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

1,413 homes + 153 early access

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ABOUT THIS HOME
Luxury Home for sale in Cook County, IL:
Presenting an unparalleled opportunity to acquire one of Chicago's most distinguished estates - an historic residence offering over 25,000 square feet of total living space, set on nearly one-third of an acre along the Gold Coast's prestigious Astor Street. This is an exceptionally wide and long lot like no other. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman Family, this extraordinary property is being offered for the first time in 40 years. A true masterpiece, this estate stands as a defining example of neo-classical and Georgian Revival design and spans an impressive 80 feet across and embodying Chicago's rich architectural heritage. At the center of th

$21,000,000

6 beds5.5 baths25,000 sq ft

Historic residence • Formal gardens • Private courtyard

1355 N Astor St, Chicago, IL 60610

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Cook County, IL:
Welcome to an exceptional opportunity just over a mile from the vibrant heart of The Glen. Situated on an impressive 1/2-acre lot measuring approximately 254 x 99 feet, this stately two-story brick residence offers incredible space, timeless character, and endless potential. A grand circular driveway welcomes you home, leading to a spacious three-car garage. The backyard is equally impressive, featuring an expansive deck that stretches across the entire rear of the home-perfect for outdoor entertaining, summer gatherings, or simply enjoying the peaceful surroundings. Inside, the thoughtfully designed main level offers room for every occasion. Highlights include a formal living room and dini

$1,250,000

6 beds4.5 baths3,870 sq ft

Private office • Circular driveway • Expansive deck

1610 Elmdale Ave, Glenview, IL 60026

ABOUT THIS HOME
Luxury Home for sale in Cook County, IL:
Situated on one of Lincoln Park's most coveted tree-lined streets just steps off Armitage, this exceptional newer construction 5-bedroom, 5.1-bath home seamlessly blends sophisticated modern design with thoughtful functionality in an unbeatable location. Built in 2019, the residence is filled with natural light and features soaring ceilings and dramatic floor-to-ceiling windows throughout every level. A beautiful entry foyer welcomes you into an elegant, sun-filled living and dining space that feels both refined and inviting. The sleek chef's kitchen showcases striking European cabinetry, premium appliances, an oversized island with built-in shelving, and a clean contemporary aesthetic perf

$4,550,000

5 beds5.5 baths5,000 sq ft

3,000 sq ft lot • 2 garage spots • Built 2019

1944 N Fremont St, Chicago, IL 60614

ABOUT THIS HOME
Luxury Home for sale in Cook County, IL:
Rare Single-Family Home in the Heart of Wicker Park with Private Parking & Designer Outdoor Living A truly rare opportunity to own a 2,912 square foot SINGLE FAMILY STANDALONE home in one of Chicago's most vibrant neighborhoods. Located on Damen Avenue just one block north of Division Street, this exceptional property offers the space, privacy, and lifestyle that are incredibly difficult to find in Wicker Park. The home features 4 bedrooms and 3 full bathrooms, along with a recently remodeled interior showcasing brand new hardwood flooring throughout. Offered fully furnished and fully stocked, this property is completely turnkey-perfect as a primary residence, second home, or inves

$1,299,000

4 beds3 baths2,912 sq ft

Premium turf lawn • Private parking • 2,879 sq ft lot

1235 N Damen Ave, Chicago, IL 60622

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Cook County, IL:
A Home That Redefines Scale and Lifestyle. With over 17,000 square feet of meticulously designed living space-including 7,500 square feet dedicated to main-floor living and entertaining-this residence represents one of the most comprehensive lifestyle homes ever built in Winnetka. Designed and built by noted builder, every element was curated for collectors, entertainers, and owners who value privacy, wellness, and architectural presence-without compromise. Designed with a timeless, classic architectural aesthetic and infused with modern innovation for 2026 living, this residence delivers true first-floor living and entertaining with every amenity required for builders "Five Star Livin

