Chicago and Chicagoland Luxury Listings

Curated by Compass Curated Chicago. Last updated January 28
Luxury listings across Chicagoland; City, North Shore, Northwest Suburbs, and the Western Suburbs
a front view of a multi story building
1/10
Listed By @propertiesPending

$4,000,000

4
Bedrooms
4,273
Square Feet

1447 North Dearborn Street, Unit 2N, Chicago, IL 60610

a front view of a building
1/42
Closed 3/13/26

$2,750,000

6
Bedrooms
5,000
Square Feet

1625 North Burling Street, Unit 401, Chicago, IL 60614

a front view of a house with a garden
Closed 5/28/26

$3,400,000

6
Bedrooms
Unavailable
Square Feet
0.08
Acres

446 West Huron Street, Chicago, IL 60654

$3,675,000 | 1520 North Dearborn Parkway, Chicago, IL 60610
1/50
Closed 3/2/26

$3,675,000

5
Bedrooms
7,065
Square Feet
0.08
Acres

1520 North Dearborn Parkway, Chicago, IL 60610

a front view of a house with a garden
1/57
Closed 1/30/26

$3,350,000

6
Bedrooms
7,218
Square Feet
0.51
Acres

861 Bell Lane, Winnetka, IL 60093

a view of a house with garden
1/50
Closed 1/23/26

$1,650,000

5
Bedrooms
3,376
Square Feet
Unavailable
Acres

140 North Quincy Street, Hinsdale, IL 60521

a front view of a house with a garden
1/32
Closed 4/22/26

$1,550,000

5
Bedrooms
3,550
Square Feet
0.19
Acres

284 Highland Avenue, Elmhurst, IL 60126

$1,500,000 | 3 Templeton Drive, Oak Brook, IL 60523
1/5
Closed 3/6/26

$1,500,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.21
Acres

3 Templeton Drive, Oak Brook, IL 60523

a front view of house with yard and green space
1/62
Closed 4/17/26Virtual Tour

$1,350,000

4
Bedrooms
6,551
Square Feet
27.43
Acres

20719 Highview Road, Marengo, IL 60152

$2,145,000 | 1753 Midwest Club Parkway, Oak Brook, IL 60523
1/34
Listed By Compass

$2,145,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.74
Acres

1753 Midwest Club Parkway, Oak Brook, IL 60523

$1,599,900 | 7830 North Pillow Hill Road, Spring Grove, IL 60081
1/69
Listed By @properties

$1,599,900

5
Bedrooms
9,000
Square Feet
9.31
Acres

7830 North Pillow Hill Road, Spring Grove, IL 60081

$5,100,000 | 4115 State Rte 31, Crystal Lake, IL 60012
1/14
Listed By @properties

$5,100,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
36.7
Acres

4115 State Rte 31, Crystal Lake, IL 60012

$2,200,000 | 0 Route 31 Highway, McHenry, IL 60051
1/9
Listed By Compass

$2,200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
79.28
Acres

0 Route 31 Highway, McHenry, IL 60051

a view of a house with a yard
Listed By @propertiesPending

$1,699,900

5
Bedrooms
4,153
Square Feet
0.19
Acres

234 East Grantley Avenue, Elmhurst, IL 60126

$5,100,000 | 2150 East Algonquin Road, Algonquin, IL 60102
1/13
Listed By @properties

$5,100,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
8.69
Acres

2150 East Algonquin Road, Algonquin, IL 60102

$1,745,000 | 1751 Midwest Club Parkway, Oak Brook, IL 60523
1/40
Listed By Compass

$1,745,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.57
Acres

1751 Midwest Club Parkway, Oak Brook, IL 60523

$975,000 | 500 Auvergne Place, River Forest, IL 60305
1/56
Closed 3/3/26

$975,000

5
Bedrooms
3,300
Square Feet
0.26
Acres

500 Auvergne Place, River Forest, IL 60305

$999,000 | 107 Stirrup Lane, Burr Ridge, IL 60527
1/37
Listed By Compass

$999,000

4
Bedrooms
3,128
Square Feet
0.38
Acres

107 Stirrup Lane, Burr Ridge, IL 60527

$1,950,000 | 153 Algonquin Road, Barrington Hills, IL 60010
1/95
Listed By @properties

