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

5,212 homes + 201 early access

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OPEN SAT, 11AM TO 1PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome home to 4324 N Sawyer! Situated on an oversized 30' wide lot, this home was fully rehabbed in 2020. Featuring all the modern upgrades you'll appreciate, while maintaining that Chicago character. This 4 bed, 2 bath home is incredibly solid, timeless, and bright. Inside, you will immediately notice how the light just pours into this living space. Hardwood floors and gorgeous woodwork anchor the main level, along with beautiful windows throughout. The layout flows perfectly. Open and connected, without feeling too exposed. Living room (with electric fireplace), dining room, kitchen, full bath, and guest room/office all are on the main level. Whether you are a home chef or just want to

$799,000

4 beds2 baths2,400 sq ft

4324 N Sawyer Ave, Chicago, IL 60618

Fully rehabbed • Large center island • Backyard deck

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Perfectly perched on the third floor just steps from the 30-acre River Park and the scenic North Branch of the Chicago River, this beautifully updated 2-bedroom, 2-bath residence seamlessly blends timeless Chicago loft-inspired charm with thoughtful modern updates. Sunlight pours through generous windows, illuminating hardwood floors and the striking exposed brick walls that add warmth and texture throughout the home. The inviting living room offers the perfect backdrop for everything from cozy movie nights to lively gatherings, with enough space for an adjacent dining area. The eat-in kitchen features stainless steel appliances, generous cabinetry with new hardware, and direct access to yo

$300,000

2 beds2 baths1,000 sq ft

3126 W Carmen Ave #3, Chicago, IL 60625

Exposed brick walls • Balcony • Walk-in closet

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Here's a property with something developers and investors rarely find: a full 50' double lot in a fantastic Logan Square location with multiple possibilities. The existing frame 2-flat is intended to be rehabbed, while the adjacent vacant lot offers flexibility for a thoughtfully designed new 2-flat that complements the architecture and aesthetic of the block. The vision is simple-and smart. Restore what's here, build what's missing, and create two properties that feel right at home on the block. For the right buyer, the vacant lot could also be left as a private yard or green space, creating an unusually large outdoor oasis alongside the existing 2-flat. Whether you choose to develop the a

$499,900

6 beds2 baths— sq ft

2712 N Western Ave, Chicago, IL 60647

Green space • Vacant lot • Private yard

$104,900

5 beds2 baths— sq ft

6413 S Honore St, Chicago, IL 60636

5 year old roof • Enclosed back porch • Unfinished basement

OPEN SUN, 11AM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Bring your entire family and friends to this unique two story brick home. Your new home is located in a very nice quiet North Mayfair neighborhood and has a lot of living space to spread out and enjoy. This home has 5 bedroom and 3 full baths. A large living room and formal dining room along with the chef inspired kitchen with attached breakfast nook overlook the private back yard. Note that the first floor has beautiful maple hardwood floors . Your view to the back yard includes a grass area with many beautiful plants that add to the privacy. This home is move in ready and includes all furniture and appliances in the photos (with the exception of the breakfast nook table which is n

$620,000

5 beds3 baths2,700 sq ft

5117 N Kolmar Ave, Chicago, IL 60630

2 garage spots • Built 1926

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 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 4312 W Adams St, Chicago, IL 60624, 12 beds, 3 baths

$400,000

12 beds3 baths— sq ft

4312 W Adams St, Chicago, IL 60624

Property at 7709 Long Ave, Burbank, IL 60459, 3 beds, 1 bath

$280,000

3 beds1 bath1,000 sq ft

7709 Long Ave, Burbank, IL 60459

Property at 2238 S California Ave, Chicago, IL 60608, 5 beds, 2 baths

$325,000

5 beds2 baths794 sq ft

2238 S California Ave, Chicago, IL 60608

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 12822 S Peoria St, Chicago, IL 60643, 2 beds, 1 bath

