60093 Homes for Sale

61 total properties
View 1192 Chatfield Road Winnetka, IL MLS# 12732091
Save 1192 Chatfield Road Winnetka, IL MLS# 12732091
1 of 46
$2,499,000
4

Beds

4.1

Baths

3,610

Sq.Ft.

1192 Chatfield Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 42 Woodley Road Winnetka, IL MLS# 12673083
Save 42 Woodley Road Winnetka, IL MLS# 12673083
1 of 74
$2,250,000
4

Beds

3.3

Baths

4,225

Sq.Ft.

42 Woodley Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 579 Hill Terrace Winnetka, IL MLS# 12751307
Save 579 Hill Terrace Winnetka, IL MLS# 12751307
1 of 46
$2,000,000
5

Beds

4.1

Baths

4,662

Sq.Ft.

579 Hill Terrace

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1288 Sunview Lane Winnetka, IL MLS# 12755931
  • Recently Listed with Virtual Tour
Save 1288 Sunview Lane Winnetka, IL MLS# 12755931
1 of 67
OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$1,999,000
5

Beds

3.2

Baths

3,914

Sq.Ft.

1288 Sunview Lane

Winnetka, IL

MRED
Courtesy of COMPASS
View 1440 Tower Road Winnetka, IL MLS# 12703898
  • Virtual Tour
Save 1440 Tower Road Winnetka, IL MLS# 12703898
1 of 45
$1,950,000
5

Beds

3.0

Baths

3,280

Sq.Ft.

1440 Tower Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 586 Earl Drive Northfield, IL MLS# 12719739
  • Recently Listed
Save 586 Earl Drive Northfield, IL MLS# 12719739
1 of 44
$1,899,000
6

Beds

4.1

Baths

5,338

Sq.Ft.

586 Earl Drive

Northfield, IL

MRED
Courtesy of COMPASS
View 2419 Fox Meadow Circle Northfield, IL MLS# 12753346
Save 2419 Fox Meadow Circle Northfield, IL MLS# 12753346
1 of 35
$1,795,000
3

Beds

3.1

Baths

4,400

Sq.Ft.

2419 Fox Meadow Circle

Northfield, IL

MRED
Courtesy of COMPASS
View 555 Cherry Street Winnetka, IL MLS# 12711173
Save 555 Cherry Street Winnetka, IL MLS# 12711173
1 of 44
$1,725,000
5

Beds

4.1

Baths

6,580

Sq.Ft.

555 Cherry Street

Winnetka, IL

MRED
Courtesy of COMPASS
View 870 Prospect Avenue Winnetka, IL MLS# 12745759
Save 870 Prospect Avenue Winnetka, IL MLS# 12745759
1 of 33
$1,649,000
4

Beds

2.1

Baths

3,215

Sq.Ft.

870 Prospect Avenue

Winnetka, IL

MRED
Courtesy of COMPASS
View 1360 Sunview Lane Winnetka, IL MLS# 12699325
Save 1360 Sunview Lane Winnetka, IL MLS# 12699325
1 of 5
$1,500,000
4

Beds

2.1

Baths

2,895

Sq.Ft.

1360 Sunview Lane

Winnetka, IL

MRED
Courtesy of COMPASS
View 286 Avon Avenue Northfield, IL MLS# 12746895
Save 286 Avon Avenue Northfield, IL MLS# 12746895
1 of 37
$1,499,000
4

Beds

2.1

Baths

2,845

Sq.Ft.

286 Avon Avenue

Northfield, IL

MRED
Courtesy of COMPASS
View 1930 Sunset Ridge Road Northfield, IL MLS# 12770182
  • Recently Listed
Save 1930 Sunset Ridge Road Northfield, IL MLS# 12770182
1 of 2
$1,450,000
0.0

Baths

1930 Sunset Ridge Road

Northfield, IL

MRED
Courtesy of ENGEL & VOELKERS CHICAGO NORTH SHORE
View 874 Boal Parkway Winnetka, IL MLS# 12736036
  • Virtual Tour
Save 874 Boal Parkway Winnetka, IL MLS# 12736036
1 of 45
$1,400,000
5

Beds

4.1

Baths

874 Boal Parkway

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 118 Dickens Road Northfield, IL MLS# 12564202
Save 118 Dickens Road Northfield, IL MLS# 12564202
1 of 5
$1,390,000
0.0

Baths

118 Dickens Road

Northfield, IL

MRED
Courtesy of CORE REALTY & INVESTMENTS, INC
View 22 Regent Wood Road Northfield, IL MLS# 12639571
Save 22 Regent Wood Road Northfield, IL MLS# 12639571
1 of 33
$1,350,000
3

Beds

4.1

Baths

3,574

Sq.Ft.

22 Regent Wood Road

Northfield, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTERNATIONAL REALTY
View 1 Regent Wood Road Northfield, IL MLS# 12758566
Save 1 Regent Wood Road Northfield, IL MLS# 12758566
1 of 38
$1,349,000
3

Beds

2.1

Baths

1 Regent Wood Road

Northfield, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 2033 Winnetka Road Northfield, IL MLS# 12564200
Save 2033 Winnetka Road Northfield, IL MLS# 12564200
1 of 3
$1,290,000
0.0

Baths

2033 Winnetka Road

Northfield, IL

MRED
Courtesy of CORE REALTY & INVESTMENTS, INC
View 640 Winnetka Mews # 403 Winnetka, IL MLS# 12767079
Save 640 Winnetka Mews # 403 Winnetka, IL MLS# 12767079
1 of 23
$1,250,000
4

Beds

3.0

Baths

2,000

Sq.Ft.

640 Winnetka Mews # 403

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 590 Willow Road Winnetka, IL MLS# 12758782
Save 590 Willow Road Winnetka, IL MLS# 12758782
1 of 10
$1,200,000
5

Beds

3.1

Baths

590 Willow Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIES INTERNATIONAL REAL ESTATE
View 590 Willow Road Winnetka, IL MLS# 12759407
Save 590 Willow Road Winnetka, IL MLS# 12759407
1 of 10
$1,200,000
0.0

Baths

590 Willow Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIES INTERNATIONAL REAL ESTATE

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

http://www.mredllc.com/comms/resources/DMCA_Notice.pdf

Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/2/2026.