$1,950,000

5
Bedrooms
9,152
Square Feet
20.36
Acres

153 Algonquin Road, Barrington Hills, IL 60010

a front view of a house with a yard and garage
1/59
Closed 3/19/26

$1,755,000

7
Bedrooms
6,974
Square Feet
1.1
Acres

5881 Teal Lane, Long Grove, IL 60047

a view of a large building
1/44
Closed 3/27/26New Construction

$3,550,000

4
Bedrooms
3,950
Square Feet

435 North Michigan Avenue, Unit 405, Chicago, IL 60611

$2,800,000 | 1029 North Winchester Avenue, Chicago, IL 60622
1/27
Closed 3/27/26

$2,800,000

7
Bedrooms
Unavailable
Square Feet
0.07
Acres

1029 North Winchester Avenue, Chicago, IL 60622

$2,630,000 | 3754 North Claremont Avenue, Chicago, IL 60618
1/56
Closed 2/18/26

$2,630,000

6
Bedrooms
5,450
Square Feet
0.09
Acres

3754 North Claremont Avenue, Chicago, IL 60618

a view of a large building
1/47
Closed 3/17/26

$4,200,000

3
Bedrooms
4,000
Square Feet

11 East Walton Street, Unit 4802, Chicago, IL 60611

front view of a brick building
1/38
Closed 3/2/26

$5,500,000

3
Bedrooms
5,500
Square Feet

159 East Walton Place, Unit 31A, Chicago, IL 60611

a front view of a house with a yard
1/61
Closed 3/27/26Virtual Tour

$3,490,000

6
Bedrooms
6,696
Square Feet
0.32
Acres

1106 Hohlfelder Road, Glencoe, IL 60022

an aerial view of residential building with parking space
1/26
Listed By @propertiesContingent

$2,000,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
7.7
Acres

306 Algonquin Road, South Barrington, IL 60010

$16,750,000 | 501 Sheridan Road, Kenilworth, IL 60043
1/20
Listed By @properties

$16,750,000

7
Bedrooms
17,000
Square Feet
1
Acres

501 Sheridan Road, Kenilworth, IL 60043

$2,165,000 | 625 Wissing Lane, Glenview, IL 60025
1/39
Closed 4/9/26

$2,165,000

5
Bedrooms
5,309
Square Feet
0.22
Acres

625 Wissing Lane, Glenview, IL 60025

a front view of a building
1/45
Closed 5/4/26

$1,963,500

4
Bedrooms
4,575
Square Feet

1327 West Washington Boulevard, Unit 5CD, Chicago, IL 60607

a front view of a house with a garden and trees
1/58
Closed 4/3/26Virtual Tour

$2,800,000

6
Bedrooms
8,798
Square Feet
1.43
Acres

1 Morrison Road, Northbrook, IL 60062

a city street lined with buildings and cars
1/3
Private Exclusive

$2,900,000

Unavailable
Bedrooms
Unavailable
Bathrooms
13,250
Square Feet
0.28
Acres

3200-3210 West 26th Street, Chicago, IL 60623

$2,200,000 | 166 North Buckley Road, Barrington Hills, IL 60010
Closed 3/25/26

$2,200,000

5
Bedrooms
8,239
Square Feet
4.71
Acres

166 North Buckley Road, Barrington Hills, IL 60010

a front view of a house with a yard
1/59
Closed 2/25/26

$1,050,000

5
Bedrooms
3,500
Square Feet
0.17
Acres

1206 Lathrop Avenue, River Forest, IL 60305

$1,650,000 | 15W320 Concord Street, Elmhurst, IL 60126
1/20
Listed By @propertiesContingent

$1,650,000

5
Bedrooms
3,841
Square Feet
0.19
Acres

15W320 Concord Street, Elmhurst, IL 60126

a front view of a house with a yard
1/34
Closed 2/18/26

$1,223,000

5
Bedrooms
3,877
Square Feet
0.18
Acres

534 Lathrop Avenue, River Forest, IL 60305

a front view of a house with a yard and garage
1/56
Closed 2/12/26

$3,575,000

5
Bedrooms
7,607
Square Feet
0.31
Acres

1171 Hohlfelder Road, Glencoe, IL 60022

a front view of a house with a yard and tree s
1/44
Closed 3/5/26

$3,700,000

5
Bedrooms
5,918
Square Feet
0.13
Acres

2209 North Seminary Avenue, Chicago, IL 60614

a view of a yard with plants and large trees
1/9
Listed By Compass

$3,800,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.16
Acres

1351 North Sheridan Road, Lake Forest, IL 60045

$1,100,000 | 170 North Rainbow Road, North Barrington, IL 60010
1/21
Listed By Compass

