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

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Now 80% sold and ready for immediate occupancy! One-, two-, and three-bedroom units available ranging from 1000-3700+ square feet. 201 is a 2464 sq ft two-bedroom with multi-purpose den, family room, 9' ceilings, loads of closets, kitchen with all new SS Bosch appliances and new, in-unit Whirlpool washer and dryer. 850 Lake Shore Drive, awarded Development of the Year, is a fully amenitized, beautifully renovated historic building along Chicago's lakefront that blends timeless architecture with modern luxury. The grand lobby sets the tone with soaring ceilings, elegant chandeliers, and refined architectural details throughout. Residents enjoy exceptional amenities, including a heated indoor

$999,000

2 beds2.5 baths2,464 sq ft

850 N Lake Shore Dr #201, Chicago, IL 60611

Multi-purpose den • Grand lobby • Soaring ceilings

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
OWNER OCCUPIED OPPORTUNITY! This well-maintained 2-unit property offers both immediate income potential and owner-occupant flexibility. One unit is currently occupied, providing steady rental income, while the second vacant unit is ready for a new tenant or owner occupant. This property features a functional layout with bright living areas, generously sized bedrooms, and plenty of potential to make it your own. Don't miss it -- see the potential this property has to offer! * * The property taxes do not represent a Homeowner Exemption. * * Seller is motivated.

$279,900

8 beds2 baths— sq ft

35 W 109th St, Chicago, IL 60628

Functional layout • Steady rental income • Bright living areas

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
LEGAL THREE FLAT- SUPER LOW TAXES, TWO 3 BEDROOM UNITS AND A TWO BEDROOM UNIT. UPPER TWO UNITS HAVE HARDWOOD FLOORS. LARGE UNFINISHED ATTIC SPACE - POSSIBLE DUPLEX UP. COMMON AREA WASHER/DRYER AND 1.5 CAR GARAGE.

$275,000

10 beds3 baths— sq ft

8112 S Exchange Ave, Chicago, IL 60617

1.5 car garage • Hardwood floors • Garage

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Fully occupied 3-unit investment property offering strong rental potential in Chicago. Rehabbed in 2020, this well-maintained building features three spacious units, each offering 3 bedrooms and 1 bathroom. Interior highlights include hardwood flooring throughout and on-site laundry for tenant convenience. Exterior features include a fenced yard, providing additional outdoor space and privacy. Excellent opportunity for investors seeking a stabilized multi-unit property with updated interiors and consistent occupancy. See marketing flyer under additional info tab!

