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

4,668 homes + 195 early access

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$274,900

5 beds4 baths— sq ft

5315 W Crystal St, Chicago, IL 60651

Large unit layouts • Large units • Flexible extra space

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
First-timers, investors and builders, bring your ideas. Classic Chicago brick bungalow on oversized lot with 3 floors of living space. 5 beds and 3 full baths. Solid building with good bones ready for your ideas. Separate kitchens and utilities for the first and second floor, perfect for in-law arrangement. Roof in good shape. Furnace less than 10 years old. Mostly hardwood floors, newer windows on the main level. Separate dining room and a full finished basement- high and dry. 2 car garage with nice yard with patio. Great location, close to shopping, transportation, and entertainment. sold as-is.

$480,000

5 beds3 baths2,265 sq ft

6213 W Eddy St, Chicago, IL 60634

Separate kitchens • In-law arrangement • Finished basement

OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Well maintained & immaculate brick ranch with hardwood floors thru out. East facing living room with wood burning fireplace welcomes you. Dining room leads to eat-in kitchen that overlooks backyard. Dining room opens to adjoining first floor family room which is light & bright with great back yard views. Family room updates in 2018 include: new bamboo floor, windows, insulation & new vinyl siding. Two good sized bedrooms & full bath complete the first floor. Full, finished basement with large rec room, half bath, laundry room, utility room, large closet and storage. There is room to add a shower & convert the half bath into a full bath. New sump pump in 2025. N

$429,900

2 beds1.5 baths1,855 sq ft

8716 N Harding Ave, Skokie, IL 60076

Eat-in kitchen • Bamboo floor • Hardwood floors

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Prime location, investor-friendly, and move-in ready! This bright and spacious 3-bedroom, 1-bath condo offers an excellent combination of comfort, convenience, and investment potential. Hardwood floors run throughout most of the unit, with a modern kitchen featuring stainless steel appliances. All three bedrooms are generously sized with ample closet space, plus additional storage throughout the home. Residents enjoy a professionally managed building with heat and water included in the monthly assessment, on-site coin laundry, and extra storage. Located close to shopping, dining, public transportation, and everyday conveniences, this property is ideal for both owner-occupants and investors.

$184,990

3 beds1 bath1,000 sq ft

6112 N Damen Ave #2, Chicago, IL 60659

Extra storage • Move in ready • Modern kitchen

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
* * * Attention all investors * * * Add instant equity to this massive frame multi-unit in Grand Crossing. This property has extensive fire damages and is being sold as-is. No survey. Must take subject to all violations/building cases.

$29,900

12 beds6 baths— sq ft

7141 S Princeton St, Chicago, IL 60621

2 parking spots • Built 1885

Property at 3805 W Jarlath St, Lincolnwood, IL 60712, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,572 sq ft

3805 W Jarlath St, Lincolnwood, IL 60712

Property at 6413 S Honore St, Chicago, IL 60636, 5 beds, 2 baths

$104,900

5 beds2 baths— sq ft

6413 S Honore St, Chicago, IL 60636

Property at 1020 Pontiac Rd, Wilmette, IL 60091, 4 beds, 2.5 baths

$1,299,000

4 beds2.5 baths2,083 sq ft

1020 Pontiac Rd, Wilmette, IL 60091

Property at 319 W Webster Ave #1, Chicago, IL 60614, 2 beds, 1.5 baths

$665,000

2 beds1.5 baths1,300 sq ft

319 W Webster Ave #1, Chicago, IL 60614

Property at 906 N Monticello Ave, Chicago, IL 60651, 5 beds, 2 baths

$285,000

5 beds2 baths— sq ft

906 N Monticello Ave, Chicago, IL 60651

Property at 4439 N Newland Ave, Harwood Heights, IL 60706, 3 beds, 1 bath

$279,000

3 beds1 bath3,720 sq ft

4439 N Newland Ave, Harwood Heights, IL 60706

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 1949 N Francisco Ave, Chicago, IL 60647, 6 beds, 3 baths

$740,000

6 beds3 baths— sq ft

1949 N Francisco Ave, Chicago, IL 60647

Property at 5325 Oak Center Dr, Oak Lawn, IL 60453, 2 beds, 1 bath

$325,000

2 beds1 bath1,100 sq ft

5325 Oak Center Dr, 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 8336 Mango Ave, Morton Grove, IL 60053, 3 beds, 2 baths

