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Winnetka

Nestled along the North Shore, Winnetka is a community of tree-lined streets, sandy beaches, great schools, outstanding parks, and quality recreation facilities. Founded in 1869, Winnetka is a historic, family-oriented neighborhood with small-town charm and a thriving village for people to live and work. The community is located less than 20 miles north of the City of Chicago.

View The Market Report

Available Homes in Winnetka

1101 Merrill ST #M1, Winnetka, IL 60093
New
16

$285,000

2 Beds 1 Baths

1101 Merrill ST #M1, Winnetka, IL 60093

Listed by Julie Cassin of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1225 Elm ST, Winnetka, IL 60093
New
36

$1,399,000

4 Beds 3.5 Baths 3,992 SqFt

1225 Elm ST, Winnetka, IL 60093

Listed by Paige Dooley of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
48 Indian Hill RD, Winnetka, IL 60093
Active Under Contract
26

$3,200,000

5 Beds 4.5 Baths 3,683 SqFt

48 Indian Hill RD, Winnetka, IL 60093

Listed by Joseph Nash of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
319 SHERIDAN RD, Winnetka, IL 60093
New
81

$29,900,000

8 Beds 11 Baths 20,000 SqFt

319 SHERIDAN RD, Winnetka, IL 60093

Listed by Jena Radnay of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
605 Arbor Vitae RD, Winnetka, IL 60093
Active Under Contract
84

$3,850,000

7 Beds 5.5 Baths 0.60 Acres Lot

605 Arbor Vitae RD, Winnetka, IL 60093

Listed by Megan Panje-Wilson of Jameson Sotheby's International Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
757 Locust ST, Winnetka, IL 60093
New
34

$2,195,000

6 Beds 5 Baths 4,142 SqFt

757 Locust ST, Winnetka, IL 60093

Listed by Lisa Weis of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
761 Cherry ST #FRNT4, Winnetka, IL 60093
Pending
25

$6,600

3 Beds 3 Baths 2,000 SqFt

761 Cherry ST #FRNT4, Winnetka, IL 60093

Listed by Grace Flatt of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
127 Glenwood AVE, Winnetka, IL 60093
Active
49

$2,795,000

6 Beds 4.5 Baths 6,900 SqFt

127 Glenwood AVE, Winnetka, IL 60093

Listed by Marina Carney of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
376 Rosewood AVE, Winnetka, IL 60093
Active Under Contract
27

$825,000

2 Beds 2 Baths 1,938 SqFt

376 Rosewood AVE, Winnetka, IL 60093

Listed by Courtney Elko of Jameson Sotheby's International Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
134 Green Bay RD #104, Winnetka, IL 60093
Active Under Contract
19

$360,000

2 Beds 2 Baths 1,360 SqFt

134 Green Bay RD #104, Winnetka, IL 60093

Listed by Dinny Dwyer of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
920 Pine Tree LN, Winnetka, IL 60093
Active Under Contract
58

$2,099,000

5 Beds 5.5 Baths 0.40 Acres Lot

920 Pine Tree LN, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
42 Woodley RD, Winnetka, IL 60093
Active
72

$2,250,000

4 Beds 4.5 Baths 4,225 SqFt

42 Woodley RD, Winnetka, IL 60093

Listed by Peggy Lewis of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
919 HILL RD, Winnetka, IL 60093
Active
67

$7,999,900

6 Beds 8 Baths 10,588 SqFt

919 HILL RD, Winnetka, IL 60093

Listed by Jena Radnay of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1258 Scott AVE, Winnetka, IL 60093
Pending
45

$2,199,000

5 Beds 5.5 Baths 3,426 SqFt

1258 Scott AVE, Winnetka, IL 60093

Listed by Sara Sullivan of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
478 Sunset RD, Winnetka, IL 60093
Active Under Contract
25

$1,700,000

4 Beds 3.5 Baths 3,364 SqFt

478 Sunset RD, Winnetka, IL 60093

Listed by Cha McDaniel of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1372 Sunview LN, Winnetka, IL 60093
Active Under Contract
49

$1,650,000

5 Beds 4 Baths 3,642 SqFt

1372 Sunview LN, Winnetka, IL 60093

Listed by Paige Dooley of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1380 Westmoor TRL, Winnetka, IL 60093
Active
61

$4,995,000

6 Beds 7.5 Baths 7,480 SqFt

1380 Westmoor TRL, Winnetka, IL 60093

Listed by Lori Nieman of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
180 Westview RD, Winnetka, IL 60093
Active
41

$1,850,000

3 Beds 2.5 Baths 4,356 SqFt

180 Westview RD, Winnetka, IL 60093

Listed by Cody McGuire of @properties Commercial

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
918 Green Bay RD #3G, Winnetka, IL 60093
Active
19

$1,930

1 Bed 1 Bath 700 SqFt

918 Green Bay RD #3G, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
918 Green Bay RD #2L, Winnetka, IL 60093
Active
19

$1,895

1 Bed 1 Bath 1,000 SqFt

918 Green Bay RD #2L, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
733 Elm ST #302, Winnetka, IL 60093
Active
20

$1,885

1 Bed 1 Bath 700 SqFt

733 Elm ST #302, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
918 Green Bay RD #3A, Winnetka, IL 60093
Active
20

$1,795

1 Bed 1 Bath 700 SqFt

918 Green Bay RD #3A, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
918 Green Bay RD #3E, Winnetka, IL 60093
Active
1

$1,770

1 Bed 1 Bath 700 SqFt

918 Green Bay RD #3E, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
918 Green Bay RD #3B, Winnetka, IL 60093
Active
20

$1,645

1 Baths 400 SqFt

918 Green Bay RD #3B, Winnetka, IL 60093

Listed by Berthene Christos of Urban Abodes Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX

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 Blok are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokerage. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Digital Millennium Copyright Act – DMCA Notice Based on information submitted to the MLS GRID as of 06/23/2026. 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. IDX information is provided exclusively for consumers’ personal non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, the data is deemed reliable but is not guaranteed by MLS GRID, the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability. Data last updated: 06/23/2026.

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    The Matlin Group is a real estate team affiliated with Compass, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

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