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

5,203 homes + 202 early access

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NEW 7 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Bring your contractors and remodeling ideas to this good-looking split-level home in need of work and TLC, but offering plenty of potential at a great price! Step inside to a gracious and welcoming L-shaped living/dining room combination that flows into an efficiently designed kitchen. Sliding doors from the dining area lead to a large enclosed patio/sunroom, ideal for indoor-outdoor entertaining. Upstairs you'll find 3 bedrooms and 1 full bathroom. The lower level features a family room, currently unfinished and ready for your ideas, plus a utility room with space for a potential second bathroom. A side drive leads to a 2-car garage and a great fenced-in backyard. Estate sale opportunity t

$109,873

3 beds1 bath1,148 sq ft

1755 Reichert Ave, Sauk Village, IL 60411

Utility room • Fenced in backyard • 6,600 sq ft lot

NEW 7 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
4 bedroom home with a rental of $1,300/month Section 8 renters in place. Great investment opportunity for a savvy investor that wants to build wealth through rental income Rental properties provide a steady stream of income while building long-term equity. They can appreciate in value over time, offering both cash flow and future profit. With the right management, they serve as a reliable investment and wealth-building tool. Property is being sold AS IS, investor will have to get city of Chicago height inspection done

$105,900

4 beds2 baths1,690 sq ft

21 W 21st St, Chicago Heights, IL 60411

3,725 sq ft lot • Built 1907

NEW 8 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Exceptional House, Exceptional Condition, Exceptional Location!!!Spacious and well-maintained 4-bedroom 2 Bath home situated on the heart of Chicago's West Lawn neighborhood and a prime location! This move-in-ready home with refinished hardwood floors, updated lighting, and abundant natural light throughout. The beautifully remodeled kitchen showcases quartz granite countertops, stainless steel appliances, a designer tile backsplash, Both bathrooms are updated, full finished basement with a wet bar for Entertainment too, property located near shopping, schools and transportation!!!!!!!!!

$409,900

4 beds2 baths1,090 sq ft

6038 S Komensky Ave, Chicago, IL 60629

Remodeled kitchen • 2,750 sq ft lot • Garage

NEW 7 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Completely Renovated 3-Bedroom Home with Finished Basement! Step inside this beautifully transformed 3-bedroom, 2-full-bath home where everything has been thoughtfully redone from top to bottom. Featuring a stunning full renovation, this move-in-ready property offers a fresh, modern feel throughout. The spacious finished basement provides valuable additional living space-perfect for a family room, home office, recreation area, or entertaining. With brand-new updates throughout, there is truly nothing left to do but move in and enjoy. This is a must-see home that combines modern finishes, functional living space, and peace of mind in one incredible package!