$475,000

9 beds3 baths— sq ft

9133 S Essex Ave, Chicago, IL 60617

Hardwood flooring • Fenced yard • Investment property

$90,000

5 beds2 baths— sq ft

15544 Turlington Ave, Harvey, IL 60426

Prime corner lot • Convenient location • Maximizing privacy

Property at 257 Minocqua St, Park Forest, IL 60466, 2 beds, 1 bath

$145,900

2 beds1 bath949 sq ft

257 Minocqua St, Park Forest, IL 60466

Property at 1047 N Western Ave #1, Chicago, IL 60622

$849,900

— beds— baths— sq ft

1047 N Western Ave #1, Chicago, IL 60622

Property at 5656 S Marshfield Ave, Chicago, IL 60636, 16 beds, 8 baths

$565,000

16 beds8 baths— sq ft

5656 S Marshfield Ave, Chicago, IL 60636

Property at 7800 S Exchange Ave, Chicago, IL 60649, 9 beds, 6 baths

$525,000

9 beds6 baths— sq ft

7800 S Exchange Ave, Chicago, IL 60649

Property at 14111 S State St, Riverdale, IL 60827, 4 beds, 2 baths

$239,000

4 beds2 baths1,146 sq ft

14111 S State St, Riverdale, IL 60827

Property at 6103 S Ingleside Ave #1, Chicago, IL 60637, 2 beds, 1 bath

$120,000

2 beds1 bath— sq ft

6103 S Ingleside Ave #1, Chicago, IL 60637

Property at 1702 S 4th Ave, Maywood, IL 60153, 4 beds, 2 baths

$440,000

4 beds2 baths1,800 sq ft

1702 S 4th Ave, Maywood, IL 60153

Property at 8119 S Escanaba Ave, Chicago, IL 60617, 10 beds, 4 baths

$199,900

10 beds4 baths— sq ft

8119 S Escanaba Ave, Chicago, IL 60617

Property at 7935 S Kingston Ave, Chicago, IL 60617, 5 beds, 2 baths

$140,000

5 beds2 baths1,100 sq ft

7935 S Kingston Ave, Chicago, IL 60617

Property at 32 W 110th Pl, Chicago, IL 60628, 3 beds, 1.5 baths

$139,900

3 beds1.5 baths864 sq ft

32 W 110th Pl, Chicago, IL 60628

Property at 8216 S Archer Ave, Willow Springs, IL 60480

$850,000

— beds— baths3,448 sq ft

8216 S Archer Ave, Willow Springs, IL 60480

Property at 6837 S Clyde Ave, Chicago, IL 60649, 20 beds, 14 baths

$1,050,000

20 beds14 baths— sq ft

6837 S Clyde Ave, Chicago, IL 60649

Property at 241 Webb St, Calumet City, IL 60409, 3 beds, 1.5 baths

$134,900

3 beds1.5 baths1,115 sq ft

241 Webb St, Calumet City, IL 60409

(219) 662-3000

Property at 5427 S Hermitage Ave, Chicago, IL 60609, 5 beds, 2 baths

$395,000

5 beds2 baths— sq ft

5427 S Hermitage Ave, Chicago, IL 60609

Property at 10721 S Wentworth Ave, Chicago, IL 60628, 5 beds, 3 baths

$130,000

5 beds3 baths— sq ft

10721 S Wentworth Ave, Chicago, IL 60628

Property at 5234 S Carpenter St, Chicago, IL 60609, 8 beds, 2 baths

$430,000

8 beds2 baths— sq ft

5234 S Carpenter St, Chicago, IL 60609

Property at 1490 Stanley Blvd, Calumet City, IL 60409, 3 beds, 1 bath

$110,000

3 beds1 bath1,010 sq ft

1490 Stanley Blvd, Calumet City, IL 60409

(219) 662-3000

Property at 7600 S Phillips Ave, Chicago, IL 60649, 32 beds, 14 baths

$1,050,000

32 beds14 baths— sq ft

7600 S Phillips Ave, Chicago, IL 60649

Property at 2944 Lincoln Hwy, Lynwood, IL 60411, 3 beds, 1 bath

$395,000

3 beds1 bath1,496 sq ft

2944 Lincoln Hwy, Lynwood, IL 60411

Property at 7644 S Cornell Ave, Chicago, IL 60649, 6 beds, 3 baths

$456,500

6 beds3 baths— sq ft

7644 S Cornell Ave, Chicago, IL 60649

Property at 1508 W 72nd St, Chicago, IL 60636, 3 beds, 2 baths

$154,900

3 beds2 baths1,079 sq ft

1508 W 72nd St, Chicago, IL 60636

Property at 850 N Lake Shore Dr #1405, Chicago, IL 60611, 2 beds, 2 baths

$1,182,000

2 beds2 baths1,737 sq ft

850 N Lake Shore Dr #1405, Chicago, IL 60611

Property at 20520 Crawford Ave, Matteson, IL 60443, 4 beds, 2 baths

$199,900

4 beds2 baths950 sq ft

20520 Crawford Ave, Matteson, IL 60443

Property at 1725 S Ashland Ave, Chicago, IL 60608

$2,225,000

— beds— baths— sq ft

1725 S Ashland Ave, Chicago, IL 60608

Property at 14522 S Marquette Ave, Burnham, IL 60633, 4 beds, 1 bath

$205,000

4 beds1 bath1,223 sq ft

14522 S Marquette Ave, Burnham, IL 60633

Property at 8445 S May St, Chicago, IL 60620, 4 beds, 1 bath

$272,000

4 beds1 bath2,500 sq ft

8445 S May St, Chicago, IL 60620

Property at 6852 S Dante Ave Unit 3E, Chicago, IL 60637, 2 beds, 2 baths

$95,000

2 beds2 baths— sq ft

6852 S Dante Ave Unit 3E, Chicago, IL 60637

Property at 10136 S Union Ave, Chicago, IL 60628, 5 beds, 2 baths

$180,000

5 beds2 baths— sq ft

10136 S Union Ave, Chicago, IL 60628

Property at 16744 Trapet Ave, Hazel Crest, IL 60429, 3 beds, 1 bath

$134,900

3 beds1 bath1,003 sq ft

16744 Trapet Ave, Hazel Crest, IL 60429

Property at 9328 S Kimbark Ave, Chicago, IL 60619, 3 beds, 1 bath

$139,000

3 beds1 bath882 sq ft

9328 S Kimbark Ave, Chicago, IL 60619

Property at 286 Oglesby Ave, Calumet City, IL 60409, 3 beds, 2 baths

$245,000

3 beds2 baths1,020 sq ft

286 Oglesby Ave, Calumet City, IL 60409

Property at 435 W Winneconna Pkwy, Chicago, IL 60620, 6 beds, 1.5 baths

$415,000

6 beds1.5 baths2,182 sq ft

435 W Winneconna Pkwy, Chicago, IL 60620

Property at 6640 S Champlain Ave, Chicago, IL 60637, 5 beds, 4 baths

$389,999

5 beds4 baths2,500 sq ft

6640 S Champlain Ave, Chicago, IL 60637

Property at 6961 S Eberhart Ave, Chicago, IL 60637, 7 beds, 2 baths

$409,000

7 beds2 baths— sq ft

6961 S Eberhart Ave, Chicago, IL 60637

Property at 3806 Western Ave, Park Forest, IL 60466, 2 beds, 1 bath

$160,000

2 beds1 bath949 sq ft

3806 Western Ave, Park Forest, IL 60466

Property at 8601 S Kingston Ave, Chicago, IL 60617, 8 beds, 3 baths

$315,000

8 beds3 baths— sq ft

8601 S Kingston Ave, Chicago, IL 60617

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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 4894 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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