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

4,712 homes + 195 early access

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This Cottage style single family home offers 4 bedrooms and 1 bathrooms with approximately 1556 square feet of living space on a 0.15 acre lot. This is a cash or cash equivalent purchase only with no inspection or financing contingencies. No Buyer Premium on this property. The buyer has the right to select their own title/closing company. The buyer is responsible for all closing costs in this transaction.

$83,600

4 beds1.5 baths1,688 sq ft

1504 S 1st Ave, Maywood, IL 60153

2 garage spots • Built 1920 • Listed 30 days

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This is a GREAT building that was rehabbed a few years ago. This beauty sits on an oversized lot with a detached 3 car garage. This is a 3 unit building and perfect for house hacking. It does not have a basement but plenty of storage in each unit. Each unit has beautiful hardwood floors, stylish light fixtures, modern cabinetry, 3 large bedrooms and 1 bath. 2 current leases that end next year and one unit is a month to month tenant, in case you would like to live there right away. Building is beautifully maintained and can pass an FHA or conventional appraisal. DRY building with no flooding issues at all. 2 of the units have in unit laundry hook ups.

$499,900

9 beds3 baths— sq ft

7961 S Essex Ave, Chicago, IL 60617

3 unit building • Plenty of storage • Modern cabinetry

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Opportunity awaits with this vacant brick 2-unit in Chicago's Historic Auburn Gresham neighborhood! Already taken down to the studs, this property is ready for its next chapter, allowing you to skip the demolition and begin bringing your vision to life. Major exterior improvements have already been completed, including a new roof and tuckpointing, providing a solid foundation for your renovation plans. Whether you're looking to create a cash-flowing investment property, renovate for resale, or design an owner-occupied two-flat, the possibilities are endless. Conveniently located near parks, schools, shopping, public transportation, and major expressways. A head start on your next rehab proj

$199,000

6 beds2 baths— sq ft

8012 S Elizabeth St, Chicago, IL 60620

Near schools • Tuckpointing • Near shopping

EARLY ACCESSCOLDWELL BANKER COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Come check out this 2-unit property in South Chicago. The first-floor unit offers 3 bedrooms and 1 bath, while the second-floor unit features 2 bedrooms and 1 bath. The finished basement includes an additional bedroom, providing added flexibility. The property is being sold AS-IS and is well-suited for investors, rehabbers, or buyers looking to add value through renovations. Conveniently located near the upcoming Illinois Quantum and Microelectronics Park, this property offers potential in an area poised for future investment and development.

$284,900

6 beds3 baths— sq ft

8325 S Saginaw Ave, Chicago, IL 60617

2 unit property • Finished basement • 4,662 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
THIS IS THE ONE, A PLACE TO CALL HOME. ONCE YOU WALK IN THIS BEAUTIFULLY UPDATED HOME YOU WILL BE AMAZED. THIS BRICK SINGLE FAMILY HOME FEATURES 4 BEDROOMS AND TWO FULL BATHS. THE MAIN FLOOR FEATURES A GOOD SIZED LIVING ROOM WITH A DECORATIVE FIREPLACE. IT ALSO HAS TWO BEDROOMS AND A FULL BATH. THE KITCHEN WAS UPGRADED WITH SOFT-CLOSE WHITE SHAKER CABINETS. QUARTZ COUNTER TOPS AND MATCHING STAINLESS STEEL APPLIANCES. THE SECOND FLOOR HAS A LARGE MASTER BEDROOM. THE LOWER LEVEL(BASEMENT) IS WHERE YOU WILL FIND A FULL BATH. BOTH BATHROOMS HAVE BEEN FINISHED WITH MODERN, STYLISH CERAMIC AND VANITIES. // ADDITIONAL BEDROOM // A OFFICE STUDY AREA // LAUNDRY ROOM AND PLENTY OF STORAGE SPACE. ALL