$16,900,000

6 beds9 baths15,000 sq ft

Home theater • 50 foot art gallery • Main floor living

915 Sunset Rd, Winnetka, IL 60093

Property at 79 E Cedar St, Chicago, IL 60611, 4 beds, 7 baths

$6,900,000

4 beds7 baths7,523 sq ft

79 E Cedar St, Chicago, IL 60611

Property at 4020 N Francisco Ave, Chicago, IL 60618, 5 beds, 3.5 baths

$1,395,000

5 beds3.5 baths4,000 sq ft

4020 N Francisco Ave, Chicago, IL 60618

Property at 325 Princeton Rd, Hinsdale, IL 60521, 7 beds, 7 baths

$2,995,000

7 beds7 baths6,160 sq ft

325 Princeton Rd, Hinsdale, IL 60521

Property at 461 W Melrose St, Chicago, IL 60657, 6 beds, 4 baths

$2,100,000

6 beds4 baths5,246 sq ft

461 W Melrose St, Chicago, IL 60657

Property at 481 N Clinton St, Chicago, IL 60654, 5 beds, 3.5 baths

$1,450,000

5 beds3.5 baths3,447 sq ft

481 N Clinton St, Chicago, IL 60654

Property at 4 Windsor Ct, South Barrington, IL 60010, 4 beds, 4 baths

$1,525,000

4 beds4 baths3,875 sq ft

4 Windsor Ct, South Barrington, IL 60010

Property at 2123 N Bissell St, Chicago, IL 60614, 7 beds, 7.5 baths

$5,970,000

7 beds7.5 baths8,700 sq ft

2123 N Bissell St, Chicago, IL 60614

Property at 1811 N Howe St, Chicago, IL 60614, 5 beds, 4.5 baths

$4,495,000

5 beds4.5 baths5,900 sq ft

1811 N Howe St, Chicago, IL 60614

Property at 1036 E Talbot St, Arlington Heights, IL 60004, 6 beds, 4 baths

$1,495,000

6 beds4 baths4,876 sq ft

1036 E Talbot St, Arlington Heights, IL 60004

Property at 1619 W Summerdale Ave, Chicago, IL 60640, 6 beds, 5 baths

$1,999,000

6 beds5 baths4,200 sq ft

1619 W Summerdale Ave, Chicago, IL 60640

Property at 2633 Crawford Ave, Evanston, IL 60201, 5 beds, 3.5 baths

$1,479,000

5 beds3.5 baths— sq ft

2633 Crawford Ave, Evanston, IL 60201

Property at 451 E Grand Ave Ph 64, Chicago, IL 60611, 5 beds, 6 baths

$12,250,000

5 beds6 baths7,940 sq ft

451 E Grand Ave Ph 64, Chicago, IL 60611

Property at 2736 W Francis Pl, Chicago, IL 60647, 8 beds, 4 baths

$1,080,000

8 beds4 baths— sq ft

2736 W Francis Pl, Chicago, IL 60647

Property at 8807 Dee Rd, Des Plaines, IL 60016, 9 beds, 6 baths

$899,900

9 beds6 baths4,928 sq ft

8807 Dee Rd, Des Plaines, IL 60016

Property at 2679 N Orchard St Unit 1N, Chicago, IL 60614, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths— sq ft

