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

5,029 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Large 3 bedroom /2 bathroom apartments! Well maintained. Each apartment pays it's own utilities. 3 furnaces. 1 apartment rented with a CHA voucher. Basement has 7 foot ceilings. Previously used as a garden apartment. Copper plumbing throughout. Drains just replaced. Hardwood floors. Eat in kitchens. Large living rooms and large dining rooms. Minor work needed. Priced to sell! The seller is willing to assist with the buyers closing costs. 6 parking spots on parking pad can produce extra income. Sold "as is". Not a Foreclosure. No city code violations. Bring us an offer!

$394,000

9 beds6 baths— sq ft

7804 S Burnham Ave, Chicago, IL 60649

Copper plumbing • Large dining rooms • Large living rooms

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Investment Opportunity in Chicago's East Side Neighborhood - 4-Unit Property with Potential. Four unit property on the East Side offers incredible potential for those looking to add value and secure a steady stream of rental income. Whether you're an experienced investor or a first-time buyer looking to house hack, this property is a cash cow waiting to be unlocked. Each unit offers generous space with a solid layout, ready for your vision to restore and modernize. While the units do need some TLC, they are full of potential and present an ideal opportunity to renovate and maximize their value. Investor's Dream: With the right updates, this property can quickly become a high-performing inco

$159,900

10 beds4 baths— sq ft

9651 S Avenue N, Chicago, IL 60617

Generous space • Solid layout • 4-unit property

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
THIS 2 STORY COMMERCIAL PROPERTY IN BRIGHTON PARK IS CURRENTLY OPERATED BY A RESTAURANT ON FIRST FLOOR. 2ND FLOOR COULD BE DIVIDED INTO MULTIPLE OFFICES. CURRENTLY THERE IS A SEAMSTRESS RENTING A SMALL SPACE. THE SCOND FLOOR COULD EASILY HAVE 3 TENANTS. THE PROPERTY IS LOCATED IN THE HEART OF THE BRIGHTON PARK SHOPPING DISTRICT ON ARCHER AVENUE WHICH CURRENTLY HAS A LOT OF UPGRADING/IMPROVEMENTS TO THE NEIGHBORHOOD. PROPERTY BEING SOLD AS IS.

$519,000

— beds— baths4,400 sq ft

4231 S Archer Ave, Chicago, IL 60632

Second floor • Multiple offices • First floor

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
SPACIOUS BRICK AND FRAME SPLIT LEVEL HOME THAT FEATURES 4 BEDROOMS, 2 BATHS, AND 2 CAR DETACHED GARAGE. FRESHLY PAINTED AND READY FOR IMMEDIATE MOVE IN. * NOTE THERE ARE NOT ANY TAX EXEMPTIONS ON THIS PROPERTY

$239,900

4 beds2 baths1,255 sq ft

3124 173rd St, Hazel Crest, IL 60429

7,919 sq ft lot • 2 garage spots • Built 1954

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Large Brick 4 unit with xtra side lot on separate pin is conveniently located near Downtown, Pilsen, UIC. Great long term investment. Call or txt to schedule your private showing. First showing will be Friday 11/28 at 10am

