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:
Recently Gut Rehabbed Jumbo three flat, just steps off Jackson Park golf course, harbor, and lakefront. Over 6000 square feet, with three 2,000+ sq ft. gut-renovated apartments, each with 4 Bedrooms and 2 Baths. First floor unit vacant for any owner occupants, middle and top rented. Three exceptional shaker kitchens with waterfall quartz countertops. Six luxury baths with designer finishes. Twelve total spacious bedrooms. In unit laundry, all new electrical, plumbing, high efficiency heating and cooling, windows, porch, roof, and more. Huge, tall basement for additional space. A 5-minute drive to the Obama Presidential Center and the rapidly transforming 63rd Street corridor, the $800M Wood

$949,900

12 beds6 baths— sq ft

6711 S Paxton Ave, Chicago, IL 60649

Gut rehabbed • New plumbing • New electrical

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Experience timeless elegance in this meticulously maintained 1919 gem. Ideally situated just moments from the heart of Forest Park, this residence offers a seamless blend of vintage character and thoughtful modern updates. Sun-filled interiors, spacious living areas, and a lush backyard retreat create an inviting setting for both everyday living and refined entertaining. Enjoy an exceptional walk-to-everything lifestyle-just steps from the Roos Recreation Center, the historic Forest Park parks district, pool, and tennis courts, and a short stroll to the library and vibrant Madison Street, Forest Park's "Magnificent Mile, " known for its curated boutiques, tea merchant, acclaimed d

$474,000

4 beds2.5 baths2,531 sq ft

907 Ferdinand Ave, Forest Park, IL 60130

Vintage character • Modern updates • Short drive to metra

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Excellent opportunity in Cicero! Rarely available solid 5-unit buildings with remodeled spacious apartments. There is a storage for each unit and coin laundry for extra income. There are no individual furnaces and water tanks to maintain, just a boiler and a large hot water tank which supplies the building. Gated back yard with parking pads. Quiet neighborhood close to transportation and amenities. This multi-unit building is a must-see! Sold AS IS. Property NOT FOR RENT- beware of rental scams!

$490,000

33 beds15 baths3,686 sq ft

1636 S 50th Ct, Cicero, IL 60804

Gated back yard • Coin laundry • Parking pads

$314,900

3 beds1 bath930 sq ft

Large family room • Eat in kitchen • Above ground pool

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Sold AS-IS. Home needs updating and is priced accordingly.

