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

4,669 homes + 194 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Move right into this beautifully maintained home offering two fully finished living levels-ideal for multi-generational living, an in-law arrangement, or additional flexibility. The main level features a bright and inviting living room, a separate dining room, two spacious bedrooms, a full bathroom, and a generously sized kitchen perfect for everyday living. The second floor has its own private entrance and offers a self-contained living space complete with two bedrooms, a full bathroom, and a large open-concept living room and kitchen. The full unfinished basement provides endless possibilities for additional living space, storage, or your future finishing ideas. Major updates were complet

$430,000

4 beds2 baths1,500 sq ft

7709 W Addison St, Chicago, IL 60634

Private entrance • 3,750 sq ft lot • 2 garage spots

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Amazing, Stunning, Chicago Andersonville Condo!! Rare to find!! The Perfect location! Move right into this beautiful, bright condo! Well maintained vintage building, investor-friendly, pets allowed, low assessments, and situated in a gorgeous courtyard building! 1 Bedroom, 1 Bathroom! Great features include; bright and spacious, hardwood floors, a great layout! Beautiful spacious, updated kitchen! Free in-building laundry included! Storage unit. This condo has everything!! EXCELLENT location on quiet street close to restaurants, shopping, schools, parks, trains & highway! You can't beat it! TAKE ADVANTAGE OF THIS OPPORTUNITY! COME AND SEE ALL THIS LUXURY! YOU'RE GOING TO LOVE IT!

$280,000

1 bed1 bath700 sq ft

5314 N Glenwood Ave Unit 1W, Chicago, IL 60640

Quiet street • Vintage building • In building laundry

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to this beautifully renovated classic brick octagonal bungalow perfectly situated in the heart of Elmwood Park. Offering 4 bedrooms, 3 full bathrooms and additional office, this home combines timeless Chicago-area architecture with extensive modern updates, quality finishes, and plenty of space for today's lifestyle. Step inside to discover newly refinished hardwood floors, fresh trim work, brand-new windows, and beautiful finishes throughout. The heart of the home is the stunning custom kitchen, featuring sleek cabinetry, quartz countertops w/ backsplash, and a thoughtfully designed layout perfect for both everyday living and entertaining. The upper level offers two additional bedr

$629,000

4 beds3 baths2,850 sq ft

2711 N 77th Ave, Elmwood Park, IL 60707

Custom kitchen • New drywall • Quartz countertops

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
First floor bedroom with direct exterior entrance and adjacent full bath make a perfect in-law suite, private home office, or possibly even an AirBNB space. Entire home is nicely updated with new kitchen cabinets and counters and new stainless steel appliances and even a washer and dryer are included. Easy care plank flooring throughout (no carpet here!) and fresh paint throughout. Fully updated baths feature modern tile walls for enduring beauty and easy care. And for a nice bit of style, as you enter, you are greeted with a designer custom wall and a modern fireplace creating an inviting and relaxing entertaining space to greet you and your guests. New heat and A/C. Top it all off with a

$199,999

4 beds2 baths1,470 sq ft

226 S Orchard Dr, Park Forest, IL 60466

In-law suite • Adjacent full bath • Airbnb space

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to this spacious 4-bedroom, 2-bathroom home located in the heart of Chicago Heights. This property features a comfortable living room with a cozy fireplace, perfect for relaxing or entertaining. The home includes a full unfinished basement offering ample storage space or potential for future expansion. Outside, enjoy a roomy yard and a 2-car detached garage providing convenient parking and additional storage. Rehab work was started but not completed-perfect opportunity for investors or buyers looking to add their finishing touches. Being sold in AS IS condition, no surveys nor disclosures, taxes prorated. Great potential and value-bring your bright ideas and make this your home for

