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

5,029 homes

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Solid Brick Bungalow 2 Flat. Great potential in a great location. Can be kept as a 2 flat or converted back to a single family home, per Berwyn. Being sold "as is" buyer responsible for Berwyn repairs, copy of report in additional information. First floor has 5 rooms, formal dining room and kitchen with dinette area. Second floor is dormered. Full unfinished basement. Perfect for a rehabber. Show it and visualize what a beautiful property this could be!

$205,900

4 beds2 baths— sq ft

2516 Kenilworth Ave, Berwyn, IL 60402

3,750 sq ft lot • 2 garage spots • Built 1924

$259,999

3 beds2 baths1,500 sq ft

7511 S Damen Ave, Chicago, IL 60620

2 garage spots • Built 1952 • Listed 4 days

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Beautifully rehabbed 2-unit building, both units are duplexed offering spacious layouts, updated kitchens and baths, and modern finishes throughout. Large fenced yard plus detached garage. Perfect for owner-occupants or investors seeking a turnkey property. Everything is NEW- Move-in ready with strong rental potential! Schedule your showing today!

$459,999

8 beds3 baths— sq ft

2800 S Saint Louis Ave, Chicago, IL 60623

Spacious layouts • Fenced yard • Rehabbed building

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Gorgeous raised ranch in desirable location at Longwood drive & 108th place!! 3 bedrooms on main level and 1 in basement. Updated throughout with gourmet kitchen boasting quartz, glass backsplash & stainless steel! Appliances include washer & dryer! 2 incredible full bathrooms. Basement with epoxy flooring! Long side drive leading to 2-car garage & fenced backyard.

$417,900

4 beds2 baths1,500 sq ft

1918 W 108th Pl, Chicago, IL 60643

Stainless steel • Gourmet kitchen • Epoxy flooring

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to 4-BR raised brick ranch on an oversized lot in Norwood Park. There are 3 bedrooms and 1 full bathroom on the first floor with a family room addition and eat-in kitchen. Full finished basement with a full bedroom and full bathroom, recreation room, and laundry room area. New windows and exterior doors coming from the O'Hare Sound & Insulation Program. Sump pump & back-up battery, sprinkler system and crawl space for additional storage. Large side patio for entertaining, and fenced in backyard with a 2-car detached garage. As-Is Sale.