$295,000

4 beds2 baths1,200 sq ft

12334 S Loomis St, Calumet Park, IL 60827

Finished basement • Full renovation • Move in ready

$399,900

11 beds5 baths— sq ft

Undisclosed address, Chicago, IL 60609

Close to schools • Enclosed parking • Shopping

Property at 850 N Lake Shore Dr #1305, Chicago, IL 60611, 2 beds, 2 baths

$1,153,000

2 beds2 baths1,737 sq ft

850 N Lake Shore Dr #1305, Chicago, IL 60611

Property at Undisclosed address, Western Springs, IL 60558, 3 beds, 1.5 baths

$779,000

3 beds1.5 baths— sq ft

Undisclosed address, Western Springs, IL 60558

Property at 1454 N Wieland St, Chicago, IL 60610, 4 beds, 3.5 baths

$1,495,000

4 beds3.5 baths— sq ft

1454 N Wieland St, Chicago, IL 60610

Property at 4333 N Oleander Ave, Norridge, IL 60706, 3 beds, 2 baths

$499,900

3 beds2 baths2,226 sq ft

4333 N Oleander Ave, Norridge, IL 60706

Property at 7517 S Carpenter St, Chicago, IL 60620, 6 beds, 2 baths

$285,000

6 beds2 baths2,200 sq ft

7517 S Carpenter St, Chicago, IL 60620

Property at 1212 N Ridgeland Ave, Oak Park, IL 60302, 5 beds, 3 baths

$749,999

5 beds3 baths3,113 sq ft

1212 N Ridgeland Ave, Oak Park, IL 60302

Property at 12402 Maple Ave, Blue Island, IL 60406, 4 beds, 2 baths

$300,000

4 beds2 baths1,800 sq ft

12402 Maple Ave, Blue Island, IL 60406

Property at 17046 Winchester Ave, Hazel Crest, IL 60429, 3 beds, 1 bath

$105,900

3 beds1 bath864 sq ft

17046 Winchester Ave, Hazel Crest, IL 60429

Property at 1135 N Kenilworth Ave, Oak Park, IL 60302, 4 beds, 3.5 baths

$1,400,000

4 beds3.5 baths2,944 sq ft

1135 N Kenilworth Ave, Oak Park, IL 60302

Property at 717 Newberry Ave, La Grange Park, IL 60526, 3 beds, 2 baths

$449,900

3 beds2 baths1,383 sq ft

717 Newberry Ave, La Grange Park, IL 60526

Property at 7927 S Ridgeland Ave, Chicago, IL 60617, 4 beds, 2.5 baths

$156,000

4 beds2.5 baths1,508 sq ft

7927 S Ridgeland Ave, Chicago, IL 60617

Property at Sign in for address, Chicago, IL 60626, 3 beds, 2 baths

$280,000

3 beds2 baths1,350 sq ft

Property at 707 S Tripp Ave, Chicago, IL 60624, 3 beds, 3 baths

$415,000

3 beds3 baths3,150 sq ft

707 S Tripp Ave, Chicago, IL 60624

Property at 9537 S Indiana Ave, Chicago, IL 60649, 4 beds, 2 baths

$240,000

4 beds2 baths1,800 sq ft

9537 S Indiana Ave, Chicago, IL 60649

Property at 1476 Forest Ave, Calumet City, IL 60409, 4 beds, 2 baths

$289,900

4 beds2 baths1,400 sq ft

1476 Forest Ave, Calumet City, IL 60409

Property at 8800 S Merrill Ave, Chicago, IL 60617, 3 beds, 2 baths

$270,000

3 beds2 baths1,300 sq ft

8800 S Merrill Ave, Chicago, IL 60617

Property at 8019 S Francisco Ave, Chicago, IL 60652, 4 beds, 2.5 baths

$378,019

4 beds2.5 baths2,226 sq ft

8019 S Francisco Ave, Chicago, IL 60652

Property at 4324 N Sawyer Ave, Chicago, IL 60618, 4 beds, 2 baths

$799,000

4 beds2 baths2,400 sq ft

4324 N Sawyer Ave, Chicago, IL 60618

Property at 1749 E 71st Pl, Chicago, IL 60649, 3 beds, 1.5 baths

$119,900

3 beds1.5 baths1,437 sq ft

1749 E 71st Pl, Chicago, IL 60649

Property at 8913 Central Ave, Oak Lawn, IL 60453, 2 beds, 1 bath

$244,900

2 beds1 bath888 sq ft

8913 Central Ave, Oak Lawn, IL 60453

Property at 5117 N Kolmar Ave, Chicago, IL 60630, 5 beds, 3 baths

$620,000

5 beds3 baths2,700 sq ft

5117 N Kolmar Ave, Chicago, IL 60630

Property at 1609 Howard St #2, Evanston, IL 60202, 1 bed, 1 bath

$144,000

1 bed1 bath— sq ft

1609 Howard St #2, Evanston, IL 60202

Property at 11953 S State St, Chicago, IL 60628, 3 beds, 1 bath

$209,900

3 beds1 bath1,202 sq ft

11953 S State St, Chicago, IL 60628

Property at 11959 S Prairie Ave, Chicago, IL 60628, 3 beds, 1 bath

$219,900

3 beds1 bath1,056 sq ft

11959 S Prairie Ave, Chicago, IL 60628

Property at 1952 Manchester Ave, Westchester, IL 60154, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,200 sq ft

1952 Manchester Ave, Westchester, IL 60154

Property at 3120 Clinton Ave, Berwyn, IL 60402, 3 beds, 1 bath

$339,000

3 beds1 bath1,090 sq ft

3120 Clinton Ave, Berwyn, IL 60402

Property at 10322 S Millard Ave, Chicago, IL 60655, 3 beds, 1 bath

$369,000

3 beds1 bath— sq ft

10322 S Millard Ave, Chicago, IL 60655

Property at 6018 S Eberhart Ave, Chicago, IL 60637, 8 beds, 3 baths

$379,900

8 beds3 baths— sq ft

6018 S Eberhart Ave, Chicago, IL 60637

Property at 1650 Cedar Rd, Homewood, IL 60430, 4 beds, 2 baths

$349,900

4 beds2 baths2,500 sq ft

1650 Cedar Rd, Homewood, IL 60430

Property at 1513 Clarence Ave, Berwyn, IL 60402, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths1,314 sq ft

1513 Clarence Ave, Berwyn, IL 60402

Property at 5315 W Crystal St, Chicago, IL 60651, 5 beds, 4 baths

$274,900

5 beds4 baths— sq ft

5315 W Crystal St, Chicago, IL 60651

Property at 330 S Michigan Ave #1601, Chicago, IL 60604, 2 beds, 2 baths

$439,888

2 beds2 baths1,300 sq ft

330 S Michigan Ave #1601, Chicago, IL 60604

Property at 2315 E 70th Pl #213, Chicago, IL 60649, 2 beds, 2 baths

$165,000

2 beds2 baths1,850 sq ft

2315 E 70th Pl #213, Chicago, IL 60649

Property at 544 Freeland Ave, Calumet City, IL 60409, 6 beds, 3.5 baths

$380,000

6 beds3.5 baths1,550 sq ft

544 Freeland Ave, Calumet City, IL 60409

Property at 109 Crest Ave, Elk Grove Village, IL 60007, 3 beds, 2 baths

$399,900

3 beds2 baths1,291 sq ft

109 Crest Ave, Elk Grove Village, IL 60007

Property at 2250 White Oak Dr, Northbrook, IL 60062, 4 beds, 2.5 baths

$925,000

4 beds2.5 baths2,150 sq ft

2250 White Oak Dr, Northbrook, IL 60062

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Based on information submitted to the MLS GRID as of Thu Aug 27 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 4795 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, 5253 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7061 condos, 1441 townhouses, and 2010 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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