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

5,209 homes + 200 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
This beautifully updated 2 bedroom, 1 bath condo is filled with recent improvements throughout! Located in a stunning vintage courtyard building on coveted Eastlake Terrace, this location offers a picturesque lakefront street on Chicago's North Shore with private access to Lake Michigan. The recently gut-rehabbed kitchen features radiant heated floors as a cozy touch for cold winter days, soft-close cabinetry, quartz countertops, stainless steel appliances, subway tile backsplash, and a breakfast bar that opens to the dining area. Hardwood floors flow throughout the home, while double-paned windows and a southern courtyard exposure bring in abundant natural light. The spacious living room i

$265,000

2 beds1 bath924 sq ft

7639 N Eastlake Ter Unit 1D, Chicago, IL 60626

Quartz countertops • Soft-close cabinetry • Gut-rehabbed kitchen

NEW

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Introducing 1235 Leon Place in Evanston, a beautifully renovated home. Some recent updates include new kitchen, new bathrooms, refinished hardwood floors, and updated electrical. The property is comprised of 4 bedrooms on the main level and 3 bedrooms in the lower level. There are four renovated bathrooms which makes this an ideal multigenerational living arrangement or a spacious family home. With its generous bedroom count and flexible layout this home provides plenty of opportunity to create spaces tailored to your lifestyle. The generous backyard creates an inviting outdoor setting for recreation, gardening and family gatherings. Ideally located in sought after Evanston This property

$799,000

7 beds3 baths2,419 sq ft

1235 Leon Pl, Evanston, IL 60201

Updated electrical • New kitchen • Renovated bathrooms

NEW

$1,250,000

9 beds5 baths2,479 sq ft

1416-18 W Brummel St, Evanston, IL 60202

Fenced yard • Short walk to shops • 6,063 sq ft lot

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
A rare opportunity to own a renovated brick 2-flat. Live in one unit, rent the other, and let your tenants cover some of your expenses. If you are an investor seeking strong cash flow, this property delivers both lifestyle and financial value. The first and second floor units each offer three spacious bedrooms, generously sized living rooms, and separate dining areas - an inviting layout perfect for everyday living and entertaining. Both units have been upgraded with cherry kitchen cabinets, stainless steel appliances, and granite countertops, along with beautifully refreshed bathrooms and rich hardwood floors throughout, adding warmth and character to every room. The lower level has been t

$649,000

8 beds1 bath— sq ft

4831 Wright Ter, Skokie, IL 60077

Refreshed bathrooms • Granite countertops • Hardwood floors

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to this move-in-ready 3-bedroom, 2-bath home situated in a highly desirable Skokie location. The main level features three spacious bedrooms, a full bathroom, and beautiful hardwood flooring throughout. Large window fill the home with abundant natural light, creating a bright, warm, and inviting atmosphere. The fully finished basement provides exceptional additional living space, featuring a versatile fourth bedroom or office, a large bathroom, and an expansive recreation/living area. The basement flooring has been professionally finished with modern, waterproof vinyl wood-look laminate flooring (2025). The home offers numerous updates, including a High-efficiency Furnace and Air co

$489,900

3 beds2 baths1,036 sq ft

8644 Laramie Ave, Skokie, IL 60077

Hardwood flooring • 6,250 sq ft lot • 2 garage spots

Property at 5312 Crain St, Skokie, IL 60077, 3 beds, 1 bath

$450,000

3 beds1 bath— sq ft

5312 Crain St, Skokie, IL 60077

Property at 389 Michael John Dr, Park Ridge, IL 60068, 4 beds, 2 baths

$659,000

4 beds2 baths1,925 sq ft

389 Michael John Dr, Park Ridge, IL 60068

Property at Undisclosed address, Des Plaines, IL 60018, 5 beds, 2 baths

$585,000

5 beds2 baths2,350 sq ft

Undisclosed address, Des Plaines, IL 60018

Property at 1316 Whitcomb Ave, Des Plaines, IL 60018, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,800 sq ft

1316 Whitcomb Ave, Des Plaines, IL 60018

Property at 620 N Main St, Mount Prospect, IL 60056, 3 beds, 2 baths

$360,000

3 beds2 baths2,000 sq ft

620 N Main St, Mount Prospect, IL 60056

Property at 630 S Beverly Ln, Arlington Heights, IL 60005, 5 beds, 4 baths

$1,650,000

5 beds4 baths4,657 sq ft

630 S Beverly Ln, Arlington Heights, IL 60005

Property at 701 W Maude Ave, Arlington Heights, IL 60004, 3 beds, 2 baths

$399,900

3 beds2 baths1,293 sq ft

701 W Maude Ave, Arlington Heights, IL 60004

Property at 727 Skyline Dr, Barrington, IL 60010, 3 beds, 2 baths

$409,900

3 beds2 baths1,380 sq ft

727 Skyline Dr, Barrington, IL 60010

Property at 1234 W 72nd St, Chicago, IL 60636, 5 beds, 2 baths

$260,000

5 beds2 baths1,402 sq ft

1234 W 72nd St, Chicago, IL 60636

Property at 7443 S Dante Ave, Chicago, IL 60619, 9 beds, 4 baths

$275,000

9 beds4 baths— sq ft

7443 S Dante Ave, Chicago, IL 60619

Property at 6534 S Bell Ave, Chicago, IL 60636, 3 beds, 1 bath

$350,000

3 beds1 bath1,850 sq ft

6534 S Bell Ave, Chicago, IL 60636

Property at 4505 S Union Ave, Chicago, IL 60609, 4 beds, 2 baths

$285,000

4 beds2 baths— sq ft

4505 S Union Ave, Chicago, IL 60609

Property at 4229 S Princeton Ave, Chicago, IL 60609, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths2,454 sq ft

