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

4,700 homes + 197 early access

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Once in a lifetime opportunity to own a true urban oasis w/ majestic renovated grey stone on 104'x126' vast city compound w/ potential income from charming coach house and a 2BR/2BA garden unit in front half of basement overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/ antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Mi

$4,850,000

9 beds7.5 baths— sq ft

1652 N Leavitt St, Chicago, IL 60647

Renovated grey stone • Picturesque garden • Potential income

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Rare mixed-use investment opportunity in the heart of Lakeview. Solid brick building featuring a ground-floor restaurant space with a lease in place through October 2027, providing stable income. The second-floor apartment offers 2 bedrooms, 1 bath, an updated kitchen and bath, spacious living room, and separate dining room. Zoned B1-3, offering long-term redevelopment and value-add potential. Residential tenant is month-to-month. Property is being sold in as-is condition and must be purchased together with 1630 W. Melrose. Excellent opportunity for investors, developers, or owner-users seeking a prime Lincoln Avenue location. Unfinished basement.

$650,000

— beds— baths3,050 sq ft

3248 N Lincoln Ave, Chicago, IL 60657

Updated bath • Separate dining room • Unfinished basement

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Rare redevelopment or investment opportunity in the heart of Lakeview. Solid brick 2-flat featuring two 2-bedroom, 1-bath apartments with long-term tenants currently on month-to-month leases. Rents are below market, offering immediate upside potential for investors or future redevelopment. Property is zoned B1-3 and is being offered exclusively as part of a package sale with the adjacent property at 3248 N. Lincoln Ave. Prime location near transportation, shopping, dining, and neighborhood amenities. Excellent opportunity to assemble a larger development site in a highly desirable Lakeview location. Sold as-is. Unfinished basement.

$550,000

4 beds2 baths— sq ft

1630 W Melrose St, Chicago, IL 60657

Long-term tenants • Zoned b1-3 • Solid brick 2-flat

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Welcome to the Devonshire Condo Residences and 2C. Enjoy the most beautiful lake views from your turreted breakfast/dining room that has a built-in banquet for seating. The large 1 bedroom condo was totally renovated in 2023. It is a turnkey designer property with 9' ceilings, hardwood floors thru-out, new lighting, a marble bathroom and a new gourmet chef's kitchen with custom black cabinetry, quartz countertops, and porcelain backsplash that comes with under cabinet lighting and gold pulls. The chef's kitchen comes with designer finishes and a 30 inch Frigidaire Gallery front control gas range which features an air fry command, and an 18" Wifi capable Haeir dishwasher with a 3 level

