalt driveway and a terrific floor plan designed for easy living and entertaining. This spacious 5-bedroom, 2.5-bath home is bathed in natural light throughout, including a skylight in the chef's kitchen. The kitchen impresses with quartz countertops, stainless steel appliances, and shaker gray cabinetry. Extensive trim work, modern vanities, and designer tile finishes elevate every room. All major systems are NEW: HVAC, plumbing, electrical, windows, and roof - all permits pulled and all work completed to code. The fully finished basement offers a huge family room, full bath, and home office potential. Oversiz

$474,900

5 beds2.5 baths1,591 sq ft

5544 Oakdale Dr, Oak Lawn, IL 60453

Quartz countertops • Asphalt driveway • Extensive trim work

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Back on the market. The buyer got cold feet. Spacious brick Bungalow and well maintained home in the heart of Chicago's Belmont Cragin neighborhood, offering an ideal layout for large households or multi generational living. This property features 6 total bedrooms and 2 full bathrooms, providing plenty of room for comfort and flexibility. Three bedrooms in the 1st floor, one bedroom in the attic, and two bedrooms in the basement. The home offers a full finished basement with family room. Newer 2.5 car garage and an extra cement parkway next to the garage. The main level offers bright living spaces, generous bedrooms, and a functional kitchen ready for your personal touches. The home also in

$499,000

6 beds2 baths1,525 sq ft

5528 W Henderson St, Chicago, IL 60641

In law arrangement • Large backyard • Finished basement

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Buyer to assume violations, however home is complete. Exceptional opportunity to have this truly stunning custom renovation and enjoy your dream home! This property features an incredible open-concept design with soaring 14-foot vaulted ceilings, oversized bedrooms, recessed lighting, hardwood flooring, custom tile work, and modern finishes throughout. The showstopper is the massive heated walk-in closet in the primary suite-larger than many bedrooms-along with the thoughtfully designed floor plan that blends luxury and functionality. The renovation has already been completed, providing a tremendous head start for the next owner. The property is substantially improved and offers tremendous

$219,000

4 beds2 baths2,290 sq ft

7651 S Cregier Ave, Chicago, IL 60649

Open-concept design • Custom renovation • 4,190 sq ft lot

Property at 5227 S Neenah Ave, Chicago, IL 60638, 3 beds, 3 baths

$399,000

3 beds3 baths1,400 sq ft

5227 S Neenah Ave, Chicago, IL 60638

Property at 4421 188th St, Country Club Hills, IL 60478, 3 beds, 2 baths

$250,000

3 beds2 baths1,300 sq ft

4421 188th St, Country Club Hills, IL 60478

Property at 130 S Canal St #215, Chicago, IL 60606, 2 beds, 2 baths

$525,000

2 beds2 baths1,580 sq ft

130 S Canal St #215, Chicago, IL 60606

Property at 614 N Ashland Ave, Chicago, IL 60622

$1,200,000

— beds— baths— sq ft

614 N Ashland Ave, Chicago, IL 60622

Property at 3717 W Marquette Rd, Chicago, IL 60629, 4 beds, 3 baths

$399,900

4 beds3 baths1,186 sq ft

3717 W Marquette Rd, Chicago, IL 60629

Property at 214 W 106th Pl, Chicago, IL 60628, 4 beds, 2 baths

$219,000

4 beds2 baths— sq ft

214 W 106th Pl, Chicago, IL 60628

Property at 1132 E 44th St, Chicago, IL 60653, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths— sq ft

