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

4,697 homes + 198 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Now 70% sold and ready for immediate occupancy! One, two, and three bedroom units available ranging from 1000-3700+ square feet. 205 is a 3794 sq ft three-bedroom with multi-purpose den, outdoor terrace, 9' ceilings, loads of closets, kitchen with all new SS Bosch kitchen 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 h

$1,999,000

3 beds2.5 baths3,794 sq ft

850 N Lake Shore Dr #205, Chicago, IL 60611

Multi-purpose den • Outdoor terrace • Hot tub

OPEN TODAY, 10AM TO 2PM3D WALKTHROUGH

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. 1605 is a 1737 sq ft lake facing split two bedroom with den, 9' ceilings, loads of closets, kitchen with all new SS Bosch kitchen 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

$1,180,000

2 beds2 baths1,737 sq ft

850 N Lake Shore Dr #1605, Chicago, IL 60611

Rooftop deck • Hot tub • Lake views

$819,000

10 beds6 baths— sq ft

8059 S Paulina St, Chicago, IL 60620

Quiet street • New garage doors • Corner building

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants. Salon pays their electric. Residential unit pays no utilities. Washer/dryer connection in building. Fenced backyard, perfect for entertaining or gardening, with decorative metal fencing at front of building on each side. Detached, oversized garage with extra storage/workshop, in need of cosmetic work.

$189,000

3 beds1.5 baths— sq ft

7847 S Maryland Ave, Chicago, IL 60619

Ample street parking • Deck 2 years old • Fenced backyard

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
3 bedroom brick ranch with 2 car garage. Updates done 3 years ago. Kitchen was updated 3 years ago with new kitchen cabinets, countertop, sink & stainless-steel appliances. Remodeled bath. Replaced most windows, all thermal pane. Quiet serene Phoenix. Hidden low traffic area. Enjoy South Holland School District #151. Close to commuter train at 155th & Park. Interior was just painted. Seller is working on other repairs & garage exterior painting. Seller might be able to consider some repairs for lender or village if needed, Immediate possession. Low traffic neighborhood. Well cared for pocket of homes. Mostly fenced yard

