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

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ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Tucked onto a quiet, tree-lined street in the heart of North Center, this 4-bedroom plus office/den home is the rare find that lets you have it all: a peaceful residential block just steps from the shops, restaurants, and energy of one of the city's most beloved neighborhoods. The front porch and huge back deck tell you everything you need to know the moment you arrive. This home blends thoughtful updates with the vintage character and charm that make these classic North Center homes so special. Sunlight pours through oversized windows, and skylights bathe the upper-level bedrooms in natural light. Upstairs, three generously sized bedrooms share an updated hall bath, a layout that's ideal f

$1,095,000

4 beds3 baths— sq ft

1907 W Warner Ave, Chicago, IL 60613

Front porch • Huge back deck • 2 car garage

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Experience the precision of a brick Craftsman ranch infused with Prairie School details in the prestigious Jackson Park Highlands. Situated on an expansive 75 by 134 lot, this 4,787 square foot home represents a rare intersection of architectural integrity and modern functionality. Designed by noted architect Edgar Newman. An elegant foyer with wood built-ins leads into a huge living room defined by exceptional woodwork and a large brick hearth featuring a gas fireplace with a distinct brass hood and floral concrete details. The formal dining room serves as a centerpiece for the home, boasting an antique chandelier, wainscoting and a wood beamed ceiling. A renovated Chef's kitchen equipped

$750,000

5 beds4 baths2,787 sq ft

6829 S Constance Ave, Chicago, IL 60649

Expansive lot • Elegant foyer • Large brick hearth

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Bring your vision and creativity to 1513 N 32nd Ave, a spacious two-unit property offering approximately 2,173 square feet, 5 total bedrooms, 2 bathrooms, and tremendous potential for the buyer ready to make it their own. This handyman special presents a unique opportunity because of the flexibility it offers. Renovate and maintain the property as a two-unit residence, creating two separate living spaces, or explore the possibility of DE converting the building into a generous single-family home designed around your individual needs and lifestyle, subject to municipal requirements and approvals. With this amount of space and multiple possibilities for future use, the property provides an ex

$250,000

6 beds2 baths— sq ft

1513 N 32nd Ave, Melrose Park, IL 60160

Two unit property • Substantial space • Nearby parks

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
ATTENTION INVESTORS & REHABBERS: Tremendous opportunity in one of N. Belmont Cragin's best pockets! Unpack the full equity in this single-family home featuring a main floor 2 bed blueprint, expandable unfinished attic & full basement. Build up with dormers to craft an upscale primary suite upstairs, complete the basement for extra bedrooms & entertainment space & max out the total square footage to unlock top tier neighborhood ARV's Standard lot size & solid bones ready for your ideas. Convenient location. Property to be sold as-is.

$269,000

2 beds1 bath1,250 sq ft

5129 W George Ave, Chicago, IL 60641

Solid bones • Full basement • Convenient location

OPEN SAT, 2PM TO 3:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Cook County, IL:
Saved the best for end of summer! Spacious, solid, and sunny brick 4 bedroom, 2.1 updated baths in popular Central St neighborhood! Entertainment size formal rooms plus the rooms you really use arranged in a perfect circular flow. Expansive kitchen opens directly to vaulted family room with built-in cubbies/mudroom. Hardwood floors throughout, French doors in Dining Room open to step-down Family room with beamed ceiling, floor to ceiling windows for views of patio. 2020 lux spa bath delivers on what you want/need! Deep soak tub, spacious shower, double vanities, skylight, Restoration Hardware finishes. Walk-in closet. 3 additional bedrooms, all accommodate queen or king beds and have cu

$979,000

4 beds2.5 baths2,600 sq ft

2024 Ewing Ave, Evanston, IL 60201

Primary suite • Finished basement • Eat-in peninsula

Property at 3943 W 14th St, Chicago, IL 60623, 10 beds, 3 baths

$250,000

10 beds3 baths— sq ft

3943 W 14th St, Chicago, IL 60623

Property at 8919 Olcott Ave, Morton Grove, IL 60053, 3 beds, 2 baths

$450,000

3 beds2 baths1,785 sq ft

8919 Olcott Ave, Morton Grove, IL 60053

Property at 2323 W Charleston St, Chicago, IL 60647, 7 beds, 3 baths

$869,000

7 beds3 baths— sq ft

2323 W Charleston St, Chicago, IL 60647

Property at 1682 Van Buren Ave, Des Plaines, IL 60018, 3 beds, 2 baths

$370,000

3 beds2 baths1,440 sq ft

1682 Van Buren Ave, Des Plaines, IL 60018

Property at 9760 S Dobson Ave, Chicago, IL 60628, 3 beds, 2 baths

$195,000

3 beds2 baths1,600 sq ft

9760 S Dobson Ave, Chicago, IL 60628

Property at 6141 S Justine St, Chicago, IL 60636, 5 beds, 2 baths

$150,000

5 beds2 baths— sq ft

6141 S Justine St, Chicago, IL 60636

Property at 404 S Brainard Ave, La Grange, IL 60525, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,121 sq ft

