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

4,698 homes + 198 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Don't miss this incredible opportunity. A 2 flat property in East Garfield Park area. This spacious 6-bed, 5-bath duplex on the 1st floor is currently rented for 2000 a month and the 2nd floor is 1800. The property was renovated at in 2023, and the tenants have been there since mid 2024. This cash cow is beautiful with a 2-car garage, paved back yard, security gate and more. Run don't wait this deal won't last long. Sold As Is! Open viewing 6/13 12-2pm

$600,000

6 beds5 baths— sq ft

3446 W Jackson Blvd, Chicago, IL 60624

Renovated • Security gate • 2 car garage

$259,900

1 bed1 bath950 sq ft

3600 N Lake Shore Dr #1624, Chicago, IL 60613

Breathtaking views • Built-in wine rack • Modern kitchen

$94,900

3 beds1 bath985 sq ft

4118 W Midlothian Ave, Robbins, IL 60472

Secluded retreat • Double lot • Outdoor enjoyment

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
* * Inquire for great seller financing option. * * Beautifully renovated 1 bed + office condo on Burton Place in historic Old Town. Nestled amongst mature trees, this home enjoys excellent natural light throughout thanks to the oversized lot and generous neighboring setbacks. Architect-led, the renovation thoughtfully maximizes style, comfort, and functionality in an efficient layout. Starting with a direct entrance into the unit and a large foyer before entering the living room where custom bookcases adorn the walls and the gas fireplace anchors the room. Adjacent to the living room is a private office with a south-east facing window welcoming sunlight and the gentle sound of the neighb

$465,000

1 bed1 bath— sq ft

159 W Burton Pl Unit G, Chicago, IL 60610

$193 HOA • Built 1891 • Listed 199 days

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to 12416 S Princeton - a beautifully updated and maintained cape cod style home located Chicago's West Pullman neighborhood. With 3-bedrooms and 1-bath, this charming home has a deceiving amount of living space and has a ton of potential for the next buyer to make it their own. The main level offers a light-filled living room, an efficient kitchen with good cabinet storage and one main level bedroom, perfect for an office or guest room. The top floor boasts 2 large bedrooms with fantastic closet space. A full basement adds flexibility for additional living / hang out space along with laundry and extra storage. The backyard is perfect for entertaining and enjoying Chicago's summers.