$484,000

4 beds2 baths2,531 sq ft

5700 N Orange Ave, Chicago, IL 60631

Recreation room • Family room addition • Eat-in kitchen

Property at 1041 N Spaulding Ave, Chicago, IL 60651, 5 beds, 3 baths

$425,000

5 beds3 baths2,600 sq ft

1041 N Spaulding Ave, Chicago, IL 60651

Property at 6218 S Artesian Ave, Chicago, IL 60629, 5 beds, 3 baths

$269,900

5 beds3 baths— sq ft

6218 S Artesian Ave, Chicago, IL 60629

Property at 9201 S 52nd Ave, Oak Lawn, IL 60453, 2 beds, 1 bath

$279,900

2 beds1 bath966 sq ft

9201 S 52nd Ave, Oak Lawn, IL 60453

Property at 4701 Thatcher Ave, Norridge, IL 60706, 3 beds, 2 baths

$435,000

3 beds2 baths790 sq ft

4701 Thatcher Ave, Norridge, IL 60706

Property at 602 E 88th Pl, Chicago, IL 60619, 3 beds, 1 bath

$239,999

3 beds1 bath1,700 sq ft

602 E 88th Pl, Chicago, IL 60619

Property at 5704 N Artesian Ave Unit 3N, Chicago, IL 60659, 2 beds, 1 bath

$235,000

2 beds1 bath— sq ft

5704 N Artesian Ave Unit 3N, Chicago, IL 60659

Property at 316 Victoria Dr, Northlake, IL 60164, 3 beds, 2 baths

$359,000

3 beds2 baths1,619 sq ft

316 Victoria Dr, Northlake, IL 60164

Property at 3602 S Prairie Ave, Chicago, IL 60653, 6 beds, 4 baths

$699,000

6 beds4 baths2,700 sq ft

3602 S Prairie Ave, Chicago, IL 60653

Property at 4758 S Campbell Ave, Chicago, IL 60632, 4 beds, 2 baths

$398,888

4 beds2 baths912 sq ft

4758 S Campbell Ave, Chicago, IL 60632

Property at 2236 W 19th St, Chicago, IL 60608, 15 beds, 6 baths

$750,000

15 beds6 baths5,544 sq ft

2236 W 19th St, Chicago, IL 60608

Property at 1671 W Farwell Ave Unit 2N, Chicago, IL 60626, 3 beds, 2 baths

$350,000

3 beds2 baths1,465 sq ft

1671 W Farwell Ave Unit 2N, Chicago, IL 60626

Property at 3114 W 163rd St, Markham, IL 60428, 3 beds, 1 bath

$158,000

3 beds1 bath1,033 sq ft

3114 W 163rd St, Markham, IL 60428

Property at 9417 S 76th Ct, Hickory Hills, IL 60457, 3 beds, 1 bath

$314,873

3 beds1 bath1,198 sq ft

9417 S 76th Ct, Hickory Hills, IL 60457

Property at 14220 S Wabash Ave, Riverdale, IL 60827, 4 beds, 2 baths

$200,000

4 beds2 baths1,534 sq ft

14220 S Wabash Ave, Riverdale, IL 60827

Property at 4729 W 12th Pl, Cicero, IL 60804, 5 beds, 2 baths

$274,900

5 beds2 baths— sq ft

4729 W 12th Pl, Cicero, IL 60804

Property at 117 W 103rd Pl, Chicago, IL 60628, 4 beds, 2 baths

$319,000

4 beds2 baths1,000 sq ft

117 W 103rd Pl, Chicago, IL 60628

Property at 4263 W 81st St, Chicago, IL 60652, 2 beds, 1 bath

$254,900

2 beds1 bath888 sq ft

4263 W 81st St, Chicago, IL 60652

Property at 4348 W 78th St, Chicago, IL 60652, 5 beds, 2 baths

$319,000

5 beds2 baths1,049 sq ft

4348 W 78th St, Chicago, IL 60652

Property at 3000 W Diversey Ave, Chicago, IL 60647

$750,000

— beds— baths— sq ft

3000 W Diversey Ave, Chicago, IL 60647

Property at 8120 N Washington St, Niles, IL 60714, 3 beds, 3 baths

$669,000

3 beds3 baths1,638 sq ft

8120 N Washington St, Niles, IL 60714

Property at 552 N Leamington Ave, Chicago, IL 60644, 3 beds, 1 bath

$275,000

3 beds1 bath1,452 sq ft

552 N Leamington Ave, Chicago, IL 60644

Property at 1432 S Harding Ave, Chicago, IL 60623, 6 beds, 2 baths

$200,000

6 beds2 baths— sq ft

1432 S Harding Ave, Chicago, IL 60623

Property at 14705 Holly Ct, Orland Park, IL 60462, 3 beds, 1 bath

$324,900

3 beds1 bath1,060 sq ft

14705 Holly Ct, Orland Park, IL 60462

Property at 5146 S Mozart St, Chicago, IL 60632, 4 beds, 2 baths

$249,000

4 beds2 baths1,200 sq ft

5146 S Mozart St, Chicago, IL 60632

Property at 11730 S Perry Ave, Chicago, IL 60628, 3 beds, 1 bath

$137,000

3 beds1 bath1,000 sq ft

11730 S Perry Ave, Chicago, IL 60628

Property at 5352 S Paulina St, Chicago, IL 60609, 4 beds, 2 baths

$159,900

4 beds2 baths1,700 sq ft

5352 S Paulina St, Chicago, IL 60609

Property at 2707 Cuyler Ave, Berwyn, IL 60402, 2 beds, 1 bath

$299,900

2 beds1 bath1,612 sq ft

2707 Cuyler Ave, Berwyn, IL 60402

Property at 5335 W Barry Ave, Chicago, IL 60641, 4 beds, 3 baths

$455,000

4 beds3 baths1,366 sq ft

5335 W Barry Ave, Chicago, IL 60641

Property at 8440 Joliet Rd, Mc Cook, IL 60525, 3 beds, 2 baths

$300,000

3 beds2 baths720 sq ft

8440 Joliet Rd, Mc Cook, IL 60525

Property at 10618 Mason Ave, Chicago Ridge, IL 60415, 5 beds, 3 baths

$549,900

5 beds3 baths3,000 sq ft

10618 Mason Ave, Chicago Ridge, IL 60415

Property at 4617 N Lowell Ave, Chicago, IL 60630, 4 beds, 1 bath

$439,900

4 beds1 bath2,200 sq ft

4617 N Lowell Ave, Chicago, IL 60630

Property at 6135 S Greenwood Ave #2, Chicago, IL 60637, 3 beds, 2 baths

$319,000

3 beds2 baths1,591 sq ft

6135 S Greenwood Ave #2, Chicago, IL 60637

Property at Sign in for address, Evanston, IL 60202, 2 beds, 2 baths

$325,000

2 beds2 baths— sq ft

Property at 8841 S Wabash Ave, Chicago, IL 60619, 4 beds, 2.5 baths

$280,000

4 beds2.5 baths1,200 sq ft

8841 S Wabash Ave, Chicago, IL 60619

Property at 3309 S Lowe Ave, Chicago, IL 60616, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths3,000 sq ft

3309 S Lowe Ave, Chicago, IL 60616

Property at 1617 S Central Park Ave, Chicago, IL 60623, 9 beds, 3 baths

$375,000

9 beds3 baths— sq ft

1617 S Central Park Ave, Chicago, IL 60623

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Based on information submitted to the MLS GRID as of Tue Nov 25 2025. 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 5029 vintage homes for sale in Cook County at a median listing price of $339K. 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 53 days and receive 3 offers. This map is refreshed with the newest listings in Cook County every 15 minutes.

In the past month, 4545 homes have been sold in Cook County. In addition to houses in Cook County, there were also 6746 condos, 1350 townhouses, and 1988 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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