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

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NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Estate Sale!!! Sold in "As Is" Condition. See Berwyn Inspection Report on Additional Documents. Home has 3 Bedrooms, 2 on main floor and 3rd on second level with an additional room. Cash, hard money, and FHA 203k offers preferred due to condition of home. Famous Route 66 south Berwyn Location.

$239,900

3 beds1 bath1,180 sq ft

3530 Elmwood Ave S, Berwyn, IL 60402

3,690 sq ft lot • 2 garage spots • Built 1941

EARLY ACCESSREDFIN COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Charming and well-maintained 4-bedroom, 2-bathroom home on a corner lot in Oak Lawn, conveniently located near Christ Hospital, shopping, dining, and more. Recently updated with a new roof, new siding, and fresh front landscaping. Enjoy the spacious rear addition and good-sized backyard, perfect for entertaining or relaxing. Don’t miss this move-in-ready opportunity in a great location, schedule your showing today!

$275,000

4 beds2 baths1,575 sq ft

4200 W 99th Pl, Oak Lawn, IL 60453

New siding • Good-sized backyard • Corner lot

EARLY ACCESS@PROPERTIES COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Charming Andersonville cottage perfectly positioned for enjoying everything this beloved neighborhood has to offer. The owners have taken on the substantial work of improving the exterior while also making thoughtful updates inside, creating a home that is ready to enjoy today. Throughout, the vintage character has been respected and preserved, giving the home a warmth and personality that new construction simply can't replicate. Great back yard, and for a buyer with vision, there is still room to make it your own. The upstairs offers an exciting opportunity to create a private primary suite, adding another layer of functionality and personalization to the home. With its classic cottage cha

$850,000

3 beds3 baths2,870 sq ft

1730 W Summerdale Ave, Chicago, IL 60640

Vintage character • Back yard • Walkable schools

EARLY ACCESSSOTHEBY'S REALTY COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Rare, fully renovated, updated home offering move-in-ready luxury and thoughtful craftsmanship throughout. Mahjong fans, you'll love hosting in the chic library among custom built-ins and east-facing window seat. Primary bath taken down to the studs, and now offers a generous shower, private water closet, all-new fixtures, plumbing, and lighting, plus a huge closet/dressing room with a 7-foot quartz-topped dresser with 24 drawers, and floor to ceiling custom built-ins. Upgraded security system, energy-efficiency, and improved HVAC routing - smart, efficient, and move-in ready. Owner is a Licensed Real Estate Broker.

$2,495,000

4 beds4.5 baths4,509 sq ft

1140 Oakley Ave, Winnetka, IL 60093

Chic library • Fully renovated • Generous shower

EARLY ACCESSCOLDWELL BANKER COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
A rare opportunity to restore a piece of historic Bronzeville. Tucked along a quiet, tree-lined stretch of Indiana Avenue, this 4-bedroom home offers over 2,300 square feet above grade plus a full walk-out basement and is filled with the kind of original character and craftsmanship that is increasingly difficult to find. Opportunities to own and restore a home with this level of character on this particular block rarely come to market, making this an especially unique chance to reimagine a piece of the neighborhood's architectural fabric. Behind its classic masonry facade, the home showcases beautiful original millwork, decorative stained glass, an impressive staircase, French doors, pocket

$325,000

4 beds1 bath2,308 sq ft

3308 S Indiana Ave, Chicago, IL 60616

Historic bronzeville • Pocket doors • Multiple fireplaces

Property at 425 S La Grange Rd, La Grange, IL 60525, 4 beds, 2.5 baths

$859,900

4 beds2.5 baths2,982 sq ft

425 S La Grange Rd, La Grange, IL 60525

Property at 1339 Greenbay Ave, Calumet City, IL 60409, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,858 sq ft

1339 Greenbay Ave, Calumet City, IL 60409

Property at 8631 Central Park Ave, Skokie, IL 60076, 3 beds, 2 baths

$499,000

3 beds2 baths1,134 sq ft

8631 Central Park Ave, Skokie, IL 60076

Property at 2440 N Lakeview Ave Unit 12C, Chicago, IL 60614, 1 bed, 1 bath

$375,000

1 bed1 bath1,200 sq ft

2440 N Lakeview Ave Unit 12C, Chicago, IL 60614

Property at 7440 N Seeley Ave, Chicago, IL 60645, 12 beds, 6 baths

$1,250,000

12 beds6 baths— sq ft

7440 N Seeley Ave, Chicago, IL 60645

Property at 8834 Burlington Ave, Brookfield, IL 60513, 4 beds, 2.5 baths

$474,900

4 beds2.5 baths— sq ft

8834 Burlington Ave, Brookfield, IL 60513

Property at 3239 Wesley Ave, Berwyn, IL 60402, 5 beds, 4 baths

$717,000

5 beds4 baths4,200 sq ft

3239 Wesley Ave, Berwyn, IL 60402

Property at 1632 W 100th Pl, Chicago, IL 60643, 3 beds, 2.5 baths

$519,000

3 beds2.5 baths2,110 sq ft

1632 W 100th Pl, Chicago, IL 60643

Property at 835 W Lawrence Ave Unit 2S, Chicago, IL 60640, 1 bed, 1 bath

$235,000

1 bed1 bath— sq ft

835 W Lawrence Ave Unit 2S, Chicago, IL 60640

Property at 808 Wedel Ln, Glenview, IL 60025, 5 beds, 1.5 baths

$2,250,000

5 beds1.5 baths5,000 sq ft

808 Wedel Ln, Glenview, IL 60025

Property at 6610 S Evans Ave, Chicago, IL 60637, 6 beds, 3 baths

Contact for price

6 beds3 baths— sq ft

6610 S Evans Ave, Chicago, IL 60637

Property at 7311 W Addison St, Chicago, IL 60634, 5 beds, 3.5 baths

$795,000

5 beds3.5 baths2,850 sq ft

7311 W Addison St, Chicago, IL 60634

Property at 8322 S Sangamon St, Chicago, IL 60620, 6 beds, 3 baths

$419,999

6 beds3 baths— sq ft

8322 S Sangamon St, Chicago, IL 60620

Property at 6257 N Sheridan Rd #48, Chicago, IL 60660, 1 bed, 1 bath

$195,000

1 bed1 bath850 sq ft

6257 N Sheridan Rd #48, Chicago, IL 60660

Property at 1864 Sunnyside Ave, Westchester, IL 60154, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,248 sq ft

