View 319 SHERIDAN Road Winnetka, IL MLS# 12680920
  • Recently Listed with Virtual Tour
1 of 81
$29,900,000
8

Beds

9.4

Baths

20,000

Sq.Ft.

319 SHERIDAN Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 915 Sunset Road Winnetka, IL MLS# 12600188
  • New Construction
1 of 23
$16,900,000
6

Beds

8.2

Baths

15,000

Sq.Ft.

915 Sunset Road

Winnetka, IL

MRED
Courtesy of VILLAGE REALTY GROUP INC
View 919 HILL Road Winnetka, IL MLS# 12661112
  • Recently Listed with Virtual Tour
1 of 67
$7,999,900
6

Beds

7.2

Baths

10,588

Sq.Ft.

919 HILL Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 320 Woodley Road Winnetka, IL MLS# 12465682
  • Virtual Tour
1 of 53
$5,149,000
6

Beds

5.2

Baths

13,000

Sq.Ft.

320 Woodley Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 936 Sunset Road Winnetka, IL MLS# 12660037
$4,999,900
6

Beds

4.2

Baths

4,159

Sq.Ft.

936 Sunset Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1380 Westmoor Trail Winnetka, IL MLS# 12657418
  • Virtual Tour
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
View 32 Woodley Road Winnetka, IL MLS# 12283033
$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 231 Woodlawn Avenue Winnetka, IL MLS# 12638690
$4,699,000
6

Beds

6.3

Baths

6,000

Sq.Ft.

231 Woodlawn Avenue

Winnetka, IL

MRED
Courtesy of STONE REALTY GROUP
View 140 Birch Street Winnetka, IL MLS# 12564836
$4,500,000
6

Beds

5.2

Baths

6,212

Sq.Ft.

140 Birch Street

Winnetka, IL

MRED
Courtesy of COMPASS
View 1128 Mt. Pleasant Road Winnetka, IL MLS# 12606067
  • Virtual Tour
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 605 Arbor Vitae Road Winnetka, IL MLS# 12680669
$3,850,000
7

Beds

5.1

Baths

605 Arbor Vitae Road

Winnetka, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTERNATIONAL REALTY
View 1015 Sheridan Road Winnetka, IL MLS# 12660928
$3,495,000
6

Beds

7.1

Baths

8,303

Sq.Ft.

1015 Sheridan Road

Winnetka, IL

MRED
Courtesy of COLDWELL BANKER REALTY
View 100 Old Green Bay Road Winnetka, IL MLS# 12555408
$3,200,000
6

Beds

4.2

Baths

7,914

Sq.Ft.

100 Old Green Bay Road

Winnetka, IL

MRED
Courtesy of COMPASS
View 48 Indian Hill Road Winnetka, IL MLS# 12682485
$3,200,000
5

Beds

4.1

Baths

3,683

Sq.Ft.

48 Indian Hill Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 510 Provident Avenue Winnetka, IL MLS# 12573223
$2,799,388
6

Beds

5.1

Baths

510 Provident Avenue

Winnetka, IL

MRED
Courtesy of JOHN PARK
View 127 Glenwood Avenue Winnetka, IL MLS# 12677019
  • Recently Listed
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 82 Woodley Road Winnetka, IL MLS# 12680099
  • Recently Listed
1 of 21
$2,785,000
6

Beds

5.1

Baths

82 Woodley Road

Winnetka, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 92 Indian Hill Road Winnetka, IL MLS# 12620950
$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 62 Woodley Road Winnetka, IL MLS# 12637769
$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 406 Woodley Woods Winnetka, IL MLS# 12611829
  • Virtual Tour
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

About Winnetka

Listings in Winnetka, IL

43

Estimated median home price

$2,250,000
Winnetka IL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winnetka, Illinois real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winnetka, IL.

Homes for Sale by Price in Winnetka, IL

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 1
$400K - 500K 0
$500K - 600K 0
$600K - 700K 1
$700K - 800K 0
$800K - 900K 1
$900K - 1M 1
$1M - Max 38

Homes for Sale by Type in Winnetka, IL

Property Type Count
Single Family 39
Townhouse 0
Condo 3
Commercial 0
Rental 10
Lots and Land 1
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/27/2026)

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.

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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 6/29/2026.