404 S Brainard Ave, La Grange, IL 60525

Property at 1138 Shermer Rd, Glenview, IL 60025, 2 beds, 1.5 baths

$375,000

2 beds1.5 baths744 sq ft

1138 Shermer Rd, Glenview, IL 60025

Property at 6936 N Kostner Ave, Lincolnwood, IL 60712, 5 beds, 4 baths

$785,000

5 beds4 baths2,824 sq ft

6936 N Kostner Ave, Lincolnwood, IL 60712

Property at 3115 Park Pl, Evanston, IL 60201, 3 beds, 3 baths

$940,000

3 beds3 baths2,600 sq ft

3115 Park Pl, Evanston, IL 60201

Property at 2936 N Keating Ave, Chicago, IL 60641, 4 beds, 2 baths

$500,000

4 beds2 baths2,815 sq ft

2936 N Keating Ave, Chicago, IL 60641

Property at 5022 Fargo Ave, Skokie, IL 60077, 3 beds, 2.5 baths

$529,900

3 beds2.5 baths1,428 sq ft

5022 Fargo Ave, Skokie, IL 60077

Property at 354 Lionel Rd, Riverside, IL 60546, 4 beds, 3.5 baths

$959,000

4 beds3.5 baths3,150 sq ft

354 Lionel Rd, Riverside, IL 60546

Property at 2025 Dodge Ave, Evanston, IL 60201, 9 beds, 4 baths

$399,900

9 beds4 baths— sq ft

2025 Dodge Ave, Evanston, IL 60201

Property at 3829 W Addison St, Chicago, IL 60618, 4 beds, 3.5 baths

$629,000

4 beds3.5 baths1,408 sq ft

3829 W Addison St, Chicago, IL 60618

Property at 2018 Sherman Ave Unit 1W, Evanston, IL 60201, 2 beds, 1 bath

$275,000

2 beds1 bath— sq ft

2018 Sherman Ave Unit 1W, Evanston, IL 60201

Property at 6215 S Evans Ave, Chicago, IL 60637, 5 beds, 2 baths

$224,900

5 beds2 baths— sq ft

6215 S Evans Ave, Chicago, IL 60637

Property at 6022 N Ionia Ave, Chicago, IL 60646, 6 beds, 5.5 baths

$2,400,000

6 beds5.5 baths6,000 sq ft

6022 N Ionia Ave, Chicago, IL 60646

Property at 5342 S Melvina Ave, Chicago, IL 60638, 3 beds, 1.5 baths

$374,000

3 beds1.5 baths1,011 sq ft

5342 S Melvina Ave, Chicago, IL 60638

Property at 2833 N Francisco Ave, Chicago, IL 60618, 3 beds, 1.5 baths

$1,100,000

3 beds1.5 baths— sq ft

2833 N Francisco Ave, Chicago, IL 60618

Property at 1920 N Rockwell St, Chicago, IL 60647, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths— sq ft

1920 N Rockwell St, Chicago, IL 60647

Property at Sign in for address, Chicago, IL 60618, 5 beds, 3 baths

$800,000

5 beds3 baths— sq ft

Property at Sign in for address, Chicago, IL 60612, 4 beds, 4.5 baths

$650,000

4 beds4.5 baths3,690 sq ft

Property at 7101 W 114th Pl, Worth, IL 60482, 3 beds, 2 baths

$329,900

3 beds2 baths1,120 sq ft

7101 W 114th Pl, Worth, IL 60482

Property at 10300 S Talman Ave, Chicago, IL 60655, 3 beds, 2 baths

$314,900

3 beds2 baths1,176 sq ft

10300 S Talman Ave, Chicago, IL 60655

Property at 4120 N Ottawa Ave, Norridge, IL 60706, 4 beds, 3 baths

$479,900

4 beds3 baths2,505 sq ft

4120 N Ottawa Ave, Norridge, IL 60706

Property at 5500 W Adams St, Chicago, IL 60644, 8 beds, 4 baths

$395,000

8 beds4 baths— sq ft

5500 W Adams St, Chicago, IL 60644

Property at 1019 N Wolcott Ave, Chicago, IL 60622, 6 beds, 7 baths

$4,995,000

6 beds7 baths9,740 sq ft

1019 N Wolcott Ave, Chicago, IL 60622

Property at 818 Bach St, Northbrook, IL 60062, 5 beds, 3 baths

$779,000

5 beds3 baths2,384 sq ft

818 Bach St, Northbrook, IL 60062

Property at 1233 Woodside Rd, La Grange Park, IL 60526, 3 beds, 1.5 baths

$599,000

3 beds1.5 baths1,410 sq ft

1233 Woodside Rd, La Grange Park, IL 60526

Property at 1046 Ridge St, Evanston, IL 60202, 7 beds, 4.5 baths

$1,595,000

7 beds4.5 baths5,402 sq ft

1046 Ridge St, Evanston, IL 60202

Property at 1842 N Keeler Ave, Chicago, IL 60639, 4 beds, 3 baths

$379,900

4 beds3 baths— sq ft

1842 N Keeler Ave, Chicago, IL 60639

Property at 4140 N Marmora Ave, Chicago, IL 60634, 6 beds, 3 baths

$699,999

6 beds3 baths— sq ft

4140 N Marmora Ave, Chicago, IL 60634

Property at 3110 W Jarvis Ave, Chicago, IL 60645, 3 beds, 2 baths

$479,000

3 beds2 baths2,026 sq ft

3110 W Jarvis Ave, Chicago, IL 60645

Property at 1708 N 73rd Ct, Elmwood Park, IL 60707, 3 beds, 2.5 baths

$459,000

3 beds2.5 baths1,355 sq ft

1708 N 73rd Ct, Elmwood Park, IL 60707

Property at 10735 S Prospect Ave, Chicago, IL 60643, 4 beds, 3 baths

$589,900

4 beds3 baths3,200 sq ft

10735 S Prospect Ave, Chicago, IL 60643

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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 4865 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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