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

4,696 homes + 198 early access

Sort:

Recommended

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
NEW ELECTRICAL, PLUMBING, HVAC, WATER HEATER, ALL MECHANICALS, APPLIANCES & LANDSCAPING - PLUS A 5-YEAR ROOF CERTIFICATE. This move-in-ready 2-bedroom Calumet City home pairs extensive new systems with a freshly renovated interior, offering a modern ownership experience from the inside out. Village point-of-sale inspection completed, providing buyers with added clarity as they move forward. Inside, a cohesive contemporary palette of light natural oak-toned flooring, cool-gray walls, crisp white trim, and recessed lighting creates a bright, polished atmosphere. The open main living area offers flexibility for everyday living and entertaining, while the kitchen features white shaker cab

$145,000

2 beds1 bath945 sq ft

1354 Hirsch Ave, Calumet City, IL 60409

Private rear yard • Recessed lighting • 6,050 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome Home to 7800 S. Kimbark Avenue! This ranch-style home features 3 Bedrooms/1 Bathroom, a 2 car detached garage, and approximately 1,032 square feet! This property is eligible under the First Look Initiative. All Owner Occupant offers will be responded to after 7 days on the market and Investor offers will be responded to after 30 days. However, all offers can be submitted during the First Look period. Subject to Seller Addendum and OFAC clearance. SOLD AS-IS. Equal Housing Opportunity.

$105,000

3 beds1 bath1,032 sq ft

7800 S Kimbark Ave, Chicago, IL 60619

2 garage spots • Built 1923 • Listed 129 days

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Discover this striking octagonal 4-unit building offering spacious 2-bedroom, 1-bathroom apartments in one of Chicago's most vibrant neighborhoods. Perfectly situated in Avondale-enjoy all the energy of nearby Logan Square without the higher taxes-this property combines distinctive architecture with impressive income potential. Each unit features generous layouts designed for comfortable living, while the massive steel back porch creates a perfect space for outdoor relaxation or entertaining. A huge 2-car garage made of durable block construction provides secure parking and added value, and recent updates ensure the building is well maintained and low maintenance for years to come. Resident

$1,295,000

8 beds4 baths— sq ft

2832 N Mozart St, Chicago, IL 60618

Huge 2-car garage • Recent updates • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
GREAT OPPORTUNITY FOR NEW HOMEOWNERS OR INVESTORS. THIS SINGLE-FAMILY HOME HAS 3 BEDROOMS, 1 MODERN BATH, UPDATED EAT-IN KITCHEN, BEAUTIFUL BAY WINDOWS, INCLUDING AN EXTENDED SIDE DRIVE, 2 CAR GARAGE AND PLENTY OF OUTDOOR ENTERTAINING SPACE. GREAT LOCATION FOR TRANSPORTATION WITH LOCAL BUS SERVICE AND INTERSTATE ACCESS JUST MINUTES AWAY. THIS PROPERTY SITS STEPS FROM 147TH STREET OFF I-94 EXPRESSWAY CORRIDOR WITH BIG BOX RETAILERS AND LOCAL OWNED SHOPS AND RESTAURANTS.

$149,900

3 beds1 bath1,017 sq ft

14634 Kenwood Ave, Dolton, IL 60419

Local bus service • Locally owned shops • Interstate access

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This 10-unit multifamily asset, comprised of three buildings on a single oversized parcel, offers stabilized cash flow with recent capital improvements that significantly reduce near-term expenditures. Ownership has completed upgrades to electrical, plumbing, and mechanical systems, along with exterior improvements, positioning the asset as a low-maintenance investment. Units feature renovated interiors with updated kitchens and baths, supporting strong tenant demand and rental stability. Enjoy strong cash flow with very little capex for several years to come.