$1,100,000

4
Bedrooms
4,178
Square Feet
5
Acres

170 North Rainbow Road, North Barrington, IL 60010

a view of a white house with a yard and table and chairs under an umbrella
1/6
Listed By Compass

$1,685,000

4
Bedrooms
3,803
Square Feet
0.26
Acres

1021 Greenwood Drive, Wheaton, IL 60189

$1,634,459 | 468 Highland Avenue, Elmhurst, IL 60126
Closed 6/30/26

$1,634,459

4
Bedrooms
3,500
Square Feet
0.24
Acres

468 Highland Avenue, Elmhurst, IL 60126

$1,335,000 | 45 Willow Bay Drive, South Barrington, IL 60010
1/53
Closed 3/13/26

$1,335,000

5
Bedrooms
8,683
Square Feet
1.7
Acres

45 Willow Bay Drive, South Barrington, IL 60010

$1,675,000 | 183 East Grantley Avenue, Elmhurst, IL 60126
Closed 6/11/26

$1,675,000

4
Bedrooms
3,500
Square Feet
0.24
Acres

183 East Grantley Avenue, Elmhurst, IL 60126

$1,699,000 | 6136 Bentley Avenue, Willowbrook, IL 60527
1/10
Listed By Compass

$1,699,000

5
Bedrooms
3,850
Square Feet
Unavailable
Acres

6136 Bentley Avenue, Willowbrook, IL 60527

a front view of a house with a garden and plants
Closed 2/25/26

$1,450,000

6
Bedrooms
3,719
Square Feet
0.24
Acres

360 North Main Street, Glen Ellyn, IL 60137

a front view of a house with garden
1/57
Closed 5/15/26

$2,450,000

6
Bedrooms
9,829
Square Feet
1.05
Acres

401 West Glendale Avenue, Oak Brook, IL 60523

a view of a hallway with wooden floor and staircase
1/68
Listed By CompassContingent

$1,898,000

6
Bedrooms
9,275
Square Feet
8.42
Acres

35W543 Miller Road, Dundee, IL 60110

$2,399,000 | 757 Kipling Place, Deerfield, IL 60015
1/35
Listed By @properties

$2,399,000

6
Bedrooms
6,375
Square Feet
0.37
Acres

757 Kipling Place, Deerfield, IL 60015

a view of a building entrance
1/23
Closed 4/3/26

$2,150,000

3
Bedrooms
4,165
Square Feet

55 East Erie Street, Unit 5201, Chicago, IL 60611

a multi story building with trees in front of it
1/41
Listed By @properties

$9,995,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.34
Acres

201 South Ashland Avenue, Chicago, IL 60607

$11,700,000 | 800 North Michigan Avenue, Unit PH64, Chicago, IL 60611
1/53
Listed By @properties

$11,700,000

5
Bedrooms
8,500
Square Feet

800 North Michigan Avenue, Unit PH64, Chicago, IL 60611

an aerial view of a houses with outdoor space and swimming pool
1/65
Closed 5/11/26

$6,350,000

8
Bedrooms
11,542
Square Feet
2.9
Acres

261 East Onwentsia Road, Lake Forest, IL 60045

$2,250,000 | 1 Pacer Trail, South Barrington, IL 60010
1/82
Closed 7/1/26

$2,250,000

7
Bedrooms
10,111
Square Feet
1.48
Acres

1 Pacer Trail, South Barrington, IL 60010

$5,749,000 | 794 Greenwood Avenue, Glencoe, IL 60022
1/36
Listed By @properties

$5,749,000

6
Bedrooms
9,000
Square Feet
0.5
Acres

794 Greenwood Avenue, Glencoe, IL 60022

$5,950,000 | 1438 North Dearborn Street, Chicago, IL 60610
Closed 2/27/26

$5,950,000

5
Bedrooms
Unavailable
Square Feet
0.09
Acres

1438 North Dearborn Street, Chicago, IL 60610

front view of a building
1/40
Listed By @propertiesContingent

$2,750,000

3
Bedrooms
4,000
Square Feet

1500 North Lake Shore Drive, Unit 23C, Chicago, IL 60610

a view of a yard with plants and tree
1/54
Closed 5/29/26

$3,650,000

5
Bedrooms
10,580
Square Feet
0.20
Acres

536 West Barry Avenue, Chicago, IL 60657

$2,240,000 | 1400-1500 East Kensington Road, Mount Prospect, IL 60056
Listed By @propertiesContingent

