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

4,708 homes + 195 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Great opportunity home in the Humboldt Park Community. Home has been renovated in the last couple of years. Highlights include gorgeous modern eat in kitchen with custom cabinetry, recessed lighting and granite counter tops. There are 3 spacious bedrooms on main level, and a ceramic tiled bath. Full basement has laundry area and extra rooms that can be used as bedrooms. Enjoy the brand new deck, recently installed new concrete in yard and installed wrought iron sliding gate. Home also features new rubber roof and tuck pointing, a 2 car garage. This home is perfect for a contractor and for a family with lots of vehicles, since it is on the corner and sliding gate can let you store additiona

$299,900

3 beds1 bath1,155 sq ft

1300 N Monticello Ave, Chicago, IL 60651

Custom cabinetry • Open floor plan • Renovated

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to this classic bungalow in the heart of Maywood, offering endless potential for homeowners and investors alike! This solid home features beautiful hardwood floors throughout the main level and two additional bedrooms in the finished attic, providing flexible living space for a growing family, guests, or a home office. The full unfinished basement offers a blank canvas to create additional living space, a recreation room, or extra storage. Situated on an oversized lot, the property also includes a long driveway and a detached two-car garage, providing ample parking and outdoor space. While the home could benefit from updates and some TLC, it is in livable condition with strong bones

$225,000

3 beds2 baths2,786 sq ft

812 S 21st Ave, Maywood, IL 60153

Finished attic • Long driveway • Oversized lot

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Attractive red brick Colonial on a corner lot. The home was custom built in 1933 with a slate roof; bay windows and brick driveway. The home is walking distance to elementary & junior high schools with adjoining or nearby beautiful parks. North Ave is conveniently within walking distance to grocery stores; salons, a wide choice of cafes and restaurants. This home had 3 level's when it was built. However a 4th level of living space included a 2 room suite, wall to wall closest; work-study-hobby area and & private bath. Currently there are 5 bedrooms - 5 full baths and 2 half baths. The 1st floor has a suite ideal for guests; relatives or live in. The center entrance has a marble

$1,150,000

5 beds6 baths3,503 sq ft

1402 Lathrop Ave, River Forest, IL 60305

Brick driveway • Bay windows • Red brick colonial

$459,900

1 bed1.5 baths1,300 sq ft

2614 N Clybourn Ave #301, Chicago, IL 60614

Stone countertops • Beverage area • Updated kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This is your rare opportunity to own a distinctive 4-bedroom, 2-bath single-family home that's full of character, space, and endless potential. Location!! Don't overlook this hidden gem - Whether you're looking for a place to make your own or an investment with upside, this property offers the perfect canvas. Inside, you'll find a spacious and versatile floor plan filled with natural light, central A/C for year-round comfort, and generously sized living areas ready for your personal vision. The four bedrooms provide flexibility for a growing family, guests, or a dedicated home office, while two full bathrooms offer everyday convenience. Step outside and enjoy the peaceful garden and invitin

$520,000

4 beds2 baths1,078 sq ft

2945 N California Ave, Chicago, IL 60618

Covered front porch • Peaceful garden • Spacious floor plan

Property at 3230 N Neva Ave, Chicago, IL 60634, 5 beds, 2 baths

$529,000

5 beds2 baths2,100 sq ft

3230 N Neva Ave, Chicago, IL 60634

Property at 4239 N Albany Ave, Chicago, IL 60618, 6 beds, 3 baths

$699,000

6 beds3 baths— sq ft

4239 N Albany Ave, Chicago, IL 60618

Property at 5012 N Tripp Ave, Chicago, IL 60630, 5 beds, 3.5 baths

$585,000

5 beds3.5 baths2,026 sq ft

5012 N Tripp Ave, Chicago, IL 60630

Property at 5459 N Lovejoy Ave, Chicago, IL 60630, 5 beds, 3 baths

$749,000

5 beds3 baths— sq ft

5459 N Lovejoy Ave, Chicago, IL 60630

Property at 6952 W Summerdale Ave, Chicago, IL 60656, 4 beds, 2.5 baths

$524,000

4 beds2.5 baths2,400 sq ft

6952 W Summerdale Ave, Chicago, IL 60656

Property at 3526 N Overhill Ave, Chicago, IL 60634, 10 beds, 5 baths

$670,000

10 beds5 baths3,675 sq ft

3526 N Overhill Ave, Chicago, IL 60634

Property at 4603 Kolze Ave, Schiller Park, IL 60176, 4 beds, 3 baths

$469,900

4 beds3 baths2,300 sq ft

4603 Kolze Ave, Schiller Park, IL 60176

Property at 413 Dempster St, Evanston, IL 60201, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,384 sq ft

