60093 Homes for Sale

65 total properties
View 500 Maple Street Winnetka, IL MLS# 12631320
Save 500 Maple Street Winnetka, IL MLS# 12631320
1 of 70
$2,395,000
5

Beds

3.2

Baths

5,646

Sq.Ft.

500 Maple Street

Winnetka, IL

MRED
Courtesy of COMPASS
View 1482 Edgewood Lane Winnetka, IL MLS# 12640779
Save 1482 Edgewood Lane Winnetka, IL MLS# 12640779
1 of 58
$2,395,000
6

Beds

5.1

Baths

4,837

Sq.Ft.

1482 Edgewood Lane

Winnetka, IL

MRED
Courtesy of COMPASS
View 1185 Hill Road Winnetka, IL MLS# 12580255
Save 1185 Hill Road Winnetka, IL MLS# 12580255
1 of 58
$2,439,000
4

Beds

5.2

Baths

4,269

Sq.Ft.

1185 Hill Road

Winnetka, IL

MRED
Courtesy of COMPASS
The time to sell is now! THE TIME TO SELL IS NOW!
View 406 Woodley Woods Winnetka, IL MLS# 12611829
  • Virtual Tour
Save 406 Woodley Woods Winnetka, IL MLS# 12611829
1 of 50
$2,499,900
6

Beds

4.2

Baths

5,458

Sq.Ft.

406 Woodley Woods

Winnetka, IL

MRED
Courtesy of GREYSTONE REALTY
View 62 Woodley Road Winnetka, IL MLS# 12637769
Save 62 Woodley Road Winnetka, IL MLS# 12637769
1 of 43
$2,569,900
6

Beds

4.2

Baths

7,000

Sq.Ft.

62 Woodley Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 92 Indian Hill Road Winnetka, IL MLS# 12620950
Save 92 Indian Hill Road Winnetka, IL MLS# 12620950
1 of 37
$2,695,000
4

Beds

3.2

Baths

4,574

Sq.Ft.

92 Indian Hill Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 127 Glenwood Avenue Winnetka, IL MLS# 12677019
  • Recently Listed
Save 127 Glenwood Avenue Winnetka, IL MLS# 12677019
1 of 49
$2,795,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

127 Glenwood Avenue

Winnetka, IL

MRED
Courtesy of COMPASS
View 510 Provident Avenue Winnetka, IL MLS# 12573223
  • New Construction
Save 510 Provident Avenue Winnetka, IL MLS# 12573223
1 of 1
$2,799,388
6

Beds

5.1

Baths

510 Provident Avenue

Winnetka, IL

MRED
Courtesy of JOHN PARK
View 73 Locust Road Winnetka, IL MLS# 12668471
  • Recently Listed
Save 73 Locust Road Winnetka, IL MLS# 12668471
1 of 25
$2,800,000
5

Beds

5.1

Baths

4,089

Sq.Ft.

73 Locust Road

Winnetka, IL

MRED
Courtesy of CIRCLE ONE REALTY
View 220 Shadowood Lane Northfield, IL MLS# 12653088
  • Recently Listed
Save 220 Shadowood Lane Northfield, IL MLS# 12653088
1 of 37
$2,950,000
5

Beds

3.1

Baths

4,858

Sq.Ft.

220 Shadowood Lane

Northfield, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 100 Old Green Bay Road Winnetka, IL MLS# 12555408
Save 100 Old Green Bay Road Winnetka, IL MLS# 12555408
1 of 71
$3,200,000
6

Beds

4.2

Baths

7,914

Sq.Ft.

100 Old Green Bay Road

Winnetka, IL

MRED
Courtesy of COMPASS
View 1015 Sheridan Road Winnetka, IL MLS# 12660928
  • Recently Listed
Save 1015 Sheridan Road Winnetka, IL MLS# 12660928
1 of 38
$3,495,000
6

Beds

7.1

Baths

8,303

Sq.Ft.

1015 Sheridan Road

Winnetka, IL

MRED
Courtesy of COLDWELL BANKER REALTY
View Address not provided Winnetka, IL MLS# 12496129
Save Address not provided Winnetka, IL MLS# 12496129
1 of 42
$3,599,000
4

Beds

4.1

Baths

5,499

Sq.Ft.

Address not provided

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 245 Maple Row Road Northfield, IL MLS# 12649767
  • Recently Listed
Save 245 Maple Row Road Northfield, IL MLS# 12649767
1 of 44
$3,999,000
7

Beds

6.1

Baths

245 Maple Row Road

Northfield, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1900 Winnetka Avenue Northfield, IL MLS# 12596397
  • Virtual Tour
Save 1900 Winnetka Avenue Northfield, IL MLS# 12596397
1 of 53
$4,199,000
9

Beds

11.2

Baths

14,781

Sq.Ft.

1900 Winnetka Avenue

Northfield, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1128 Mt. Pleasant Road Winnetka, IL MLS# 12606067
  • Virtual Tour
Save 1128 Mt. Pleasant Road Winnetka, IL MLS# 12606067
1 of 43
$4,200,000
6

Beds

6.3

Baths

6,950

Sq.Ft.

1128 Mt. Pleasant Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 140 Birch Street Winnetka, IL MLS# 12564836
Save 140 Birch Street Winnetka, IL MLS# 12564836
1 of 78
$4,500,000
6

Beds

5.2

Baths

6,212

Sq.Ft.

140 Birch Street

Winnetka, IL

MRED
Courtesy of COMPASS
View 231 Woodlawn Avenue Winnetka, IL MLS# 12638690
Save 231 Woodlawn Avenue Winnetka, IL MLS# 12638690
1 of 48
$4,699,000
6

Beds

6.3

Baths

6,000

Sq.Ft.

231 Woodlawn Avenue

Winnetka, IL

MRED
Courtesy of STONE REALTY GROUP
View 32 Woodley Road Winnetka, IL MLS# 12283033
Save 32 Woodley Road Winnetka, IL MLS# 12283033
1 of 56
$4,950,000
5

Beds

4.3

Baths

9,908

Sq.Ft.

32 Woodley Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1380 Westmoor Trail Winnetka, IL MLS# 12657418
  • Recently Listed
Save 1380 Westmoor Trail Winnetka, IL MLS# 12657418
1 of 61
$4,995,000
6

Beds

6.3

Baths

7,480

Sq.Ft.

1380 Westmoor Trail

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE

Information deemed reliable but not guaranteed.

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Data is updated as of 6/15/2026.