$2,240,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
4.48
Acres

1400-1500 East Kensington Road, Mount Prospect, IL 60056

a front view of a building with a street
1/19
Listed By @properties

$4,950,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.43
Acres

3159 North California Avenue, Chicago, IL 60618

$3,100,000 | 2342 North Cleveland Avenue, Chicago, IL 60614
1/11
Listed By @properties

$3,100,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.13
Acres

2342 North Cleveland Avenue, Chicago, IL 60614

$3,280,000 | 570 Hathaway Circle, Lake Forest, IL 60045
1/68
Listed By @properties

$3,280,000

5
Bedrooms
6,239
Square Feet
0.82
Acres

570 Hathaway Circle, Lake Forest, IL 60045

$4,130,000 | 1425 North State Parkway, Chicago, IL 60610
Closed 4/3/26

$4,130,000

7
Bedrooms
7,607
Square Feet
0.09
Acres

1425 North State Parkway, Chicago, IL 60610

a front view of a house with a garden
1/71
Listed By @properties

$2,499,900

4
Bedrooms
3,959
Square Feet
0.96
Acres

8886 Johnston Road, Burr Ridge, IL 60527

$6,500,000 | 55 South Deere Park Drive, Highland Park, IL 60035
1/59
Closed 6/8/26

$6,500,000

5
Bedrooms
9,749
Square Feet
1.18
Acres

55 South Deere Park Drive, Highland Park, IL 60035

$2,525,000 | 2020 Knollwood Road, Lake Forest, IL 60045
1/55
Closed 4/3/26

$2,525,000

5
Bedrooms
6,058
Square Feet
3.56
Acres

2020 Knollwood Road, Lake Forest, IL 60045

$3,395,000 | 1031 Barrys Court, Lake Forest, IL 60045
1/39
Listed By CompassVirtual Tour

$3,395,000

5
Bedrooms
7,569
Square Feet
1.52
Acres

1031 Barrys Court, Lake Forest, IL 60045

$4,950,000 | 32 Woodley Road, Winnetka, IL 60093
1/56
Listed By @properties

$4,950,000

5
Bedrooms
9,908
Square Feet
1.9
Acres

32 Woodley Road, Winnetka, IL 60093

a view of lake from under large trees
1/28
Listed By @propertiesContingent

$6,250,000

7
Bedrooms
7,149
Square Feet
3.8
Acres

111 North Mayflower Road, Lake Forest, IL 60045

$9,995,000 | 2026 North Kenmore Avenue, Chicago, IL 60614
1/56
Listed By @propertiesVirtual Tour

$9,995,000

10
Bedrooms
13,400
Square Feet
0.21
Acres

2026 North Kenmore Avenue, Chicago, IL 60614

a front view of a house with a garden
1/21
Listed By @properties

$1,750,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.35
Acres

5107 North Arlington Heights Road, Long Grove, IL 60047

a front view of a house with a yard
1/21
Listed By @properties

$2,608,500

4
Bedrooms
5,330
Square Feet
5.09
Acres

0 Steeplechase Road, Chicago, IL 60639

$2,900,000 | 560 Oak Knoll Road, Barrington Hills, IL 60010
1/69
Listed By @propertiesContingent

$2,900,000

7
Bedrooms
17,244
Square Feet
8.42
Acres

560 Oak Knoll Road, Barrington Hills, IL 60010

$3,750,000 | 2648-2666 Waukegan Avenue, Highland Park, IL 60035
1/19
Listed By @properties

$3,750,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.90
Acres

2648-2666 Waukegan Avenue, Highland Park, IL 60035

$1,936,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
1/36
Closed 5/7/26

$1,936,000

4
Bedrooms
Unavailable
Square Feet

21 East Huron Street, Unit 4701, Chicago, IL 60611

a front view of a house with a yard
1/16
Listed By Compass

$2,995,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.73
Acres

200 Applebee Street, Barrington, IL 60010

$1,500,000 | 3403 York Road, Oak Brook, IL 60523
1/6
Listed By Compass

$1,500,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.18
Acres

3403 York Road, Oak Brook, IL 60523

Compass Curated Chicago

Would you like a curated collection specific to your needs and likes?

Contact me