413 Dempster St, Evanston, IL 60201

Property at 7141 N Kedvale Ave, Lincolnwood, IL 60712, 5 beds, 3.5 baths

$799,000

5 beds3.5 baths3,000 sq ft

7141 N Kedvale Ave, Lincolnwood, IL 60712

Property at 7119 N Merrimac Ave, Chicago, IL 60646, 4 beds, 3 baths

$690,000

4 beds3 baths2,550 sq ft

7119 N Merrimac Ave, Chicago, IL 60646

Property at 5142 Jarlath Ave, Skokie, IL 60077, 4 beds, 1.5 baths

$499,900

4 beds1.5 baths2,000 sq ft

5142 Jarlath Ave, Skokie, IL 60077

Property at 8916 Gross Point Rd, Skokie, IL 60077, 3 beds, 1.5 baths

$378,000

3 beds1.5 baths1,446 sq ft

8916 Gross Point Rd, Skokie, IL 60077

Property at 9414 Harding Ave, Evanston, IL 60203, 3 beds, 2.5 baths

$695,000

3 beds2.5 baths1,800 sq ft

9414 Harding Ave, Evanston, IL 60203

Property at 204 S Home Ave, Park Ridge, IL 60068, 4 beds, 1.5 baths

$750,000

4 beds1.5 baths1,708 sq ft

204 S Home Ave, Park Ridge, IL 60068

Property at 501 N Northwest Hwy, Park Ridge, IL 60068, 6 beds, 2 baths

$650,000

6 beds2 baths2,078 sq ft

501 N Northwest Hwy, Park Ridge, IL 60068

Property at 509 E Lincoln St, Arlington Heights, IL 60005, 3 beds, 2 baths

$489,900

3 beds2 baths1,017 sq ft

509 E Lincoln St, Arlington Heights, IL 60005

Property at 623 S Arlington Heights Rd, Arlington Heights, IL 60005, 3 beds, 1.5 baths

$549,900

3 beds1.5 baths1,400 sq ft

623 S Arlington Heights Rd, Arlington Heights, IL 60005

Property at 2288 S Westwood Ln, Palatine, IL 60067, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths1,957 sq ft

2288 S Westwood Ln, Palatine, IL 60067

Property at 215 S Forest Ave, Palatine, IL 60074, 4 beds, 3 baths

$431,900

4 beds3 baths1,499 sq ft

215 S Forest Ave, Palatine, IL 60074

Property at 135 W Lake St, Barrington, IL 60010, 5 beds, 3.5 baths

$1,625,000

5 beds3.5 baths4,152 sq ft

135 W Lake St, Barrington, IL 60010

Property at 7500 S Honore St, Chicago, IL 60620, 3 beds, 2 baths

$289,000

3 beds2 baths1,100 sq ft

7500 S Honore St, Chicago, IL 60620

Property at 6934 S Eberhart Ave, Chicago, IL 60637, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths3,200 sq ft

6934 S Eberhart Ave, Chicago, IL 60637

Property at 6839 S Parnell Ave, Chicago, IL 60621, 4 beds, 1 bath

$59,900

4 beds1 bath1,680 sq ft

6839 S Parnell Ave, Chicago, IL 60621

Property at 818 W 71st St, Chicago, IL 60621, 55 beds, 26 baths

$495,000

55 beds26 baths— sq ft

818 W 71st St, Chicago, IL 60621

Property at 6433 S Aberdeen St, Chicago, IL 60621, 7 beds, 3 baths

$334,999

7 beds3 baths— sq ft

6433 S Aberdeen St, Chicago, IL 60621

Property at 6532 S Ashland Ave, Chicago, IL 60636

$219,000

— beds— baths— sq ft

6532 S Ashland Ave, Chicago, IL 60636

Property at 4956 S Indiana Ave, Chicago, IL 60615, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,956 sq ft

4956 S Indiana Ave, Chicago, IL 60615

Property at 5225 S Wood St, Chicago, IL 60609, 3 beds, 2 baths

$100,000

3 beds2 baths672 sq ft

5225 S Wood St, Chicago, IL 60609

Property at 437 W 44th Pl, Chicago, IL 60609, 3 beds, 2 baths

$429,900

3 beds2 baths2,027 sq ft

437 W 44th Pl, Chicago, IL 60609

Property at 511 W 45th St, Chicago, IL 60609, 2 beds, 1 bath

$250,000

2 beds1 bath820 sq ft

511 W 45th St, Chicago, IL 60609

Property at 7326 S Francisco Ave, Chicago, IL 60629, 3 beds, 2 baths

$240,000

3 beds2 baths1,216 sq ft

7326 S Francisco Ave, Chicago, IL 60629

Property at 6515 S Mozart St, Chicago, IL 60629, 3 beds, 2 baths

$295,000

3 beds2 baths1,800 sq ft

6515 S Mozart St, Chicago, IL 60629

Property at 29 Springlake Ave, Hinsdale, IL 60521, 3 beds, 2 baths

$660,000

3 beds2 baths1,247 sq ft

29 Springlake Ave, Hinsdale, IL 60521

Property at 3069 S Lock St, Chicago, IL 60608, 4 beds, 2 baths

$399,900

4 beds2 baths— sq ft

3069 S Lock St, Chicago, IL 60608

Property at 1150 N Lake Shore Dr Unit 13C, Chicago, IL 60611, 2 beds, 1 bath

$299,000

2 beds1 bath1,100 sq ft

1150 N Lake Shore Dr Unit 13C, Chicago, IL 60611

Property at 3847 Euclid Ave, Berwyn, IL 60402, 29 beds, 20 baths

$520,000

29 beds20 baths5,013 sq ft

3847 Euclid Ave, Berwyn, IL 60402

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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 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.

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