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

4,709 homes + 194 early access

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Don't miss this opportunity to own a classic Victorian three-flat in the heart of Oak Park's renowned Frank Lloyd Wright Historic District. Rich in architectural character, each unit features soaring ceilings, original crown molding, hardwood flooring, and updated tile bathrooms. Recent improvements include a new roof and gutters (2017), new boilers (2025), and a freshly painted exterior (2025). Each unit has an assigned washer and dryer, and all utilities are separately metered. Situated on a picturesque, tree-lined street, this exceptional location is just steps from the Green Line, Trader Joe's, Whole Foods, Downtown Lake Street, shopping, dining, and more. While there is no overnight pa

$710,000

7 beds3 baths— sq ft

227 N Marion St, Oak Park, IL 60302

Hardwood flooring • Soaring ceilings • Victorian three-flat

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
OH cancelled. Stunning Portage Park home offering 4 bedrooms (one in basement) and 3.5 bathrooms. Almost new construction with extensive updates throughout. The main level features an open floor plan with white oak flooring, spacious living and dining areas, a family room, and a convenient powder room. The kitchen opens to a rear deck, perfect for outdoor dining and grilling. The second level includes a spacious primary suite with a walk-in closet, private bath, and access to a large private deck. Additional bedrooms are well proportioned and filled with natural light. The finished basement provides additional living and entertainment space and is equipped with a drain tile system. Notable

$679,999

4 beds3.5 baths1,843 sq ft

4065 N Meade Ave, Chicago, IL 60634

Open floor plan • Private bath • Finished basement

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This impressive brick home offers exceptional space and functionality with spacious rooms across three beautifully finished levels, featuring 4 bedrooms and 3.1 updated baths. A welcoming foyer opens to a bright and inviting living room with rich hardwood floors and a cozy fireplace. The formal dining room seamlessly connects to the stunning chef's kitchen, showcasing stainless steel appliances, quartz countertops, abundant cabinetry, and the convenience of first-floor laundry. A stylish powder room, spacious mudroom with ample storage, and attached garage complete the thoughtfully designed main level. Upstairs, you'll find four bedrooms and two full bathrooms, including a luxurious primary

$529,000

4 beds3.5 baths2,647 sq ft

2229 Macdonald Ln, Flossmoor, IL 60422

Private rooftop deck • Bright living room • Solid brick home

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Sunny South facing 2 bedrooms with 1 and half bathroom condo unit located in Downtown Theatre District. Fresh new paint, high ceiling, large windows, 42" Oak cabinet, granite countertop kitchen with center island. All Stainless-Steel appliances (new range with air fry and above stove microwave) Two spacious bedrooms with windows and both have floor to ceiling wall, primary bedroom has walk-in closet and linen closet. in unit laundry closet. Monthly assessment covers most utilities including cooking gas, heating, AC, Internet/Cable and one storage locker, only electric bill is extra. Unit does not come with parking, and parking can be purchase or rented from other unit owner. Full ameni

$260,000

2 beds1.5 baths1,000 sq ft

8 W Monroe St #1800, Chicago, IL 60603

Fitness center • Walk-in closet • Center island

FLOOR PLAN

$400,000

3 beds1 bath1,500 sq ft

427 Grant St, Lemont, IL 60439

0.27 acre lot • 3 parking spots • Built 1930

Property at 1000 W 15th St #232, Chicago, IL 60608, 2 beds, 2 baths

$364,999

2 beds2 baths1,194 sq ft

1000 W 15th St #232, Chicago, IL 60608

Property at 706 W 81st St, Chicago, IL 60620, 4 beds, 1.5 baths

$239,900

4 beds1.5 baths1,800 sq ft

706 W 81st St, Chicago, IL 60620

Property at 5110 S Nagle Ave, Chicago, IL 60638, 4 beds, 3 baths

$529,000

4 beds3 baths3,906 sq ft

5110 S Nagle Ave, Chicago, IL 60638

Property at 9000 Wolf Rd, Burr Ridge, IL 60527, 3 beds, 2 baths

$825,000

3 beds2 baths1,862 sq ft

9000 Wolf Rd, Burr Ridge, IL 60527

Property at 1218 N Parkside Ave, Chicago, IL 60651, 7 beds, 2.5 baths

$444,900

7 beds2.5 baths4,278 sq ft

1218 N Parkside Ave, Chicago, IL 60651

Property at 3530 N Odell Ave, Chicago, IL 60634, 3 beds, 2 baths

$319,000

3 beds2 baths2,000 sq ft

3530 N Odell Ave, Chicago, IL 60634

Property at 1222 S Kildare Ave, Chicago, IL 60623, 3 beds, 1 bath

$79,900

3 beds1 bath1,412 sq ft

1222 S Kildare Ave, Chicago, IL 60623

Property at 5009 W Ogden Ave, Cicero, IL 60804, 5 beds, 3 baths

$639,999

5 beds3 baths— sq ft

5009 W Ogden Ave, Cicero, IL 60804

Property at 806 N 20th Ave, Melrose Park, IL 60160, 3 beds, 2 baths

$330,000

3 beds2 baths— sq ft

806 N 20th Ave, Melrose Park, IL 60160

Property at 10916 S Artesian Ave, Chicago, IL 60655, 9 beds, 3 baths

$829,000

9 beds3 baths— sq ft

10916 S Artesian Ave, Chicago, IL 60655

Property at 8117 S Michigan Ave, Chicago, IL 60619, 5 beds, 2 baths

$255,000

5 beds2 baths940 sq ft

8117 S Michigan Ave, Chicago, IL 60619

Property at 8015 S Avalon Ave, Chicago, IL 60619, 4 beds, 4 baths

$365,000

4 beds4 baths2,500 sq ft

8015 S Avalon Ave, Chicago, IL 60619

Property at 12207 S Elizabeth St, Chicago, IL 60643, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths966 sq ft