$509,000

4 beds2.5 baths1,890 sq ft

7315 Arcadia St, Morton Grove, IL 60053

6,534 sq ft lot • 2 garage spots • Built 1954

Property at 4937 S Hoyne Ave, Chicago, IL 60609, 4 beds, 2 baths

$180,000

4 beds2 baths— sq ft

4937 S Hoyne Ave, Chicago, IL 60609

Property at 3641 W 57th St, Chicago, IL 60629, 6 beds, 3 baths

$375,000

6 beds3 baths1,471 sq ft

3641 W 57th St, Chicago, IL 60629

Property at 2618 N 73rd Ave, Elmwood Park, IL 60707, 6 beds, 3 baths

$584,000

6 beds3 baths— sq ft

2618 N 73rd Ave, Elmwood Park, IL 60707

Property at 4950 S Chicago Beach Dr Unit 4A, Chicago, IL 60615, 4 beds, 4 baths

$300,000

4 beds4 baths4,197 sq ft

4950 S Chicago Beach Dr Unit 4A, Chicago, IL 60615

Property at 1333 Willow Ave, Des Plaines, IL 60016, 5 beds, 3 baths

$460,000

5 beds3 baths2,525 sq ft

1333 Willow Ave, Des Plaines, IL 60016

Property at 2935 W Wilcox St, Chicago, IL 60612, 4 beds, 1.5 baths

$172,935

4 beds1.5 baths1,330 sq ft

2935 W Wilcox St, Chicago, IL 60612

Property at 880 N Lake Shore Dr Unit 14H, Chicago, IL 60611, 1 bed, 1 bath

$180,000

1 bed1 bath750 sq ft

880 N Lake Shore Dr Unit 14H, Chicago, IL 60611

Property at 1235 W Foster Ave, Chicago, IL 60640, 14 beds, 6 baths

$1,990,000

14 beds6 baths— sq ft

1235 W Foster Ave, Chicago, IL 60640

Property at 9116 S Claremont St, Chicago, IL 60643, 4 beds, 3 baths

$599,000

4 beds3 baths2,714 sq ft

9116 S Claremont St, Chicago, IL 60643

Property at 241 Indianwood Blvd, Park Forest, IL 60466, 4 beds, 2 baths

$74,000

4 beds2 baths1,613 sq ft

241 Indianwood Blvd, Park Forest, IL 60466

Property at 9553 S Greenwood Ave, Chicago, IL 60628, 2 beds, 1 bath

$145,000

2 beds1 bath870 sq ft

9553 S Greenwood Ave, Chicago, IL 60628

Property at 928 E 46th St, Chicago, IL 60653, 4 beds, 2 baths

$469,000

4 beds2 baths3,200 sq ft

928 E 46th St, Chicago, IL 60653

Property at 6220 N Talman Ave, Chicago, IL 60659, 4 beds, 2 baths

$560,000

4 beds2 baths— sq ft

6220 N Talman Ave, Chicago, IL 60659

Property at 625 N Monticello Ave, Chicago, IL 60624, 9 beds, 4 baths

$409,000

9 beds4 baths— sq ft

625 N Monticello Ave, Chicago, IL 60624

Property at 4820 W Washington Blvd, Chicago, IL 60644, 6 beds, 2.5 baths

$349,000

6 beds2.5 baths— sq ft

4820 W Washington Blvd, Chicago, IL 60644

Property at 235 W 104th St, Chicago, IL 60628, 3 beds, 1 bath

$44,000

3 beds1 bath1,100 sq ft

235 W 104th St, Chicago, IL 60628

Property at 824 N California Ave, Chicago, IL 60622, 8 beds, 4 baths

$640,000

8 beds4 baths— sq ft

824 N California Ave, Chicago, IL 60622

Property at 4942 S Racine Ave, Chicago, IL 60609, 4 beds, 2 baths

$260,000

4 beds2 baths— sq ft

4942 S Racine Ave, Chicago, IL 60609

Property at 2652 S Komensky Ave, Chicago, IL 60623, 4 beds, 2 baths

$259,000

4 beds2 baths— sq ft

2652 S Komensky Ave, Chicago, IL 60623

Property at 850 N Lake Shore Dr #204, Chicago, IL 60611, 3 beds, 2.5 baths

$1,399,000

3 beds2.5 baths3,249 sq ft

850 N Lake Shore Dr #204, Chicago, IL 60611

Property at 836 E 52nd St, Chicago, IL 60615, 4 beds, 3 baths

$1,000,000

4 beds3 baths2,898 sq ft

836 E 52nd St, Chicago, IL 60615

Property at 910 N Lake Shore Dr #2819, Chicago, IL 60611, 2 beds, 2 baths

$575,000

2 beds2 baths1,436 sq ft

910 N Lake Shore Dr #2819, Chicago, IL 60611

Property at 1434 Cuyler Ave, Berwyn, IL 60402, 5 beds, 2 baths

$379,900

5 beds2 baths1,131 sq ft

1434 Cuyler Ave, Berwyn, IL 60402

Property at 9101 S Kedzie Ave, Evergreen Park, IL 60805

$630,000

— beds— baths— sq ft

9101 S Kedzie Ave, Evergreen Park, IL 60805

Property at 580 N Quentin Rd, Palatine, IL 60067, 3 beds, 1.5 baths

$450,000

3 beds1.5 baths1,821 sq ft

580 N Quentin Rd, Palatine, IL 60067

Property at 4040 S Calumet Ave, Chicago, IL 60653, 8 beds, 4 baths

$749,000

8 beds4 baths— sq ft

4040 S Calumet Ave, Chicago, IL 60653

Property at 2014 N Whipple St, Chicago, IL 60647, 7 beds, 3 baths

$1,079,999

7 beds3 baths— sq ft

2014 N Whipple St, Chicago, IL 60647

Property at 801 S Independence Blvd #1, Chicago, IL 60624, 2 beds, 1 bath

$140,000

2 beds1 bath1,000 sq ft

801 S Independence Blvd #1, Chicago, IL 60624

Property at 229 E Lake Shore Dr Unit 10E, Chicago, IL 60611, 4 beds, 4 baths

$1,824,999

4 beds4 baths3,735 sq ft

229 E Lake Shore Dr Unit 10E, Chicago, IL 60611

Property at 9319 N Knight Ave, Des Plaines, IL 60016, 4 beds, 2 baths

$499,900

4 beds2 baths2,254 sq ft

9319 N Knight Ave, Des Plaines, IL 60016

Property at 200 Ridge Ave Unit 1K, Evanston, IL 60202, 1 bed, 1 bath

$119,900

1 bed1 bath841 sq ft

200 Ridge Ave Unit 1K, Evanston, IL 60202

Property at 680 N Lake Shore Dr #821, Chicago, IL 60611, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,900 sq ft

680 N Lake Shore Dr #821, Chicago, IL 60611

Property at 2240 N Monitor Ave, Chicago, IL 60639, 4 beds, 2 baths

$375,000

4 beds2 baths1,920 sq ft

2240 N Monitor Ave, Chicago, IL 60639

Property at 6928 S Maplewood Ave, Chicago, IL 60629, 6 beds, 3 baths

$375,000

6 beds3 baths— sq ft

6928 S Maplewood Ave, Chicago, IL 60629

Property at 2539 S Sawyer Ave, Chicago, IL 60623, 10 beds, 5 baths

$574,900

10 beds5 baths3,561 sq ft

2539 S Sawyer Ave, Chicago, IL 60623

Property at 2953 S Emerald Ave, Chicago, IL 60616, 11 beds, 6 baths

$950,000

11 beds6 baths2,400 sq ft

2953 S Emerald Ave, Chicago, IL 60616

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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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