$160,000

2 beds1 bath1,102 sq ft

12822 S Peoria St, Chicago, IL 60643

Property at 2330 Brown Ave, Evanston, IL 60201, 3 beds, 2 baths

$799,000

3 beds2 baths1,566 sq ft

2330 Brown Ave, Evanston, IL 60201

Property at Undisclosed address, Chicago, IL 60653, 4 beds, 3 baths

$596,000

4 beds3 baths— sq ft

Undisclosed address, Chicago, IL 60653

Property at 1736 W Beach Ave, Chicago, IL 60622, 7 beds, 4 baths

$1,299,000

7 beds4 baths— sq ft

1736 W Beach Ave, Chicago, IL 60622

Property at 6609 S Sangamon St, Chicago, IL 60621, 5 beds, 2 baths

$165,000

5 beds2 baths— sq ft

6609 S Sangamon St, Chicago, IL 60621

Property at 1527 W 18th Pl, Chicago, IL 60608, 8 beds, 4 baths

$985,000

8 beds4 baths— sq ft

1527 W 18th Pl, Chicago, IL 60608

Property at 1140 N Waller Ave, Chicago, IL 60651

$310,000

Studio— baths— sq ft

1140 N Waller Ave, Chicago, IL 60651

Property at 2401 Lawndale Ave, Evanston, IL 60201, 3 beds, 2.5 baths

$1,499,000

3 beds2.5 baths2,897 sq ft

2401 Lawndale Ave, Evanston, IL 60201

Property at 8720 Monticello Ave, Skokie, IL 60076, 3 beds, 2 baths

$399,000

3 beds2 baths1,580 sq ft

8720 Monticello Ave, Skokie, IL 60076

Property at 3622 W 54th St, Chicago, IL 60632, 5 beds, 2 baths

$395,000

5 beds2 baths1,152 sq ft

3622 W 54th St, Chicago, IL 60632

Property at 8318 Kenneth Ave, Skokie, IL 60076, 3 beds, 3 baths

Contact for price

3 beds3 baths2,569 sq ft

8318 Kenneth Ave, Skokie, IL 60076

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 460 Lenox St, Oak Park, IL 60302, 5 beds, 4 baths

$925,000

5 beds4 baths2,418 sq ft

460 Lenox St, Oak Park, IL 60302

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 3963 W Belmont Ave #233, Chicago, IL 60618, 1 bed, 1 bath

$314,900

1 bed1 bath1,120 sq ft

3963 W Belmont Ave #233, Chicago, IL 60618

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 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 4053 N Sheridan Rd #3, Chicago, IL 60613, 1 bed, 1 bath

$235,000

1 bed1 bath— sq ft

4053 N Sheridan Rd #3, Chicago, IL 60613

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 4515 W 88th St, Hometown, IL 60456, 3 beds, 1 bath

$250,000

3 beds1 bath926 sq ft

4515 W 88th St, Hometown, IL 60456

Property at 5107 N Lowell Ave, Chicago, IL 60630, 4 beds, 2 baths

$559,999

4 beds2 baths3,000 sq ft

5107 N Lowell Ave, Chicago, IL 60630

Property at 2217 W Ainslie St #2, Chicago, IL 60625, 1 bed, 1 bath

$245,000

1 bed1 bath800 sq ft

2217 W Ainslie St #2, Chicago, IL 60625

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 1138 N Waller Ave, Chicago, IL 60651, 6 beds, 2 baths

$310,000

6 beds2 baths— sq ft

1138 N Waller Ave, Chicago, IL 60651

Property at 4830 W Rice St, Chicago, IL 60651, 3 beds, 2 baths

$169,900

3 beds2 baths1,176 sq ft

4830 W Rice St, Chicago, IL 60651

Property at 1801 W 51st St, Chicago, IL 60609

$600,000

— beds— baths8,889 sq ft

1801 W 51st St, Chicago, IL 60609

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 2953 W Warren Blvd, Chicago, IL 60612, 12 beds, 6 baths

$750,000

12 beds6 baths— sq ft

2953 W Warren Blvd, Chicago, IL 60612

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 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

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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 4804 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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