$167,500

3 beds1 bath1,160 sq ft

12416 S Princeton Ave, Chicago, IL 60628

Main level bedroom • Cape cod style home • Efficient kitchen

Property at 12338 S Elizabeth St, Calumet Park, IL 60827, 2 beds, 1 bath

$124,900

2 beds1 bath960 sq ft

12338 S Elizabeth St, Calumet Park, IL 60827

Property at 2812 S Trumbull Ave, Chicago, IL 60623, 4 beds, 2 baths

$419,900

4 beds2 baths— sq ft

2812 S Trumbull Ave, Chicago, IL 60623

Property at Sign in for address, Chicago, IL 60624, 7 beds, 2 baths

$240,000

7 beds2 baths— sq ft

Property at 1016 Arthur St, Park Ridge, IL 60068, 3 beds, 1.5 baths

$649,900

3 beds1.5 baths1,141 sq ft

1016 Arthur St, Park Ridge, IL 60068

Property at 1708 W Steuben St, Chicago, IL 60643, 4 beds, 2 baths

$295,000

4 beds2 baths2,000 sq ft

1708 W Steuben St, Chicago, IL 60643

Property at 2423 W Moffat St, Chicago, IL 60647, 6 beds, 5 baths

$999,000

6 beds5 baths— sq ft

2423 W Moffat St, Chicago, IL 60647

Property at 3118 W 16th St, Chicago, IL 60623, 7 beds, 3 baths

$330,000

7 beds3 baths2,425 sq ft

3118 W 16th St, Chicago, IL 60623

Property at 850 N Lake Shore Dr #507, Chicago, IL 60611, 1 bed, 1 bath

$499,000

1 bed1 bath1,059 sq ft

850 N Lake Shore Dr #507, Chicago, IL 60611

Property at 3950 N Lake Shore Dr #2312, Chicago, IL 60613, 1 bed, 1 bath

$205,000

1 bed1 bath850 sq ft

3950 N Lake Shore Dr #2312, Chicago, IL 60613

Property at 5016 S Prairie Ave #1, Chicago, IL 60615, 3 beds, 2 baths

$159,900

3 beds2 baths2,251 sq ft

5016 S Prairie Ave #1, Chicago, IL 60615

Property at 850 N Lake Shore Dr #1807, Chicago, IL 60611, 2 beds, 2 baths

$1,032,000

2 beds2 baths1,402 sq ft

850 N Lake Shore Dr #1807, Chicago, IL 60611

Property at 110 Forestdale Pkwy, Calumet City, IL 60409, 5 beds, 2.5 baths

$152,500

5 beds2.5 baths2,282 sq ft

110 Forestdale Pkwy, Calumet City, IL 60409

Property at 15210 Evers St, Dolton, IL 60419, 3 beds, 1 bath

$105,000

3 beds1 bath1,126 sq ft

15210 Evers St, Dolton, IL 60419

Property at 3636 172nd St, Lansing, IL 60438, 3 beds, 1 bath

$49,000

3 beds1 bath1,166 sq ft

3636 172nd St, Lansing, IL 60438

Property at 15112 Honore Ave, Harvey, IL 60426, 3 beds, 1 bath

$117,000

3 beds1 bath874 sq ft

15112 Honore Ave, Harvey, IL 60426

Property at 860 N Lake Shore Dr Unit 5M, Chicago, IL 60611, 3 beds, 2 baths

$499,000

3 beds2 baths1,600 sq ft

860 N Lake Shore Dr Unit 5M, Chicago, IL 60611

Property at 2530 N Neva Ave, Chicago, IL 60707, 8 beds, 7 baths

$779,000

8 beds7 baths— sq ft

2530 N Neva Ave, Chicago, IL 60707

Property at 417 Lakewood Blvd, Park Forest, IL 60466, 3 beds, 1 bath

$140,000

3 beds1 bath1,248 sq ft

417 Lakewood Blvd, Park Forest, IL 60466

Property at 12620 S Racine Ave, Calumet Park, IL 60827, 5 beds, 2 baths

$200,000

5 beds2 baths1,848 sq ft

12620 S Racine Ave, Calumet Park, IL 60827

Property at 175 N Lavergne Ave, Chicago, IL 60644, 4 beds, 2 baths

$195,000

4 beds2 baths— sq ft

175 N Lavergne Ave, Chicago, IL 60644

Property at 6120 W School St, Chicago, IL 60634, 4 beds, 3 baths

$535,000

4 beds3 baths1,026 sq ft

6120 W School St, Chicago, IL 60634

Property at 514 S Humphrey Ave, Oak Park, IL 60304, 5 beds, 2.5 baths

$650,000

5 beds2.5 baths2,915 sq ft

514 S Humphrey Ave, Oak Park, IL 60304

Property at 5530 S Shore Dr Unit 17A, Chicago, IL 60637, 2 beds, 1 bath

$110,000

2 beds1 bath— sq ft

5530 S Shore Dr Unit 17A, Chicago, IL 60637

Property at 9608 S Wallace St, Chicago, IL 60628, 2 beds, 1 bath

$123,000

2 beds1 bath960 sq ft

9608 S Wallace St, Chicago, IL 60628

Property at 1024 W 18th Pl, Chicago, IL 60608, 4 beds, 3 baths

$1,199,000

4 beds3 baths— sq ft

1024 W 18th Pl, Chicago, IL 60608

Property at 119 E 146th St, Riverdale, IL 60827, 3 beds, 1 bath

$80,000

3 beds1 bath1,172 sq ft

119 E 146th St, Riverdale, IL 60827

Property at 13621 S Homan Ave, Robbins, IL 60472, 4 beds, 2 baths

$295,000

4 beds2 baths2,300 sq ft

13621 S Homan Ave, Robbins, IL 60472

Property at 1118 S 7th Ave, Maywood, IL 60153, 6 beds, 4 baths

$399,900

6 beds4 baths— sq ft

1118 S 7th Ave, Maywood, IL 60153

Property at 7514 S Dante Ave, Chicago, IL 60619, 8 beds, 3 baths

$284,900

8 beds3 baths— sq ft

7514 S Dante Ave, Chicago, IL 60619

Property at 2310 W Belmont Ave, Chicago, IL 60618

$1,099,000

— beds— baths4,416 sq ft

2310 W Belmont Ave, Chicago, IL 60618

Property at 619 E Groveland Park, Chicago, IL 60653, 10 beds, 11 baths

$1,200,000

10 beds11 baths— sq ft

619 E Groveland Park, Chicago, IL 60653

Property at 2412 High St, Blue Island, IL 60406

$175,000

Studio— baths— sq ft

2412 High St, Blue Island, IL 60406

Property at 9170 Crescent Ct, Oak Lawn, IL 60453, 2 beds, 1 bath

$280,100

2 beds1 bath917 sq ft

9170 Crescent Ct, Oak Lawn, IL 60453

Property at 159 E Walton Pl, Chicago, IL 60611, 4 beds, 4.5 baths

$8,400,000

4 beds4.5 baths7,880 sq ft

159 E Walton Pl, Chicago, IL 60611

Property at 1122 W Lunt Ave Unit 6C, Chicago, IL 60626, 2 beds, 1 bath

$299,000

2 beds1 bath900 sq ft

1122 W Lunt Ave Unit 6C, Chicago, IL 60626

Property at 1657 N Artesian Ave, Chicago, IL 60647, 10 beds, 3 baths

$1,100,000

10 beds3 baths— sq ft

1657 N Artesian Ave, Chicago, IL 60647

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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 4896 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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