$109,900

4 beds2 baths1,808 sq ft

289 W 16th St, Chicago Heights, IL 60411

Cozy fireplace • Roomy yard • Detached garage

Property at 8957 S Main St, Hometown, IL 60456, 4 beds, 2 baths

$239,900

4 beds2 baths1,050 sq ft

8957 S Main St, Hometown, IL 60456

Property at 6806 Maple Ct, Bridgeview, IL 60455, 3 beds, 2 baths

$314,999

3 beds2 baths1,375 sq ft

6806 Maple Ct, Bridgeview, IL 60455

Property at 12557 Ann St, Blue Island, IL 60406, 4 beds, 2 baths

$93,900

4 beds2 baths1,504 sq ft

12557 Ann St, Blue Island, IL 60406

Property at 2632 N Merrimac Ave, Chicago, IL 60639, 5 beds, 2 baths

$429,999

5 beds2 baths1,070 sq ft

2632 N Merrimac Ave, Chicago, IL 60639

Property at 10649 S Sangamon St, Chicago, IL 60643, 3 beds, 2 baths

$200,000

3 beds2 baths1,232 sq ft

10649 S Sangamon St, Chicago, IL 60643

Property at 8636 Massasoit Ave, Burbank, IL 60459, 3 beds, 2 baths

$319,900

3 beds2 baths1,500 sq ft

8636 Massasoit Ave, Burbank, IL 60459

Property at 9543 S Mozart St, Evergreen Park, IL 60805, 3 beds, 2 baths

$322,000

3 beds2 baths1,600 sq ft

9543 S Mozart St, Evergreen Park, IL 60805

Property at 630 Hull Ter Unit 1W, Evanston, IL 60202, 2 beds, 1 bath

$210,000

2 beds1 bath851 sq ft

630 Hull Ter Unit 1W, Evanston, IL 60202

Property at 2433 S Keystone Ave, North Riverside, IL 60546, 2 beds, 2 baths

$334,900

2 beds2 baths1,000 sq ft

2433 S Keystone Ave, North Riverside, IL 60546

Property at 506 Bonnie Brae Pl Unit 1G, River Forest, IL 60305, 1 bed, 1 bath

$170,000

1 bed1 bath701 sq ft

506 Bonnie Brae Pl Unit 1G, River Forest, IL 60305

Property at 6437 26th St, Berwyn, IL 60402, 5 beds, 4 baths

$515,000

5 beds4 baths2,818 sq ft

6437 26th St, Berwyn, IL 60402

Property at 3844 N Pacific Ave, Chicago, IL 60634, 4 beds, 1 bath

$415,000

4 beds1 bath1,188 sq ft

3844 N Pacific Ave, Chicago, IL 60634

Property at 3814 W Ohio St, Chicago, IL 60624, 10 beds, 4 baths

$650,000

10 beds4 baths— sq ft

3814 W Ohio St, Chicago, IL 60624

Property at 2123 Howard St Unit 1H, Evanston, IL 60202, 2 beds, 1 bath

$175,000

2 beds1 bath900 sq ft

2123 Howard St Unit 1H, Evanston, IL 60202

Property at 4035-37 W Harrison St, Chicago, IL 60624, 12 beds, 5 baths

$499,900

12 beds5 baths— sq ft

4035-37 W Harrison St, Chicago, IL 60624

Property at 5728 S Parkside Ave, Chicago, IL 60638, 9 beds, 5 baths

$500,999

9 beds5 baths3,326 sq ft

5728 S Parkside Ave, Chicago, IL 60638

Property at 5409 S Sawyer Ave, Chicago, IL 60632, 4 beds, 3 baths

$349,000

4 beds3 baths1,400 sq ft

5409 S Sawyer Ave, Chicago, IL 60632

Property at 1528 S 50th Ave, Cicero, IL 60804, 6 beds, 2.5 baths

$399,000

6 beds2.5 baths— sq ft

1528 S 50th Ave, Cicero, IL 60804

Property at 11209 S Hermosa Ave, Chicago, IL 60643, 4 beds, 2 baths

$289,900

4 beds2 baths1,760 sq ft

11209 S Hermosa Ave, Chicago, IL 60643

Property at 425 47th Ave, Bellwood, IL 60104, 3 beds, 2 baths

$359,900

3 beds2 baths1,200 sq ft

425 47th Ave, Bellwood, IL 60104

Property at 8321 Monticello Ave #8321, Skokie, IL 60076, 2 beds, 1.5 baths

$349,900

2 beds1.5 baths— sq ft

8321 Monticello Ave #8321, Skokie, IL 60076

Property at 2417 S Troy St, Chicago, IL 60623, 2 beds, 3 baths

$230,000

2 beds3 baths660 sq ft

2417 S Troy St, Chicago, IL 60623

Property at 346 N Austin Blvd Unit G, Oak Park, IL 60302, 2 beds, 1 bath

$191,000

2 beds1 bath— sq ft

346 N Austin Blvd Unit G, Oak Park, IL 60302

Property at 5810 W 35th St, Cicero, IL 60804, 5 beds, 4 baths

$449,000

5 beds4 baths— sq ft

5810 W 35th St, Cicero, IL 60804

Property at 487 Wentworth Ave, Calumet City, IL 60409, 3 beds, 1 bath

$99,900

3 beds1 bath903 sq ft

487 Wentworth Ave, Calumet City, IL 60409

Property at 2924 N 75th Ct, Elmwood Park, IL 60707, 5 beds, 2 baths

$630,800

5 beds2 baths— sq ft

2924 N 75th Ct, Elmwood Park, IL 60707

Property at 319 N Lotus Ave, Chicago, IL 60644, 7 beds, 2 baths

$360,000

7 beds2 baths— sq ft

319 N Lotus Ave, Chicago, IL 60644

Property at 839 W 54th St, Chicago, IL 60609, 3 beds, 2 baths

$219,000

3 beds2 baths1,200 sq ft

839 W 54th St, Chicago, IL 60609

Property at 1620 N 73rd Ct, Elmwood Park, IL 60707, 3 beds, 2 baths

$479,900

3 beds2 baths1,643 sq ft

1620 N 73rd Ct, Elmwood Park, IL 60707

Property at 15122 Meadow Ln, Dolton, IL 60419, 4 beds, 2 baths

$129,900

4 beds2 baths1,487 sq ft

15122 Meadow Ln, Dolton, IL 60419

Property at 8533 S Manistee Ave, Chicago, IL 60617, 5 beds, 3 baths

$149,900

5 beds3 baths— sq ft

8533 S Manistee Ave, Chicago, IL 60617

Property at 8019 S Eberhart Ave, Chicago, IL 60619, 6 beds, 3 baths

$415,000

6 beds3 baths— sq ft

8019 S Eberhart Ave, Chicago, IL 60619

Property at 14 Wilson Ct, Park Forest, IL 60466, 3 beds, 2 baths

$239,700

3 beds2 baths1,525 sq ft

14 Wilson Ct, Park Forest, IL 60466

Property at 336 Mohawk St, Park Forest, IL 60466, 2 beds, 1 bath

$143,000

2 beds1 bath1,309 sq ft

336 Mohawk St, Park Forest, IL 60466

Property at 8731 S Carpenter St, Chicago, IL 60620, 4 beds, 2 baths

$219,000

4 beds2 baths1,001 sq ft

8731 S Carpenter St, Chicago, IL 60620

Property at 8040 S 85th Ct, Justice, IL 60458, 3 beds, 1 bath

$305,000

3 beds1 bath1,000 sq ft

8040 S 85th Ct, Justice, IL 60458

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Based on information submitted to the MLS GRID as of Fri Aug 28 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 4863 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.

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