1864 Sunnyside Ave, Westchester, IL 60154

Property at 10223 S Indiana Ave, Chicago, IL 60628, 3 beds, 2 baths

$275,000

3 beds2 baths1,290 sq ft

10223 S Indiana Ave, Chicago, IL 60628

Property at 10339 Oxford St, Westchester, IL 60154, 2 beds, 1 bath

$349,900

2 beds1 bath1,129 sq ft

10339 Oxford St, Westchester, IL 60154

Property at 1542 W Thomas St, Chicago, IL 60642, 5 beds, 5 baths

$1,200,000

5 beds5 baths— sq ft

1542 W Thomas St, Chicago, IL 60642

Property at 7327 S Kenwood Ave, Chicago, IL 60619, 4 beds, 2.5 baths

$360,000

4 beds2.5 baths2,400 sq ft

7327 S Kenwood Ave, Chicago, IL 60619

Property at 6648 173rd St, Tinley Park, IL 60477, 2 beds, 1 bath

$250,000

2 beds1 bath930 sq ft

6648 173rd St, Tinley Park, IL 60477

Property at 2342 S 3rd Ave, North Riverside, IL 60546, 3 beds, 2 baths

$399,000

3 beds2 baths1,454 sq ft

2342 S 3rd Ave, North Riverside, IL 60546

Property at 941 W 32nd St, Chicago, IL 60608, 3 beds, 2 baths

$399,000

3 beds2 baths1,500 sq ft

941 W 32nd St, Chicago, IL 60608

Property at 4857 N Lawndale Ave #202, Chicago, IL 60625, 2 beds, 1 bath

$220,000

2 beds1 bath750 sq ft

4857 N Lawndale Ave #202, Chicago, IL 60625

Property at 10145 S Bensley Ave, Chicago, IL 60617, 3 beds, 1 bath

$185,400

3 beds1 bath1,370 sq ft

10145 S Bensley Ave, Chicago, IL 60617

Property at 3308 Wesley Ave, Berwyn, IL 60402, 3 beds, 2 baths

$509,900

3 beds2 baths1,524 sq ft

3308 Wesley Ave, Berwyn, IL 60402

Property at 4042 N Kolmar Ave, Chicago, IL 60641, 7 beds, 5 baths

$999,900

7 beds5 baths— sq ft

4042 N Kolmar Ave, Chicago, IL 60641

Property at 4311 S Forrestville Ave Unit 1N, Chicago, IL 60653, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths3,200 sq ft

4311 S Forrestville Ave Unit 1N, Chicago, IL 60653

Property at 4004 Oak Ave, Brookfield, IL 60513, 3 beds, 2 baths

$299,000

3 beds2 baths1,114 sq ft

4004 Oak Ave, Brookfield, IL 60513

Property at 910 N Lake Shore Dr #2518, Chicago, IL 60611, 1 bed, 1 bath

$189,000

1 bed1 bath800 sq ft

910 N Lake Shore Dr #2518, Chicago, IL 60611

Property at 2701 W Farwell Ave, Chicago, IL 60645, 4 beds, 2.5 baths

$615,000

4 beds2.5 baths2,182 sq ft

2701 W Farwell Ave, Chicago, IL 60645

Property at 721 Reba Pl Unit 3N, Evanston, IL 60202, 2 beds, 1 bath

$217,000

2 beds1 bath780 sq ft

721 Reba Pl Unit 3N, Evanston, IL 60202

Property at 7710 W Peterson Ave, Chicago, IL 60631, 4 beds, 3 baths

$559,000

4 beds3 baths1,725 sq ft

7710 W Peterson Ave, Chicago, IL 60631

Property at 8059 S Sawyer Ave, Chicago, IL 60652, 2 beds, 1 bath

$213,500

2 beds1 bath1,764 sq ft

8059 S Sawyer Ave, Chicago, IL 60652

Property at 8013 S Marquette Ave, Chicago, IL 60617, 4 beds, 2 baths

$159,000

4 beds2 baths1,100 sq ft

8013 S Marquette Ave, Chicago, IL 60617

Property at 9926 S Luella Ave, Chicago, IL 60617, 3 beds, 2 baths

$260,000

3 beds2 baths1,250 sq ft

9926 S Luella Ave, Chicago, IL 60617

Property at 11420-11422 S Champlain Ave, Chicago, IL 60628, 4 beds, 4 baths

$209,900

4 beds4 baths— sq ft

11420-11422 S Champlain Ave, Chicago, IL 60628

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Based on information submitted to the MLS GRID as of Fri Oct 09 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 5402 vintage homes for sale in Cook County at a median listing price of $356K. 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 51 days and receive 2 offers. This map is refreshed with the newest listings in Cook County every 15 minutes.

In the past month, 4097 homes have been sold in Cook County. In addition to houses in Cook County, there were also 6473 condos, 1316 townhouses, and 1991 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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