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

4,701 homes + 197 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Great opportunity for any business owner! Vacant mixed-use building with 2-bedroom apartment and 1,100 SF store. Located on busy Roosevelt Road with traffic count of 23,700 vehicles per day. The upstairs 2-bedroom apartment includes a den, with living room, formal dining room, and large kitchen, as well as unique and original woodwork details. Nearby businesses along Roosevelt Road include Walgreens, Shell, Jewel-Osco, McDonald's, Culvers, Walmart, Planet Fitness and much more. Population of 266,125 within 2 miles with 93,067 households and average household income of $107K.

$249,000

— beds— baths2,200 sq ft

7235 Roosevelt Rd, Forest Park, IL 60130

Nearby businesses • 3,125 sq ft lot • Built 1909

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This 'cute-as-a-button' cottage offers the quintessential cozy lifestyle. Perfectly blending timeless character and modern comfort without sacrificing the bright and airy aesthetic. Great home with backyard to entertain or simply relax. Sold "As-Is".

$165,000

2 beds1 bath1,186 sq ft

1609 S 9th Ave, Maywood, IL 60153

5,344 sq ft lot • Garage • Built 1908

$1,650,000

4 beds4 baths3,960 sq ft

1430 Keystone Ave, River Forest, IL 60305

Outdoor fireplace • Tuff shed • Fire feature torches

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Large legal 4 unit brick building in desirable Belmont Cragin. Very large apartments with high ceilings. Building was completely remodeled with individual central heat/ac, separate water tanks for each unit, copper plumbing and updated electric. Gut rehab was done with plans and permits. New tear off roof from 2023. Large basement with 2 exits. Coin Laundry room in the basement, large backyard and 2.5 car garage plus side apron. Tenants pay all utilities except water. Very well maintained building. Some tenants are month to month for owner occupants.

$849,900

8 beds4 baths— sq ft

2438 N Laramie Ave, Chicago, IL 60639

Copper plumbing • Updated electric • Large basement

$649,900

5 beds3 baths— sq ft

4916 W Montrose Ave, Chicago, IL 60641

4,500 sq ft lot • 2 garage spots • Built 1954

Property at 3034 W Montrose Ave, Chicago, IL 60618

$1,399,000

— beds— baths6,500 sq ft

3034 W Montrose Ave, Chicago, IL 60618

Property at 2854 Pearl Ave, Melrose Park, IL 60164, 3 beds, 2 baths

$429,000

3 beds2 baths1,352 sq ft

2854 Pearl Ave, Melrose Park, IL 60164

Property at 7305 W Foster Ave, Harwood Heights, IL 60706, 3 beds, 2.5 baths

$709,000

3 beds2.5 baths3,253 sq ft

7305 W Foster Ave, Harwood Heights, IL 60706

Property at 6630 N Maplewood Ave, Chicago, IL 60645, 4 beds, 2 baths

$774,900

4 beds2 baths— sq ft

6630 N Maplewood Ave, Chicago, IL 60645

Property at 1910 Dewey Ave, Evanston, IL 60201, 5 beds, 2.5 baths

$469,900

5 beds2.5 baths1,898 sq ft

1910 Dewey Ave, Evanston, IL 60201

Property at 1125 Longvalley Rd, Glenview, IL 60025, 7 beds, 8 baths

$4,475,000

7 beds8 baths9,000 sq ft

1125 Longvalley Rd, Glenview, IL 60025

Property at 220 Shadowood Ln, Northfield, IL 60093, 5 beds, 3.5 baths

$2,750,000

5 beds3.5 baths4,858 sq ft

220 Shadowood Ln, Northfield, IL 60093

Property at 7334 S Sangamon St, Chicago, IL 60621, 3 beds, 2 baths

$199,000

3 beds2 baths— sq ft

7334 S Sangamon St, Chicago, IL 60621

Property at 7324 S Blackstone Ave, Chicago, IL 60619, 3 beds, 2 baths

$89,000

3 beds2 baths1,338 sq ft

7324 S Blackstone Ave, Chicago, IL 60619

Property at 6700 S Crandon Ave Unit 6C, Chicago, IL 60649, 3 beds, 3 baths

$185,000

3 beds3 baths1,850 sq ft

6700 S Crandon Ave Unit 6C, Chicago, IL 60649

Property at 6840 S Constance Ave, Chicago, IL 60649, 5 beds, 3 baths

$725,000

5 beds3 baths4,679 sq ft

6840 S Constance Ave, Chicago, IL 60649

Property at 7000 S Eberhart Ave, Chicago, IL 60637, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths2,000 sq ft