$899,000

56 beds25 baths— sq ft

4800 S Winchester Ave, Chicago, IL 60609

Multifamily asset • Three buildings • Oversized parcel

Property at 7518 S Ridgeland Ave, Chicago, IL 60649, 3 beds, 2 baths

$400,000

3 beds2 baths2,300 sq ft

7518 S Ridgeland Ave, Chicago, IL 60649

Property at 948 N California Ave, Chicago, IL 60622, 6 beds, 4 baths

$925,000

6 beds4 baths— sq ft

948 N California Ave, Chicago, IL 60622

Property at 1526 S 51st Ct #6, Cicero, IL 60804, 2 beds, 1 bath

$149,000

2 beds1 bath— sq ft

1526 S 51st Ct #6, Cicero, IL 60804

Property at 9141 S Colfax Ave, Chicago, IL 60617, 5 beds, 2 baths

$199,900

5 beds2 baths864 sq ft

9141 S Colfax Ave, Chicago, IL 60617

Property at 310 S Michigan Ave #1705, Chicago, IL 60604, 3 beds, 3.5 baths

$1,295,000

3 beds3.5 baths2,706 sq ft

310 S Michigan Ave #1705, Chicago, IL 60604

Property at 7931 S Manistee Ave, Chicago, IL 60617, 21 beds, 7 baths

$615,000

21 beds7 baths— sq ft

7931 S Manistee Ave, Chicago, IL 60617

Property at 10147 S State St, Chicago, IL 60628, 3 beds, 2 baths

$139,900

3 beds2 baths840 sq ft

10147 S State St, Chicago, IL 60628

Property at 3853 W 83rd Pl, Chicago, IL 60652, 5 beds, 2 baths

$449,900

5 beds2 baths2,300 sq ft

3853 W 83rd Pl, Chicago, IL 60652

Property at 7719 S Kingston Ave, Chicago, IL 60649, 14 beds, 7 baths

$500,000

14 beds7 baths— sq ft

7719 S Kingston Ave, Chicago, IL 60649

Property at Sign in for address, Calumet Park, IL 60827, 3 beds, 1 bath

$169,900

3 beds1 bath1,022 sq ft

Property at 7642 S Dante Ave, Chicago, IL 60619, 3 beds, 2 baths

$260,000

3 beds2 baths1,656 sq ft

7642 S Dante Ave, Chicago, IL 60619

Property at 7227 S Damen Ave, Chicago, IL 60636, 2 beds, 1 bath

$162,450

2 beds1 bath1,020 sq ft

7227 S Damen Ave, Chicago, IL 60636

Property at 2904 S Wells St, Chicago, IL 60616, 14 beds, 7 baths

$1,080,000

14 beds7 baths— sq ft

2904 S Wells St, Chicago, IL 60616

Property at 11131 S Michigan Ave, Chicago, IL 60628

$109,000

— beds— baths4,000 sq ft

11131 S Michigan Ave, Chicago, IL 60628

Property at 7359 S Western Ave, Chicago, IL 60636

$265,000

— beds— baths3,490 sq ft

7359 S Western Ave, Chicago, IL 60636

Property at 20 W 140th Ct, Riverdale, IL 60827, 3 beds, 1.5 baths

$177,000

3 beds1.5 baths1,152 sq ft

20 W 140th Ct, Riverdale, IL 60827

Property at 7149 S Honore St, Chicago, IL 60636, 3 beds, 2 baths

$119,001

3 beds2 baths784 sq ft

7149 S Honore St, Chicago, IL 60636

Property at 2053 W 70th St, Chicago, IL 60636, 4 beds, 2.5 baths

$264,900

4 beds2.5 baths800 sq ft

2053 W 70th St, Chicago, IL 60636

Property at 6756 S Lafayette Ave, Chicago, IL 60621, 4 beds, 2 baths

$109,000

4 beds2 baths1,692 sq ft

6756 S Lafayette Ave, Chicago, IL 60621

Property at 12226 S Elizabeth St, Chicago, IL 60643, 3 beds, 2 baths

$169,900

3 beds2 baths730 sq ft

12226 S Elizabeth St, Chicago, IL 60643

Property at 7721 S Colfax Ave, Chicago, IL 60649, 18 beds, 9 baths

$650,000

18 beds9 baths— sq ft

7721 S Colfax Ave, Chicago, IL 60649

Property at 14622 Wabash Ave, Dolton, IL 60419, 3 beds, 1 bath