1132 E 44th St, Chicago, IL 60653

Property at 8021 W 45th St, Lyons, IL 60534, 4 beds, 2.5 baths

$479,900

4 beds2.5 baths1,890 sq ft

8021 W 45th St, Lyons, IL 60534

Property at 4354 W Washington Blvd #301, Chicago, IL 60624, 3 beds, 1 bath

$114,999

3 beds1 bath— sq ft

4354 W Washington Blvd #301, Chicago, IL 60624

Property at 939 W 32nd St, Chicago, IL 60608, 6 beds, 3 baths

$759,000

6 beds3 baths— sq ft

939 W 32nd St, Chicago, IL 60608

Property at 8956 S Dauphin Ave, Chicago, IL 60619, 5 beds, 3 baths

$198,000

5 beds3 baths2,182 sq ft

8956 S Dauphin Ave, Chicago, IL 60619

Property at 9605 S Winston Ave, Chicago, IL 60643, 4 beds, 1 bath

$179,900

4 beds1 bath1,632 sq ft

9605 S Winston Ave, Chicago, IL 60643

Property at 40 E Delaware Pl #1502, Chicago, IL 60611, 3 beds, 2 baths

$485,000

3 beds2 baths1,700 sq ft

40 E Delaware Pl #1502, Chicago, IL 60611

Property at 7940 S Evans Ave, Chicago, IL 60619, 6 beds, 2 baths

$327,000

6 beds2 baths— sq ft

7940 S Evans Ave, Chicago, IL 60619

Property at 7505 S Wolcott Ave, Chicago, IL 60620, 5 beds, 4 baths

$424,900

5 beds4 baths3,300 sq ft

7505 S Wolcott Ave, Chicago, IL 60620

Property at 14032 Burnham Ave, Burnham, IL 60633, 3 beds, 2 baths

$120,000

3 beds2 baths2,000 sq ft

14032 Burnham Ave, Burnham, IL 60633

Property at 11543 S Sacramento Dr, Merrionette Park, IL 60803, 3 beds, 2 baths

$279,000

3 beds2 baths1,566 sq ft

11543 S Sacramento Dr, Merrionette Park, IL 60803

Property at 16641 Paulina St, Markham, IL 60428, 3 beds, 1 bath

$180,000

3 beds1 bath1,050 sq ft

16641 Paulina St, Markham, IL 60428

Property at 4431 N Racine Ave, Chicago, IL 60640, 20 beds, 12 baths

$2,232,000

20 beds12 baths— sq ft

4431 N Racine Ave, Chicago, IL 60640

Property at 3544 N Halsted St, Chicago, IL 60657, 8 beds, 3 baths

$1,950,000

8 beds3 baths5,148 sq ft

3544 N Halsted St, Chicago, IL 60657

Property at Undisclosed address, Chicago, IL 60618, 5 beds, 4.5 baths

$1,150,000

5 beds4.5 baths3,750 sq ft

Undisclosed address, Chicago, IL 60618

Property at 636 Union Ave, Chicago Heights, IL 60411, 3 beds, 1 bath

$195,000

3 beds1 bath1,460 sq ft

636 Union Ave, Chicago Heights, IL 60411

(219) 322-5508

Property at 6626-6628 N Seeley Ave, Chicago, IL 60645, 12 beds, 4 baths

$950,000

12 beds4 baths— sq ft

6626-6628 N Seeley Ave, Chicago, IL 60645

Property at 1834 Terrace Rd, Homewood, IL 60430, 3 beds, 1.5 baths

$257,000

3 beds1.5 baths1,676 sq ft

1834 Terrace Rd, Homewood, IL 60430

Property at 1124 S Sacramento Blvd, Chicago, IL 60612, 5 beds, 2 baths

$359,900

5 beds2 baths— sq ft

1124 S Sacramento Blvd, Chicago, IL 60612

Property at 3021 Enterprise Park Ave, South Chicago Heights, IL 60411, 4 beds, 2.5 baths

$233,000

4 beds2.5 baths1,824 sq ft

3021 Enterprise Park Ave, South Chicago Heights, IL 60411

Property at 10213 S Yale Ave, Chicago, IL 60628, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths1,700 sq ft

10213 S Yale Ave, Chicago, IL 60628

Property at 1447 W Garfield Blvd, Chicago, IL 60636, 7 beds, 3 baths

$389,900

7 beds3 baths— sq ft

1447 W Garfield Blvd, Chicago, IL 60636

Property at 910 N Lake Shore Dr #2518, Chicago, IL 60611, 1 bed, 1 bath

$239,000

1 bed1 bath800 sq ft

910 N Lake Shore Dr #2518, Chicago, IL 60611

Property at 6108 S Bishop St, Chicago, IL 60636, 5 beds, 2 baths

$169,900

5 beds2 baths1,176 sq ft

6108 S Bishop St, Chicago, IL 60636

Property at 2922 N New England Ave, Chicago, IL 60634, 4 beds, 4 baths

$550,000

4 beds4 baths1,875 sq ft

2922 N New England Ave, Chicago, IL 60634

Property at 735 Prairie Ave, Barrington, IL 60010, 2 beds, 1 bath

$390,000

2 beds1 bath1,127 sq ft

735 Prairie Ave, Barrington, IL 60010

Property at 5434 W Wellington Ave, Chicago, IL 60641, 8 beds, 6 baths

$975,000

8 beds6 baths— sq ft

5434 W Wellington Ave, Chicago, IL 60641

Property at 606 E 164th Pl, South Holland, IL 60473, 4 beds, 2 baths

$176,000

4 beds2 baths1,605 sq ft

606 E 164th Pl, South Holland, IL 60473

Property at 758 N Larrabee St #305, Chicago, IL 60654, 2 beds, 2 baths

$455,000

2 beds2 baths— sq ft

758 N Larrabee St #305, Chicago, IL 60654

Property at 1516 S Wabash Ave #1102, Chicago, IL 60605, 2 beds, 2 baths

$439,000

2 beds2 baths1,500 sq ft

1516 S Wabash Ave #1102, Chicago, IL 60605

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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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