$249,000

1 bed1 bath— sq ft

6334 N Sheridan Rd Unit 2C, Chicago, IL 60660

Totally renovated • Lake views • Built-in banquet

$1,100,000

— beds— baths4,050 sq ft

3901 W Fullerton Ave, Chicago, IL 60647

Zoned b1-1 • Commercial unit • Hardwood floors

Property at 2923 N Marmora Ave, Chicago, IL 60634, 6 beds, 4 baths

$650,000

6 beds4 baths— sq ft

2923 N Marmora Ave, Chicago, IL 60634

Property at 4158 W Wellington Ave, Chicago, IL 60641, 3 beds, 2 baths

$449,900

3 beds2 baths— sq ft

4158 W Wellington Ave, Chicago, IL 60641

Property at 3608 W Wolfram St, Chicago, IL 60618, 7 beds, 4 baths

$1,299,500

7 beds4 baths— sq ft

3608 W Wolfram St, Chicago, IL 60618

Property at 3859 N Whipple St, Chicago, IL 60618, 7 beds, 4 baths

$900,000

7 beds4 baths— sq ft

3859 N Whipple St, Chicago, IL 60618

Property at 2610 W Balmoral Ave #306, Chicago, IL 60625, 1 bed, 1 bath

$149,900

1 bed1 bath750 sq ft

2610 W Balmoral Ave #306, Chicago, IL 60625

Property at 6040 N Niagara Ave, Chicago, IL 60631, 3 beds, 3 baths

$549,900

3 beds3 baths1,900 sq ft

6040 N Niagara Ave, Chicago, IL 60631

Property at 2635 N 73rd Ave, Elmwood Park, IL 60707, 5 beds, 3 baths

$420,000

5 beds3 baths1,596 sq ft

2635 N 73rd Ave, Elmwood Park, IL 60707

Property at 4047 Denley Ave, Schiller Park, IL 60176, 3 beds, 2 baths

$395,900

3 beds2 baths1,200 sq ft

4047 Denley Ave, Schiller Park, IL 60176

Property at 1616 Forest Pl, Evanston, IL 60201, 5 beds, 7 baths

$2,875,000

5 beds7 baths7,759 sq ft

1616 Forest Pl, Evanston, IL 60201

Property at 1645 Webster Ln, Des Plaines, IL 60018, 4 beds, 3 baths

$644,900

4 beds3 baths2,052 sq ft

1645 Webster Ln, Des Plaines, IL 60018

Property at 1704 Marguerite St, Park Ridge, IL 60068, 5 beds, 4 baths

$1,170,000

5 beds4 baths4,928 sq ft

1704 Marguerite St, Park Ridge, IL 60068

Property at 329 Cherry Ct, Glenview, IL 60025, 3 beds, 1 bath

$399,000

3 beds1 bath— sq ft

329 Cherry Ct, Glenview, IL 60025

Property at 60 Arizona Blvd, Hoffman Estates, IL 60169, 4 beds, 3 baths

$420,000

4 beds3 baths2,205 sq ft

60 Arizona Blvd, Hoffman Estates, IL 60169

Property at 2226 Central Rd, Glenview, IL 60025, 3 beds, 1 bath

$500,000

3 beds1 bath1,222 sq ft

2226 Central Rd, Glenview, IL 60025

Property at 819 S Beverly Ln, Arlington Heights, IL 60005, 5 beds, 3.5 baths

$1,100,000

5 beds3.5 baths3,972 sq ft

819 S Beverly Ln, Arlington Heights, IL 60005

Property at 29 E Stonegate Dr, Prospect Heights, IL 60070, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths2,066 sq ft

29 E Stonegate Dr, Prospect Heights, IL 60070

Property at 707 E Baldwin Rd, Palatine, IL 60074, 3 beds, 2 baths

$420,000

3 beds2 baths1,690 sq ft

707 E Baldwin Rd, Palatine, IL 60074

Property at 7601 S Hermitage Ave, Chicago, IL 60620, 3 beds, 3 baths

$830,000

3 beds3 baths— sq ft

7601 S Hermitage Ave, Chicago, IL 60620

Property at 7411 S Morgan St, Chicago, IL 60621, 5 beds, 2 baths

$130,000

5 beds2 baths— sq ft

7411 S Morgan St, Chicago, IL 60621

Property at 1417 E 71st St, Chicago, IL 60619, 3 beds, 2 baths

$39,900

3 beds2 baths1,481 sq ft

1417 E 71st St, Chicago, IL 60619

Property at 7828 S Greenwood Ave, Chicago, IL 60619, 5 beds, 2 baths

$264,000

5 beds2 baths— sq ft

7828 S Greenwood Ave, Chicago, IL 60619

Property at 7625 S Clyde Ave, Chicago, IL 60649, 5 beds, 3 baths

$559,900

5 beds3 baths3,130 sq ft

7625 S Clyde Ave, Chicago, IL 60649

Property at 6342 S Parnell Ave, Chicago, IL 60621, 6 beds, 2 baths

$130,000

6 beds2 baths— sq ft

6342 S Parnell Ave, Chicago, IL 60621

Property at 4126 S Lake Park Ave, Chicago, IL 60653, 5 beds, 3 baths

$799,000

5 beds3 baths4,000 sq ft

4126 S Lake Park Ave, Chicago, IL 60653

Property at 5615 S Nordica Ave, Chicago, IL 60638, 2 beds, 2 baths

$330,000

2 beds2 baths864 sq ft

5615 S Nordica Ave, Chicago, IL 60638

Property at 2552 W 59th St, Chicago, IL 60629

$415,000

— beds— baths2,450 sq ft

2552 W 59th St, Chicago, IL 60629

Property at 3511 S Halsted St, Chicago, IL 60609

$825,000

— beds— baths5,000 sq ft

3511 S Halsted St, Chicago, IL 60609

Property at 2639 Cuyler Ave, Berwyn, IL 60402, 2 beds, 1 bath

$289,000

2 beds1 bath805 sq ft

2639 Cuyler Ave, Berwyn, IL 60402

Property at 5400 W 23rd St, Cicero, IL 60804, 8 beds, 5 baths

$899,000

8 beds5 baths— sq ft

5400 W 23rd St, Cicero, IL 60804

Property at 1949 N Whipple St #1, Chicago, IL 60647, 2 beds, 2 baths

$484,900

2 beds2 baths1,274 sq ft

1949 N Whipple St #1, Chicago, IL 60647

Property at 4335 Lee St, Skokie, IL 60076, 4 beds, 2 baths

$799,000

4 beds2 baths2,200 sq ft

4335 Lee St, Skokie, IL 60076

Property at 4030 Vernon Ave, Brookfield, IL 60513, 2 beds, 1 bath

$325,000

2 beds1 bath852 sq ft

4030 Vernon Ave, Brookfield, IL 60513

Property at 1324 S 48th Ct, Cicero, IL 60804, 6 beds, 2 baths

$379,900

6 beds2 baths— sq ft

1324 S 48th Ct, Cicero, IL 60804

Property at 303 Sauganash St, Park Forest, IL 60466, 2 beds, 1 bath

$122,500

2 beds1 bath949 sq ft

303 Sauganash St, Park Forest, IL 60466

Property at 735 W 35th St, Chicago, IL 60616

$818,000

— beds— baths5,430 sq ft

735 W 35th St, Chicago, IL 60616

Property at 5544 S Carpenter St, Chicago, IL 60609, 10 beds, 5 baths

$500,000

10 beds5 baths— sq ft

5544 S Carpenter St, Chicago, IL 60609

Viewing page 89 of 120

Based on information submitted to the MLS GRID as of Sat Aug 29 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 4897 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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* Data from the last year

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