7000 S Eberhart Ave, Chicago, IL 60637

Property at 7056 S Parnell Ave, Chicago, IL 60621, 14 beds, 6 baths

$695,000

14 beds6 baths— sq ft

7056 S Parnell Ave, Chicago, IL 60621

Property at 601 W 47th St, Chicago, IL 60609

$615,000

— beds— baths5,780 sq ft

601 W 47th St, Chicago, IL 60609

Property at 4555 S Halsted St, Chicago, IL 60609, 5 beds, 2 baths

$430,000

5 beds2 baths— sq ft

4555 S Halsted St, Chicago, IL 60609

Property at 4830 S Ridgeway Ave, Chicago, IL 60632, 5 beds, 2 baths

$390,000

5 beds2 baths1,104 sq ft

4830 S Ridgeway Ave, Chicago, IL 60632

Property at 4900 S Laramie Ave, Chicago, IL 60638, 4 beds, 2 baths

$414,900

4 beds2 baths3,772 sq ft

4900 S Laramie Ave, Chicago, IL 60638

Property at 3353 S Aberdeen St, Chicago, IL 60608, 7 beds, 3 baths

$518,000

7 beds3 baths— sq ft

3353 S Aberdeen St, Chicago, IL 60608

Property at 3543 S Archer Ave, Chicago, IL 60609

$579,000

— beds— baths4,355 sq ft

3543 S Archer Ave, Chicago, IL 60609

Property at 2921 S Throop St, Chicago, IL 60608, 6 beds, 3 baths

$395,000

6 beds3 baths— sq ft

2921 S Throop St, Chicago, IL 60608

Property at 334 W 29th St, Chicago, IL 60616, 10 beds, 5 baths

$988,000

10 beds5 baths— sq ft

334 W 29th St, Chicago, IL 60616

Property at 1814 W Haddon Ave, Chicago, IL 60622, 5 beds, 3 baths

$799,000

5 beds3 baths— sq ft

1814 W Haddon Ave, Chicago, IL 60622

Property at 1445 N State Pkwy #1904, Chicago, IL 60610, 3 beds, 2 baths

$435,000

3 beds2 baths1,625 sq ft

1445 N State Pkwy #1904, Chicago, IL 60610

Property at 8239 S Colfax Ave, Chicago, IL 60617, 12 beds, 5 baths

$399,900

12 beds5 baths— sq ft

8239 S Colfax Ave, Chicago, IL 60617

Property at 3158 S Harding Ave, Chicago, IL 60623

$310,000

— beds— baths2,100 sq ft

3158 S Harding Ave, Chicago, IL 60623

Property at 4722 S Ada St, Chicago, IL 60609, 4 beds, 2 baths

$120,000

4 beds2 baths— sq ft

4722 S Ada St, Chicago, IL 60609

Property at 30 Washington Ave, La Grange, IL 60525, 5 beds, 2 baths

$399,888

5 beds2 baths2,317 sq ft

30 Washington Ave, La Grange, IL 60525

Property at 16951 Winchester Ave, Hazel Crest, IL 60429, 3 beds, 1.5 baths

$195,000

3 beds1.5 baths864 sq ft

16951 Winchester Ave, Hazel Crest, IL 60429

Property at 1132 Florence Ave, Evanston, IL 60202

$1,225,000

— beds— baths6,068 sq ft

1132 Florence Ave, Evanston, IL 60202

Property at 135 N 16th Ave, Melrose Park, IL 60160, 3 beds, 2 baths

$399,900

3 beds2 baths1,800 sq ft

135 N 16th Ave, Melrose Park, IL 60160

Property at 15046 Perry Ave, South Holland, IL 60473, 3 beds, 2 baths

$71,400

3 beds2 baths2,488 sq ft

15046 Perry Ave, South Holland, IL 60473

Property at 3206 W 66th St, Chicago, IL 60629, 8 beds, 4 baths

$599,900

8 beds4 baths— sq ft

3206 W 66th St, Chicago, IL 60629

Property at 8213 S Indiana Ave, Chicago, IL 60619, 4 beds, 2 baths

$349,900

4 beds2 baths— sq ft

8213 S Indiana Ave, Chicago, IL 60619

Property at 7732 S Phillips Ave, Chicago, IL 60649, 11 beds, 7 baths

$620,000

11 beds7 baths— sq ft

7732 S Phillips Ave, Chicago, IL 60649

Property at 4231 W Madison St, Chicago, IL 60624

$499,900

— beds— baths10,500 sq ft

4231 W Madison St, Chicago, IL 60624

Property at 4534 S Honore St, Chicago, IL 60609, 4 beds, 2 baths

$130,000

4 beds2 baths600 sq ft

4534 S Honore St, Chicago, IL 60609

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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 4898 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.

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