2679 N Orchard St Unit 1N, Chicago, IL 60614

Property at 1454 N Dearborn St, Chicago, IL 60610, 6 beds, 4.5 baths

$6,000,000

6 beds4.5 baths11,000 sq ft

1454 N Dearborn St, Chicago, IL 60610

Property at 1821 W Armitage Ave Unit 3W, Chicago, IL 60622, 3 beds, 2.5 baths

$895,000

3 beds2.5 baths— sq ft

1821 W Armitage Ave Unit 3W, Chicago, IL 60622

Property at 6883 W Hobart Ave, Chicago, IL 60631, 5 beds, 4.5 baths

$1,370,000

5 beds4.5 baths4,277 sq ft

6883 W Hobart Ave, Chicago, IL 60631

Property at 337 Greenwood Rd, Glenview, IL 60025, 6 beds, 4.5 baths

$1,649,900

6 beds4.5 baths5,500 sq ft

337 Greenwood Rd, Glenview, IL 60025

Property at 200 E Delaware Pl Unit 8C-9C, Chicago, IL 60611, 4 beds, 3.5 baths

$1,300,000

4 beds3.5 baths3,400 sq ft

200 E Delaware Pl Unit 8C-9C, Chicago, IL 60611

Property at 1009 N Drury Ln, Arlington Heights, IL 60004, 6 beds, 5 baths

$1,750,000

6 beds5 baths3,800 sq ft

1009 N Drury Ln, Arlington Heights, IL 60004

Property at 5 Jennifer Ct, Barrington, IL 60010, 5 beds, 6.5 baths

$3,398,000

5 beds6.5 baths13,259 sq ft

5 Jennifer Ct, Barrington, IL 60010

Property at 75 E Elm St, Chicago, IL 60611, 7 beds, 6.5 baths

$3,499,990

7 beds6.5 baths7,150 sq ft

75 E Elm St, Chicago, IL 60611

Property at 915 Franklin Ave, River Forest, IL 60305, 8 beds

$5,000,000

8 beds— baths21,211 sq ft

915 Franklin Ave, River Forest, IL 60305

Property at 33 E Division St, Chicago, IL 60610, 7 beds, 7 baths

$3,600,000

7 beds7 baths— sq ft

33 E Division St, Chicago, IL 60610

Property at 14800 108th Ave, Orland Park, IL 60467, 4 beds, 5.5 baths

$2,100,000

4 beds5.5 baths11,400 sq ft

14800 108th Ave, Orland Park, IL 60467

Property at 1938 North Dr, Glenview, IL 60025, 5 beds, 5.5 baths

$3,950,000

5 beds5.5 baths6,227 sq ft

1938 North Dr, Glenview, IL 60025

Property at 8 Brooke Ln, South Barrington, IL 60010, 5 beds, 6 baths

$3,100,000

5 beds6 baths11,348 sq ft

8 Brooke Ln, South Barrington, IL 60010

Property at 8619 W Sunset Rd, Niles, IL 60714, 6 beds, 5 baths

$1,250,000

6 beds5 baths4,174 sq ft

8619 W Sunset Rd, Niles, IL 60714

Property at 1333 W 59th St, La Grange Highlands, IL 60525, 4 beds, 3.5 baths

$1,450,000

4 beds3.5 baths4,200 sq ft

1333 W 59th St, La Grange Highlands, IL 60525

Property at 2733 N Pulaski Rd, Chicago, IL 60639, 4 beds, 3.5 baths

$2,750,000

4 beds3.5 baths7,000 sq ft

2733 N Pulaski Rd, Chicago, IL 60639

Property at 2 Hickory Ln, Northbrook, IL 60062, 6 beds, 6.5 baths

$2,999,000

6 beds6.5 baths8,559 sq ft

2 Hickory Ln, Northbrook, IL 60062

Property at 907 6th Ave, La Grange, IL 60525, 4 beds, 3.5 baths

$1,497,000

4 beds3.5 baths3,745 sq ft

907 6th Ave, La Grange, IL 60525

Property at 25 E Superior St #3601, Chicago, IL 60611, 3 beds, 3 baths

$1,250,000

3 beds3 baths2,610 sq ft

25 E Superior St #3601, Chicago, IL 60611

Property at 2720 N Ashland Ave Unit 2S, Chicago, IL 60614, 3 beds, 2 baths

$850,000

3 beds2 baths1,650 sq ft

2720 N Ashland Ave Unit 2S, Chicago, IL 60614

Property at 2742 N Kenmore Ave, Chicago, IL 60614, 4 beds, 2.5 baths

$1,570,000

4 beds2.5 baths— sq ft

2742 N Kenmore Ave, Chicago, IL 60614

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Based on information submitted to the MLS GRID as of Sat Sep 05 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.

Luxury Homes for Sale in Cook County

There are currently 1431 luxury homes for sale in Cook County at a median listing price of $355K. 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 50 days and receive 2 offers. This map is refreshed with the newest listings in Cook County every 15 minutes.

In the past month, 4430 homes have been sold in Cook County. In addition to houses in Cook County, there were also 7091 condos, 1373 townhouses, and 1946 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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Homes closed*

* Data from the last year

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