12207 S Elizabeth St, Chicago, IL 60643

Property at 125 N 22nd Ave, Melrose Park, IL 60160, 4 beds, 3 baths

$375,000

4 beds3 baths— sq ft

125 N 22nd Ave, Melrose Park, IL 60160

Property at 3000 Starling Ln, Rolling Meadows, IL 60008, 4 beds, 3 baths

$425,000

4 beds3 baths1,700 sq ft

3000 Starling Ln, Rolling Meadows, IL 60008

Property at 6318 N Bell Ave, Chicago, IL 60659, 9 beds, 5.5 baths

$875,000

9 beds5.5 baths— sq ft

6318 N Bell Ave, Chicago, IL 60659

Property at 586 Earl Dr, Northfield, IL 60093, 6 beds, 5 baths

$1,899,000

6 beds5 baths5,338 sq ft

586 Earl Dr, Northfield, IL 60093

Property at 7832 S Christiana Ave, Chicago, IL 60652, 4 beds, 2 baths

$260,000

4 beds2 baths1,125 sq ft

7832 S Christiana Ave, Chicago, IL 60652

Property at 8607 S Morgan St, Chicago, IL 60620, 3 beds, 1.5 baths

$134,900

3 beds1.5 baths1,300 sq ft

8607 S Morgan St, Chicago, IL 60620

Property at 505 154th Pl, Calumet City, IL 60409, 4 beds, 2 baths

$185,000

4 beds2 baths1,975 sq ft

505 154th Pl, Calumet City, IL 60409

Property at 6118 N Sheridan Rd #1102, Chicago, IL 60660, 2 beds, 2 baths

$269,900

2 beds2 baths1,200 sq ft

6118 N Sheridan Rd #1102, Chicago, IL 60660

Property at 2648 123rd St, Blue Island, IL 60406, 3 beds, 1 bath

$199,999

3 beds1 bath968 sq ft

2648 123rd St, Blue Island, IL 60406

Property at 3904-3906 W Leland Ave, Chicago, IL 60625, 6 beds, 4 baths

$975,000

6 beds4 baths— sq ft

3904-3906 W Leland Ave, Chicago, IL 60625

Property at 6439 S May St, Chicago, IL 60621, 6 beds, 2 baths

$299,000

6 beds2 baths— sq ft

6439 S May St, Chicago, IL 60621

Property at 9431 Karlov Ave, Skokie, IL 60076, 3 beds, 2.5 baths

$670,000

3 beds2.5 baths2,000 sq ft

9431 Karlov Ave, Skokie, IL 60076

Property at 4317 S Maplewood Ave, Chicago, IL 60632, 5 beds, 3 baths

$489,000

5 beds3 baths2,000 sq ft

4317 S Maplewood Ave, Chicago, IL 60632

Property at 6922 S Rockwell St, Chicago, IL 60629, 4 beds, 2 baths

$249,900

4 beds2 baths1,483 sq ft

6922 S Rockwell St, Chicago, IL 60629

Property at 2521 120th St, Blue Island, IL 60406, 3 beds, 2 baths

$275,000

3 beds2 baths2,400 sq ft

2521 120th St, Blue Island, IL 60406

Property at 4520 S King Dr Unit 1B, Chicago, IL 60653, 3 beds, 2 baths

$249,000

3 beds2 baths1,500 sq ft

4520 S King Dr Unit 1B, Chicago, IL 60653

Property at 4555 S Francisco Ave, Chicago, IL 60632, 6 beds, 3 baths

$414,500

6 beds3 baths— sq ft

4555 S Francisco Ave, Chicago, IL 60632

Property at 2222 Highland Ave, Berwyn, IL 60402, 6 beds, 3 baths

$599,900

6 beds3 baths3,200 sq ft

2222 Highland Ave, Berwyn, IL 60402

Property at 15226 Kilpatrick Ave, Oak Forest, IL 60452, 3 beds, 2 baths

$445,000

3 beds2 baths1,822 sq ft

15226 Kilpatrick Ave, Oak Forest, IL 60452

Property at 2200 E 70th Pl #203, Chicago, IL 60649, 3 beds, 3 baths

$110,000

3 beds3 baths2,200 sq ft

2200 E 70th Pl #203, Chicago, IL 60649

Property at 15539 Dobson Ave, Dolton, IL 60419, 4 beds, 2.5 baths

$195,000

4 beds2.5 baths1,924 sq ft

15539 Dobson Ave, Dolton, IL 60419

Property at 43 S Cedar St, Palatine, IL 60067, 5 beds, 3 baths

$649,900

5 beds3 baths3,700 sq ft

43 S Cedar St, Palatine, IL 60067

Property at 5215 W 63rd Pl, Chicago, IL 60638, 3 beds, 2 baths

$315,000

3 beds2 baths1,446 sq ft

5215 W 63rd Pl, Chicago, IL 60638

Viewing page 57 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 4903 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

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

3125

Deals*

4.8

Satisfaction

23437

Homes closed*

* Data from the last year

Popular Markets in Illinois

Chicago homes for sale
$378,019
Naperville homes for sale
$659,900
Schaumburg homes for sale
$374,950
Arlington Heights homes for sale
$479,500
Glenview homes for sale
$795,000
Evanston homes for sale
$450,000
Oak Park homes for sale
$390,000
Des Plaines homes for sale
$419,000
Orland Park homes for sale
$424,900
Downers Grove homes for sale
$625,000
Mount Prospect homes for sale
$450,000
Lombard homes for sale
$350,000
Glen Ellyn homes for sale
$599,900
Skokie homes for sale
$449,950
Wheaton homes for sale
$450,000

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.