4229 S Princeton Ave, Chicago, IL 60609

Property at 8400 Merrimac Ave, Burbank, IL 60459, 3 beds, 1 bath

$250,000

3 beds1 bath1,032 sq ft

8400 Merrimac Ave, Burbank, IL 60459

Property at 7760 Lavergne Ave, Burbank, IL 60459, 3 beds, 2 baths

$289,900

3 beds2 baths1,056 sq ft

7760 Lavergne Ave, Burbank, IL 60459

Property at 5814 S New England Ave, Chicago, IL 60638, 5 beds, 3.5 baths

$777,000

5 beds3.5 baths3,000 sq ft

5814 S New England Ave, Chicago, IL 60638

Property at 6012 S Melvina Ave, Chicago, IL 60638, 4 beds, 2 baths

$384,900

4 beds2 baths1,357 sq ft

6012 S Melvina Ave, Chicago, IL 60638

Property at 3649 W 58th Pl, Chicago, IL 60629, 3 beds, 2 baths

$350,000

3 beds2 baths2,145 sq ft

3649 W 58th Pl, Chicago, IL 60629

Property at 5225 S Campbell Ave, Chicago, IL 60632, 10 beds, 5 baths

$355,000

10 beds5 baths— sq ft

5225 S Campbell Ave, Chicago, IL 60632

Property at 5433 S Millard Ave, Chicago, IL 60632, 6 beds, 3 baths

$530,000

6 beds3 baths— sq ft

5433 S Millard Ave, Chicago, IL 60632

Property at 4824 S Tripp Ave, Chicago, IL 60632, 4 beds, 2 baths

$425,000

4 beds2 baths2,472 sq ft

4824 S Tripp Ave, Chicago, IL 60632

Property at 5231 S Meade Ave, Chicago, IL 60638, 3 beds, 1 bath

$325,000

3 beds1 bath1,200 sq ft

5231 S Meade Ave, Chicago, IL 60638

Property at 1420 W 54th St, La Grange Highlands, IL 60525, 4 beds, 2.5 baths

$697,000

4 beds2.5 baths4,190 sq ft

1420 W 54th St, La Grange Highlands, IL 60525

Property at 3922 Elm Ave, Brookfield, IL 60513, 3 beds, 1 bath

$349,000

3 beds1 bath1,240 sq ft

3922 Elm Ave, Brookfield, IL 60513

Property at 3600 S Winchester Ave, Chicago, IL 60609, 8 beds, 4.5 baths

$525,000

8 beds4.5 baths— sq ft

3600 S Winchester Ave, Chicago, IL 60609

Property at 680 N Lake Shore Dr #1008, Chicago, IL 60611, 2 beds, 1.5 baths

$475,000

2 beds1.5 baths1,550 sq ft

680 N Lake Shore Dr #1008, Chicago, IL 60611

Property at 3236 S 49th Ave, Cicero, IL 60804, 5 beds, 2 baths

$375,000

5 beds2 baths— sq ft

3236 S 49th Ave, Cicero, IL 60804

Property at 3531 Scoville Ave, Berwyn, IL 60402, 4 beds, 2 baths

$419,900

4 beds2 baths1,597 sq ft

3531 Scoville Ave, Berwyn, IL 60402

Property at 6723 31st St, Berwyn, IL 60402, 4 beds, 2 baths

$489,999

4 beds2 baths2,800 sq ft

6723 31st St, Berwyn, IL 60402

Property at 1249 W Roscoe St #1, Chicago, IL 60657, 2 beds, 1 bath

$374,900

2 beds1 bath900 sq ft

1249 W Roscoe St #1, Chicago, IL 60657

Property at 4703 W Parker Ave, Chicago, IL 60639, 4 beds, 3 baths

$539,000

4 beds3 baths— sq ft

4703 W Parker Ave, Chicago, IL 60639

Property at 1507 W Hollywood Ave, Chicago, IL 60660, 7 beds, 5 baths

$1,250,000

7 beds5 baths— sq ft

1507 W Hollywood Ave, Chicago, IL 60660

Property at 1539 N Kolin Ave, Chicago, IL 60651, 6 beds, 3 baths

$474,900

6 beds3 baths— sq ft

1539 N Kolin Ave, Chicago, IL 60651

Property at 8125 S Evans Ave, Chicago, IL 60619, 6 beds, 2 baths

$315,000

6 beds2 baths— sq ft

8125 S Evans Ave, Chicago, IL 60619

Property at 4442 N Sacramento Ave, Chicago, IL 60625, 6 beds, 2 baths

$749,000

6 beds2 baths— sq ft

4442 N Sacramento Ave, Chicago, IL 60625

Property at 540 W 120th St, Chicago, IL 60628, 4 beds, 2 baths

$109,000

4 beds2 baths— sq ft

540 W 120th St, Chicago, IL 60628

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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 4800 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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