$314,900

4 beds2 baths110 sq ft

6345 S Honore St, Chicago, IL 60636

Office study area • Decorative fireplace • Laundry room

Property at 6140 S Eberhart Ave, Chicago, IL 60637, 33 beds, 11 baths

$850,000

33 beds11 baths9,312 sq ft

6140 S Eberhart Ave, Chicago, IL 60637

Property at 3600 N Lake Shore Dr #1914, Chicago, IL 60613, 1 bed, 1.5 baths

$329,000

1 bed1.5 baths888 sq ft

3600 N Lake Shore Dr #1914, Chicago, IL 60613

Property at 8008 S Ridgeland Ave Unit 2A, Chicago, IL 60617, 3 beds, 2 baths

$140,000

3 beds2 baths1,441 sq ft

8008 S Ridgeland Ave Unit 2A, Chicago, IL 60617

Property at 19 W 32nd St, Steger, IL 60475, 4 beds, 2 baths

$120,375

4 beds2 baths— sq ft

19 W 32nd St, Steger, IL 60475

Property at 6711 S Union Ave, Chicago, IL 60621, 4 beds, 2 baths

$90,000

4 beds2 baths— sq ft

6711 S Union Ave, Chicago, IL 60621

Property at 5816 W Fulton St, Chicago, IL 60644, 4 beds, 2 baths

$199,500

4 beds2 baths1,978 sq ft

5816 W Fulton St, Chicago, IL 60644

Property at 412 Suwanee St, Park Forest, IL 60466, 3 beds, 2 baths

$239,999

3 beds2 baths1,500 sq ft

412 Suwanee St, Park Forest, IL 60466

Property at 1323 Vincennes Ave, Chicago Heights, IL 60411, 4 beds, 2 baths

$134,999

4 beds2 baths— sq ft

1323 Vincennes Ave, Chicago Heights, IL 60411

Property at 1200 N Lake Shore Dr #404, Chicago, IL 60610, 1 bed, 1 bath

$725,000

1 bed1 bath1,166 sq ft

1200 N Lake Shore Dr #404, Chicago, IL 60610

Property at 7709 S Ada St, Chicago, IL 60620, 2 beds, 2 baths

$165,000

2 beds2 baths— sq ft

7709 S Ada St, Chicago, IL 60620

Property at 1108 Michigan City Rd, Calumet City, IL 60409, 3 beds, 1 bath

$144,900

3 beds1 bath1,008 sq ft

1108 Michigan City Rd, Calumet City, IL 60409

Property at 3523 S 53rd Ave, Cicero, IL 60804, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths1,200 sq ft