$158,900

3 beds1 bath1,277 sq ft

14622 Wabash Ave, Dolton, IL 60419

Property at 17943 Ridgewood Ave, Lansing, IL 60438, 2 beds, 1 bath

$154,900

2 beds1 bath780 sq ft

17943 Ridgewood Ave, Lansing, IL 60438

Property at 850 N Lake Shore Dr #1805, Chicago, IL 60611, 2 beds, 2 baths

$1,223,000

2 beds2 baths1,737 sq ft

850 N Lake Shore Dr #1805, Chicago, IL 60611

Property at 14910 S Wood St, Harvey, IL 60426, 5 beds, 3 baths

$150,000

5 beds3 baths3,125 sq ft

14910 S Wood St, Harvey, IL 60426

Property at 7400 S Phillips Ave, Chicago, IL 60649, 41 beds, 19 baths

$975,000

41 beds19 baths— sq ft

7400 S Phillips Ave, Chicago, IL 60649

Property at 65 W 112th Pl, Chicago, IL 60628, 3 beds, 1.5 baths

$108,500

3 beds1.5 baths912 sq ft

65 W 112th Pl, Chicago, IL 60628

Property at 322 N Milwaukee Ave, Wheeling, IL 60090

$539,000

— beds— baths— sq ft

322 N Milwaukee Ave, Wheeling, IL 60090

Property at 1596 Oxford Ln, Des Plaines, IL 60016, 6 beds, 2 baths

$850,000

6 beds2 baths3,000 sq ft

1596 Oxford Ln, Des Plaines, IL 60016

Property at 7355 S South Shore Dr #305, Chicago, IL 60649, 2 beds, 2 baths

$145,000

2 beds2 baths1,500 sq ft

7355 S South Shore Dr #305, Chicago, IL 60649

Property at 1317 Washington St, Chicago Heights, IL 60411, 3 beds, 2 baths

$130,000

3 beds2 baths1,013 sq ft

1317 Washington St, Chicago Heights, IL 60411

Property at 3005 Commercial Ave, South Chicago Heights, IL 60411, 2 beds, 1 bath

$149,900

2 beds1 bath777 sq ft

3005 Commercial Ave, South Chicago Heights, IL 60411

Property at 7355 S South Shore Dr #306, Chicago, IL 60649, 1 bed, 1 bath

$59,900

1 bed1 bath650 sq ft

7355 S South Shore Dr #306, Chicago, IL 60649

Property at 8750 S Exchange Ave, Chicago, IL 60617, 4 beds, 2 baths

$109,000

4 beds2 baths— sq ft

8750 S Exchange Ave, Chicago, IL 60617

Property at 5254 W Monroe St, Chicago, IL 60644, 3 beds, 1.5 baths

$410,000

3 beds1.5 baths4,092 sq ft

5254 W Monroe St, Chicago, IL 60644

Property at 8022 S Paulina St, Chicago, IL 60620, 12 beds, 6 baths

$609,995

12 beds6 baths— sq ft

8022 S Paulina St, Chicago, IL 60620

Viewing page 104 of 120

Based on information submitted to the MLS GRID as of Sun Aug 30 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 4894 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, 5258 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7081 condos, 1441 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

Nearby Counties

Cities

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

3112

Deals*

4.8

Satisfaction

23451

Homes closed*

* Data from the last year

Popular Markets in Illinois

Chicago homes for sale
$379,000
Naperville homes for sale
$674,000
Schaumburg homes for sale
$375,000
Arlington Heights homes for sale
$484,950
Glenview homes for sale
$785,000
Evanston homes for sale
$450,000
Oak Park homes for sale
$379,500
Des Plaines homes for sale
$420,000
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
$352,500
Glen Ellyn homes for sale
$600,000
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.