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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

607 Orchard LN, Winnetka, IL 60093
Open Sat 12PM-2PM
42

$1,050,000

3 Beds 3 Baths 1,982 SqFt

607 Orchard LN, Winnetka, IL 60093

Listed by Julie Jensen of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
62 Woodley RD, Winnetka, IL 60093
Open Sun 11AM-1PM
46

$2,699,900

6 Beds 5 Baths 7,000 SqFt

62 Woodley 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
1159 Chatfield RD, Winnetka, IL 60093
Open Sun 1PM-2:30PM
48

$2,295,000

5 Beds 4.5 Baths 4,390 SqFt

1159 Chatfield RD, Winnetka, IL 60093

Listed by Jason Rowland of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1004 Elm ST, Winnetka, IL 60093
Open Sat 12PM-3PM
41

$1,450,000

5 Beds 3.5 Baths 3,047 SqFt

1004 Elm ST, Winnetka, IL 60093

Listed by Stephanie Cutter of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
598 Birch ST, Winnetka, IL 60093
New
31

$2,149,900

4 Beds 4 Baths 3,800 SqFt

598 Birch ST, 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
355 Linden ST, Winnetka, IL 60093
New
44

$2,500,000

5 Beds 4.5 Baths 5,184 SqFt

355 Linden ST, Winnetka, IL 60093

Listed by Iris Kohl of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
Winnetka, IL 60093
New
55

$2,995,000

5 Beds 5 Baths 7,070 SqFt

Winnetka, IL 60093

Listed by Paige Dooley of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
875 GORDON TER, Winnetka, IL 60093
Active Under Contract
76

$2,450,000

6 Beds 5.5 Baths 5,687 SqFt

875 GORDON TER, Winnetka, IL 60093

Listed by Howard Meyers of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1423 Asbury AVE, Winnetka, IL 60093
New
45

$2,399,000

6 Beds 6 Baths 5,350 SqFt

1423 Asbury AVE, Winnetka, IL 60093

Listed by Laura McCain of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1333 Tower RD, Winnetka, IL 60093
New
46

$1,850,000

5 Beds 5 Baths 3,921 SqFt

1333 Tower RD, Winnetka, IL 60093

Listed by Marta Lazic of Redfin Corporation

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
567 Hill TER, Winnetka, IL 60093
Active Under Contract
72

$1,695,000

4 Beds 3.5 Baths 3,662 SqFt

567 Hill TER, Winnetka, IL 60093

Listed by Lauren Dayton of Jameson Sotheby's Intl Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
711 Oak ST #106, Winnetka, IL 60093
Active Under Contract
25

$579,000

3 Beds 2 Baths 1,960 SqFt

711 Oak ST #106, Winnetka, IL 60093

Listed by Kimberly Ann Hoegler of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
932 Westmoor RD, Winnetka, IL 60093
New
29

$8,200

4 Beds 4.5 Baths 3,000 SqFt

932 Westmoor RD, Winnetka, IL 60093

Listed by Rita Rezko of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
955 Vernon AVE, Winnetka, IL 60093
Active Under Contract
54

$1,699,000

5 Beds 3.5 Baths 3,142 SqFt

955 Vernon AVE, Winnetka, IL 60093

Listed by Alyson Tesar of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
706 Green Bay RD #706, Winnetka, IL 60093
Active
22

$2,688

2 Beds 1.5 Baths 860 SqFt

706 Green Bay RD #706, Winnetka, IL 60093

Listed by Lauren Evett of Daniel Management Group Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
358 Winnetka AVE, Winnetka, IL 60093
Active Under Contract
70

$2,995,000

5 Beds 6 Baths 5,900 SqFt

358 Winnetka AVE, Winnetka, IL 60093

Listed by Kathryn Mangel of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
165 Fuller LN, Winnetka, IL 60093
Active Under Contract
43

$2,199,000

5 Beds 5.5 Baths 4,994 SqFt

165 Fuller LN, Winnetka, IL 60093

Listed by Alexa Hara of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1351 Scott AVE, Winnetka, IL 60093
Active Under Contract
47

$1,700,000

4 Beds 3 Baths 3,686 SqFt

1351 Scott AVE, Winnetka, IL 60093

Listed by Bonnie Tripton of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
4 Indian Hill RD, Winnetka, IL 60093
Active
31

$2,995,000

5 Beds 6.5 Baths 0.61 Acres Lot

4 Indian Hill RD, Winnetka, IL 60093

Listed by Kathryn Mangel of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
510 Provident AVE, Winnetka, IL 60093
Active
1

$2,799,388

6 Beds 5.5 Baths

510 Provident AVE, Winnetka, IL 60093

Listed by John Park of John Park

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1255 Forest Glen DR N, Winnetka, IL 60093
Active Under Contract
36

$2,175,000

5 Beds 4 Baths 4,214 SqFt

1255 Forest Glen DR N, Winnetka, IL 60093

Listed by Bonnie Tripton of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
640 Winnetka Mews #405, Winnetka, IL 60093
Pending
23

$639,000

3 Beds 3 Baths 1,862 SqFt

640 Winnetka Mews #405, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
270 Euclid AVE, Winnetka, IL 60093
Active Under Contract
23

$1,400,000

4 Beds 3 Baths 2,898 SqFt

270 Euclid AVE, Winnetka, IL 60093

Listed by Brandy Simon of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
100 Old Green Bay RD, Winnetka, IL 60093
Active
71

$3,200,000

6 Beds 5 Baths 7,914 SqFt

100 Old Green Bay RD, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

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 03/13/2026. 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: 03/13/2026.

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    © 2026 The Matlin Group | LIC #475.158591 | Compass - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    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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