3523 S 53rd Ave, Cicero, IL 60804

Property at 6516 S Union Ave, Chicago, IL 60621, 4 beds, 3 baths

$279,999

4 beds3 baths3,125 sq ft

6516 S Union Ave, Chicago, IL 60621

Property at 1814 N Richmond St, Chicago, IL 60647, 10 beds, 4 baths

$1,489,000

10 beds4 baths— sq ft

1814 N Richmond St, Chicago, IL 60647

Property at 11548 S Normal Ave, Chicago, IL 60628, 2 beds, 1 bath

$180,000

2 beds1 bath988 sq ft

11548 S Normal Ave, Chicago, IL 60628

Property at 715 W Barry Ave Unit 5B, Chicago, IL 60657, 1 bed, 1 bath

$260,000

1 bed1 bath650 sq ft

715 W Barry Ave Unit 5B, Chicago, IL 60657

Property at 2659 W Armitage Ave, Chicago, IL 60647

$2,099,000

— beds— baths— sq ft

2659 W Armitage Ave, Chicago, IL 60647

Property at 12015 S Michigan Ave, Chicago, IL 60628, 8 beds, 3 baths

$325,000

8 beds3 baths— sq ft

12015 S Michigan Ave, Chicago, IL 60628

Property at 17633 Roy St, Lansing, IL 60438, 3 beds, 1 bath

$169,000

3 beds1 bath1,090 sq ft

17633 Roy St, Lansing, IL 60438

(219) 934-6300

Property at 1322 Euclid Ave, Berwyn, IL 60402, 4 beds, 3 baths

$620,000

4 beds3 baths3,450 sq ft

1322 Euclid Ave, Berwyn, IL 60402

Property at 7018 S Calumet Ave, Chicago, IL 60637, 5 beds, 3 baths

$179,000

5 beds3 baths1,742 sq ft

7018 S Calumet Ave, Chicago, IL 60637

Property at 8942 S Aberdeen St, Chicago, IL 60620, 4 beds, 2 baths

$289,000

4 beds2 baths2,000 sq ft

8942 S Aberdeen St, Chicago, IL 60620

Property at 8942 S Blackstone Ave, Chicago, IL 60619, 6 beds, 3 baths

$434,900

6 beds3 baths— sq ft

8942 S Blackstone Ave, Chicago, IL 60619

Property at 11536 S Normal Ave, Chicago, IL 60628, 3 beds, 2 baths

$115,000

3 beds2 baths— sq ft

11536 S Normal Ave, Chicago, IL 60628

Property at 208 W Washington St #1405, Chicago, IL 60606, 2 beds, 2 baths

$350,000

2 beds2 baths1,165 sq ft

208 W Washington St #1405, Chicago, IL 60606

Property at 10044 S La Salle St, Chicago, IL 60628, 5 beds, 3 baths

$270,000

5 beds3 baths— sq ft

10044 S La Salle St, Chicago, IL 60628

Property at 14300 S Wentworth Ave, Riverdale, IL 60827, 2 beds, 1 bath

$90,000

2 beds1 bath1,236 sq ft

14300 S Wentworth Ave, Riverdale, IL 60827

Property at 15313 Marshfield Ave, Harvey, IL 60426, 4 beds, 2 baths

$235,000

4 beds2 baths1,400 sq ft

15313 Marshfield Ave, Harvey, IL 60426

Property at 7730 S Paxton Ave, Chicago, IL 60649, 4 beds, 3.5 baths

$377,000

4 beds3.5 baths1,849 sq ft

7730 S Paxton Ave, Chicago, IL 60649

Property at 159 Blackhawk Dr, Park Forest, IL 60466, 2 beds, 1 bath

$114,900

2 beds1 bath949 sq ft

159 Blackhawk Dr, Park Forest, IL 60466

Property at 9330 S 51st Ave, Oak Lawn, IL 60453, 4 beds, 2 baths

$450,000

4 beds2 baths— sq ft

9330 S 51st Ave, Oak Lawn, IL 60453

Property at 2747 N Oak Park Ave, Chicago, IL 60707, 9 beds, 5 baths

$1,150,000

9 beds5 baths— sq ft

2747 N Oak Park Ave, Chicago, IL 60707

Property at 6751 S Chappel Ave, Chicago, IL 60649, 20 beds, 20 baths

$1,050,000

20 beds20 baths— sq ft

6751 S Chappel Ave, Chicago, IL 60649

Property at 2456 W Lithuanian Plaza Ct, Chicago, IL 60629, 10 beds, 6 baths

$587,500

10 beds6 baths— sq ft

2456 W Lithuanian Plaza Ct, Chicago, IL 60629

Property at 158 Algonquin St, Park Forest, IL 60466, 3 beds, 1 bath

$120,000

3 beds1 bath1,092 sq ft

158 Algonquin St, Park Forest, IL 60466

Property at 6104 N Winchester Ave Unit GC, Chicago, IL 60660, 1 bath

$125,000

Studio1 bath421 sq ft

6104 N Winchester Ave Unit GC, Chicago, IL 60660

Viewing page 59 of 120

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 4907 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.

More real estate resources for Cook County, IL

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Cook County, IL

How to buy a house in Cook County, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

95 Redfin agents serving Cook County

3125

Deals*

4.8

Satisfaction

23437

Homes closed*

* Data from the last year

Popular Markets in Illinois

Chicago homes for sale
$379,000
Naperville homes for sale
$675,000
Schaumburg homes for sale
$384,500
Arlington Heights homes for sale
$479,000
Glenview homes for sale
$785,000
Evanston homes for sale
$450,000
Oak Park homes for sale
$395,000
Des Plaines homes for sale
$417,500
Orland Park homes for sale
$424,900
Downers Grove homes for sale
$625,000
Mount Prospect homes for sale
$454,500
Lombard homes for sale
$350,000
Glen Ellyn homes for sale
$598,950
Skokie homes for sale
$449,900
Wheaton homes for sale
$454,500

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.