$134,900

3 beds1 bath1,020 sq ft

715 E 155th Ct, Phoenix, IL 60426

4,356 sq ft lot • 2 garage spots • Built 1957

Property at Sign in for address, Chicago, IL 60617, 4 beds, 2 baths

$245,000

4 beds2 baths1,728 sq ft

Property at 14234 Ingleside Ave, Dolton, IL 60419, 4 beds, 1 bath

$130,000

4 beds1 bath1,075 sq ft

14234 Ingleside Ave, Dolton, IL 60419

Property at 2812-2814 W 55th St, Chicago, IL 60632

$684,900

— beds— baths5,250 sq ft

2812-2814 W 55th St, Chicago, IL 60632

Property at 7537 S May St, Chicago, IL 60620, 3 beds, 3.5 baths

$335,000

3 beds3.5 baths2,800 sq ft

7537 S May St, Chicago, IL 60620

Property at 6345 S May St, Chicago, IL 60621, 4 beds, 2 baths

$125,000

4 beds2 baths— sq ft

6345 S May St, Chicago, IL 60621

Property at 5720 S Michigan Ave, Chicago, IL 60637, 17 beds, 6 baths

$995,000

17 beds6 baths— sq ft

5720 S Michigan Ave, Chicago, IL 60637

Property at 6348 W Grand Ave, Chicago, IL 60639

$629,813

— beds— baths2,987 sq ft

6348 W Grand Ave, Chicago, IL 60639

Property at 8714 S Commercial Ave, Chicago, IL 60617

$450,000

— beds— baths2,425 sq ft

8714 S Commercial Ave, Chicago, IL 60617

Property at 4065 Southwest Hwy, Hometown, IL 60456, 3 beds, 1 bath

$500,000

3 beds1 bath1,035 sq ft

4065 Southwest Hwy, Hometown, IL 60456

Property at 431 E 79th St, Chicago, IL 60619, 9 beds, 10 baths

$725,000

9 beds10 baths13,205 sq ft

431 E 79th St, Chicago, IL 60619

Property at 22132 Ridgeland Ave, Matteson, IL 60443, 6 beds, 1.5 baths

$1,629,808

6 beds1.5 baths1,725 sq ft

22132 Ridgeland Ave, Matteson, IL 60443

Property at 2320 S Albany Ave, Chicago, IL 60623, 5 beds, 3 baths

$475,000

5 beds3 baths— sq ft

2320 S Albany Ave, Chicago, IL 60623

Property at 444 Wilson Ave, Calumet City, IL 60409, 5 beds, 1.5 baths

$169,900

5 beds1.5 baths1,811 sq ft

444 Wilson Ave, Calumet City, IL 60409

Property at 7030 S Artesian Ave, Chicago, IL 60629, 6 beds, 3 baths

$388,000

6 beds3 baths— sq ft

7030 S Artesian Ave, Chicago, IL 60629

Property at 850 N Lake Shore Dr #1307, Chicago, IL 60611, 2 beds, 2 baths

$945,000

2 beds2 baths1,402 sq ft

850 N Lake Shore Dr #1307, Chicago, IL 60611

Property at 850 N Lake Shore Dr #1607, Chicago, IL 60611, 2 beds, 2 baths

$975,000

2 beds2 baths1,402 sq ft

850 N Lake Shore Dr #1607, Chicago, IL 60611

Property at 10106 S Union Ave, Chicago, IL 60628, 3 beds, 1 bath

$77,000

3 beds1 bath1,016 sq ft

10106 S Union Ave, Chicago, IL 60628

Property at 14119 Lincoln Ave, Dolton, IL 60419, 4 beds, 1 bath

$169,900

4 beds1 bath2,294 sq ft

14119 Lincoln Ave, Dolton, IL 60419

Property at 250 E 115th St, Chicago, IL 60628

$375,000

— beds— baths3,376 sq ft

250 E 115th St, Chicago, IL 60628

Property at Sign in for address, Chicago, IL 60636, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths3,720 sq ft

Property at 1-15 N Keeler Ave, Chicago, IL 60624, 21 beds, 22 baths

$1,800,000

21 beds22 baths— sq ft

1-15 N Keeler Ave, Chicago, IL 60624

Property at 591 Burnham Ave, Calumet City, IL 60409

$165,000

— beds— baths— sq ft

591 Burnham Ave, Calumet City, IL 60409

Property at 5230 S Justine St, Chicago, IL 60609, 6 beds, 2 baths

$289,000

6 beds2 baths— sq ft

5230 S Justine St, Chicago, IL 60609

Property at 2159 N Laramie Ave, Chicago, IL 60639, 9 beds, 4 baths

$1,190,000

9 beds4 baths— sq ft

2159 N Laramie Ave, Chicago, IL 60639

Property at 4429 W Adams St, Chicago, IL 60624, 6 beds, 2 baths

$370,000

6 beds2 baths— sq ft

4429 W Adams St, Chicago, IL 60624

Property at 6202 S Bishop St, Chicago, IL 60636, 4 beds, 2 baths

$110,000

4 beds2 baths— sq ft

6202 S Bishop St, Chicago, IL 60636

Property at 850 N Lake Shore Dr #1602, Chicago, IL 60611, 2 beds, 2 baths

$899,000

2 beds2 baths1,429 sq ft

850 N Lake Shore Dr #1602, Chicago, IL 60611

Property at 5718 S Green St, Chicago, IL 60621, 12 beds, 6 baths

$450,000

12 beds6 baths— sq ft

5718 S Green St, Chicago, IL 60621

Property at 3240 N Clark St, Chicago, IL 60657

$1,745,000

— beds— baths— sq ft

3240 N Clark St, Chicago, IL 60657

Property at 3542 N Halsted St, Chicago, IL 60657

$2,250,000

— beds— baths3,075 sq ft

3542 N Halsted St, Chicago, IL 60657

Property at 7356 S Eberhart Ave, Chicago, IL 60617, 6 beds, 5 baths

$479,999

6 beds5 baths— sq ft

7356 S Eberhart Ave, Chicago, IL 60617

Property at 1130 S Albany Ave, Chicago, IL 60612, 3 beds, 2 baths

$530,000

3 beds2 baths— sq ft

1130 S Albany Ave, Chicago, IL 60612

Property at 4940 W North Ave, Chicago, IL 60639

$449,000

— beds— baths3,125 sq ft

4940 W North Ave, Chicago, IL 60639

Property at 319 E 119th St, Chicago, IL 60628, 6 beds, 3 baths

$170,000

6 beds3 baths— sq ft

319 E 119th St, Chicago, IL 60628

Property at 935 E 75th St, Chicago, IL 60619

$215,000

— beds— baths— sq ft

935 E 75th St, Chicago, IL 60619

Property at 14632 Green St, Harvey, IL 60426, 5 beds, 2 baths

$220,000

5 beds2 baths1,482 sq ft

14632 Green St, Harvey, IL 60426

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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 4895 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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