$549,000

3 beds2 baths2,148 sq ft

8336 Mango Ave, Morton Grove, IL 60053

Property at 731 Enterprise Ct, Chicago Heights, IL 60411, 4 beds, 2.5 baths

$260,000

4 beds2.5 baths1,441 sq ft

731 Enterprise Ct, Chicago Heights, IL 60411

Property at 105 S Waller Ave, Chicago, IL 60644, 4 beds, 2.5 baths

$150,000

4 beds2.5 baths2,000 sq ft

105 S Waller Ave, Chicago, IL 60644

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 6035 N Damen Ave #109, Chicago, IL 60659, 2 beds, 1 bath

$174,900

2 beds1 bath1,100 sq ft

6035 N Damen Ave #109, Chicago, IL 60659

Property at 254 Arcadia St, Park Forest, IL 60466, 4 beds, 1 bath

$75,000

4 beds1 bath1,197 sq ft

254 Arcadia St, Park Forest, IL 60466

Property at 4352 W Monroe St, Chicago, IL 60624, 5 beds, 2 baths

$299,950

5 beds2 baths— sq ft

4352 W Monroe St, Chicago, IL 60624

Property at 7340 W 111th St, Worth, IL 60482, 3 beds, 2 baths

$339,900

3 beds2 baths1,802 sq ft

7340 W 111th St, Worth, IL 60482

Property at 3625 N Nora Ave, Chicago, IL 60634, 6 beds, 3 baths

$719,000

6 beds3 baths3,000 sq ft

3625 N Nora Ave, Chicago, IL 60634

Property at 4921 W 28th Pl, Cicero, IL 60804, 3 beds, 1.5 baths

$285,900

3 beds1.5 baths1,287 sq ft

4921 W 28th Pl, Cicero, IL 60804

Property at 4127 Arthur Ave, Brookfield, IL 60513, 5 beds, 2.5 baths

$450,000

5 beds2.5 baths2,370 sq ft

4127 Arthur Ave, Brookfield, IL 60513

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

$280,000

3 beds2 baths1,350 sq ft

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 1700 W 103rd St, Chicago, IL 60643, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths1,632 sq ft

1700 W 103rd St, Chicago, IL 60643

Property at 6410 N Hoyne Ave Unit 2W, Chicago, IL 60645, 3 beds, 2 baths

$289,900

3 beds2 baths1,000 sq ft

6410 N Hoyne Ave Unit 2W, Chicago, IL 60645

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 4419 N Whipple St Unit 2B, Chicago, IL 60625, 2 beds, 1 bath

$285,000

2 beds1 bath1,215 sq ft

4419 N Whipple St Unit 2B, Chicago, IL 60625

Property at 8301 S Maryland Ave, Chicago, IL 60619, 4 beds, 2 baths

$249,900

4 beds2 baths1,239 sq ft

8301 S Maryland Ave, Chicago, IL 60619

Property at 2530 W Pratt Blvd, Chicago, IL 60645, 2 beds, 1 bath

$425,000

2 beds1 bath1,024 sq ft

2530 W Pratt Blvd, Chicago, IL 60645

Property at 2432 N Campbell Ave, Chicago, IL 60647, 6 beds, 3.5 baths

$985,000

6 beds3.5 baths— sq ft

2432 N Campbell Ave, Chicago, IL 60647

Property at 3923 Clausen Ave, Western Springs, IL 60558, 3 beds, 3 baths

$1,369,000

3 beds3 baths2,691 sq ft

3923 Clausen Ave, Western Springs, IL 60558

Property at 1000 W Washington Blvd #216, Chicago, IL 60607, 1 bed, 1 bath

$399,000

1 bed1 bath— sq ft

1000 W Washington Blvd #216, Chicago, IL 60607

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 3800 N Lake Shore Dr Unit 3D, Chicago, IL 60613, 3 beds, 2.5 baths

$739,000

3 beds2.5 baths2,200 sq ft

3800 N Lake Shore Dr Unit 3D, Chicago, IL 60613

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Based on information submitted to the MLS GRID as of Fri Aug 28 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 4863 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, 5257 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7070 condos, 1442 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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