$1,100,000

8 beds4 baths— sq ft

1445 W 16th St, Chicago, IL 60608

Near downtown • Brick 4 unit • Near uic

Property at 691 Wentworth Ave, Calumet City, IL 60409, 6 beds, 3 baths

$267,900

6 beds3 baths2,150 sq ft

691 Wentworth Ave, Calumet City, IL 60409

Property at 15407 Kenton Ave, Oak Forest, IL 60452, 3 beds, 1 bath

$269,900

3 beds1 bath984 sq ft

15407 Kenton Ave, Oak Forest, IL 60452

Property at 7634 S May St, Chicago, IL 60620, 6 beds, 3 baths

$300,000

6 beds3 baths1,152 sq ft

7634 S May St, Chicago, IL 60620

Property at 14828 S Troy Ave, Posen, IL 60469, 3 beds, 1 bath

$159,900

3 beds1 bath1,008 sq ft

14828 S Troy Ave, Posen, IL 60469

Property at 14903 Western Ave, Harvey, IL 60426, 3 beds, 1 bath

$39,900

3 beds1 bath1,025 sq ft

14903 Western Ave, Harvey, IL 60426

Property at 7128 S Champlain Ave, Chicago, IL 60619, 6 beds, 1 bath

$79,900

6 beds1 bath— sq ft

7128 S Champlain Ave, Chicago, IL 60619

Property at 7701 S Christiana Ave, Chicago, IL 60652, 2 beds, 2 baths

$335,000

2 beds2 baths840 sq ft

7701 S Christiana Ave, Chicago, IL 60652

Property at 2401 W Lawrence Ave, Chicago, IL 60625

$2,400,000

— beds— baths11,805 sq ft

2401 W Lawrence Ave, Chicago, IL 60625

Property at 132 Tanglewood Dr, Elk Grove Village, IL 60007, 4 beds, 3.5 baths

$530,000

4 beds3.5 baths3,200 sq ft

132 Tanglewood Dr, Elk Grove Village, IL 60007

Property at 8109 S Marquette Ave, Chicago, IL 60617, 5 beds, 3 baths

$324,900

5 beds3 baths2,252 sq ft

8109 S Marquette Ave, Chicago, IL 60617

Property at 221 W 112th Pl, Chicago, IL 60628, 5 beds, 1.5 baths

$64,900

5 beds1.5 baths1,400 sq ft

221 W 112th Pl, Chicago, IL 60628

Property at 937 W 59th St, Chicago, IL 60621

$115,000

— beds— baths— sq ft

937 W 59th St, Chicago, IL 60621

Property at 1117 W 57th St, Chicago, IL 60621, 4 beds, 2 baths

$399,000

4 beds2 baths— sq ft

1117 W 57th St, Chicago, IL 60621

Property at 6032 W 28th St, Cicero, IL 60804, 4 beds, 2 baths

$369,999

4 beds2 baths— sq ft

6032 W 28th St, Cicero, IL 60804

Property at 2014 S 7th Ave, Maywood, IL 60153, 3 beds, 2 baths

$329,900

3 beds2 baths1,276 sq ft

2014 S 7th Ave, Maywood, IL 60153

Property at 644 N Trumbull Ave, Chicago, IL 60624, 6 beds, 3 baths

$549,000

6 beds3 baths— sq ft

644 N Trumbull Ave, Chicago, IL 60624

Property at 6755 Maple Ct, Bridgeview, IL 60455, 4 beds, 2 baths

$349,900

4 beds2 baths1,580 sq ft

6755 Maple Ct, Bridgeview, IL 60455

Property at 4200 N Marine Dr #602, Chicago, IL 60613, 2 beds, 2 baths

$349,000

2 beds2 baths1,200 sq ft

4200 N Marine Dr #602, Chicago, IL 60613

Property at 7824 S Euclid Ave, Chicago, IL 60649, 9 beds, 3 baths

$600,000

9 beds3 baths— sq ft

7824 S Euclid Ave, Chicago, IL 60649

Property at 11305 S Central Park Ave, Chicago, IL 60655, 4 beds, 2 baths

$375,000

4 beds2 baths1,833 sq ft

11305 S Central Park Ave, Chicago, IL 60655

Property at 14542 Turner Ave, Midlothian, IL 60445, 3 beds, 2 baths

$208,000

3 beds2 baths1,300 sq ft

14542 Turner Ave, Midlothian, IL 60445

Property at 16110 Wolcott Ave, Markham, IL 60428, 3 beds, 2 baths

$139,000

3 beds2 baths1,428 sq ft

16110 Wolcott Ave, Markham, IL 60428

Property at 1601 Bristol Ave, Westchester, IL 60154, 2 beds, 1.5 baths

$379,900

2 beds1.5 baths2,100 sq ft

1601 Bristol Ave, Westchester, IL 60154

Property at Sign in for address, Evanston, IL 60201, 2 beds, 1 bath

$250,000

2 beds1 bath— sq ft

Property at 5555 N Sheridan Rd #1906, Chicago, IL 60640, 3 beds, 2 baths

$495,000

3 beds2 baths2,000 sq ft

5555 N Sheridan Rd #1906, Chicago, IL 60640

Property at 334 W 101st Pl, Chicago, IL 60628, 3 beds, 1.5 baths

$110,000

3 beds1.5 baths1,180 sq ft

334 W 101st Pl, Chicago, IL 60628

Property at 1465 Ridge Rd, Homewood, IL 60430, 3 beds, 2 baths

$250,000

3 beds2 baths1,372 sq ft

1465 Ridge Rd, Homewood, IL 60430

Property at 11038 S Avenue N, Chicago, IL 60617, 3 beds, 2 baths

$239,900

3 beds2 baths1,200 sq ft

11038 S Avenue N, Chicago, IL 60617

Property at Sign in for address, Maywood, IL 60153, 2 beds, 2 baths

$275,000

2 beds2 baths1,260 sq ft

Property at Sign in for address, Maywood, IL 60153, 3 beds, 1.5 baths

$389,000

3 beds1.5 baths1,700 sq ft

Property at 2834 Highland Ave, Berwyn, IL 60402, 4 beds, 2 baths

$439,900

4 beds2 baths— sq ft

2834 Highland Ave, Berwyn, IL 60402

Property at 4266 W 81st St, Chicago, IL 60652, 3 beds, 1 bath

$284,900

3 beds1 bath1,010 sq ft

4266 W 81st St, Chicago, IL 60652

Property at 1624 Boeger Ave, Westchester, IL 60154, 2 beds, 2 baths

$339,000

2 beds2 baths992 sq ft

1624 Boeger Ave, Westchester, IL 60154

Property at 5102 W Belden St, Chicago, IL 60639, 7 beds, 3 baths

$599,900

7 beds3 baths— sq ft

5102 W Belden St, Chicago, IL 60639

Property at 6129 S Parkside Ave, Chicago, IL 60638, 5 beds, 2 baths

$469,000

5 beds2 baths2,044 sq ft

6129 S Parkside Ave, Chicago, IL 60638

Property at 6318 S Greenwood Ave #1, Chicago, IL 60637, 4 beds, 3 baths

$364,900

4 beds3 baths2,056 sq ft

6318 S Greenwood Ave #1, Chicago, IL 60637

Viewing page 6 of 9

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.

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

Popular Markets in Illinois

Chicago homes for sale
$349,900
Naperville homes for sale
$637,000
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$437,500
Glenview homes for sale
$767,000
Oak Park homes for sale
$372,450
Evanston homes for sale
$432,450
Des Plaines homes for sale
$387,000
Orland Park homes for sale
$375,000
Downers Grove homes for sale
$518,000
Mount Prospect homes for sale
$425,000
St. Charles homes for sale
$455,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$547,500
Northbrook homes for sale
$554,900

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

Why Redfin?

Community Impact

Diversity & Inclusion

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.