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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

180 Westview RD, Winnetka, IL 60093
Open Sat 11AM-1PM
39

$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
979 Vine ST, Winnetka, IL 60093
Open 5/24 12PM-3PM
35

$950,000

4 Beds 1.5 Baths 2,100 SqFt

979 Vine ST, Winnetka, IL 60093

Listed by Vernon Ewing Spence of Jason Mitchell Real Estate IL

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
747 Lincoln AVE, Winnetka, IL 60093
New
54

$2,395,000

4 Beds 4 Baths

747 Lincoln AVE, Winnetka, IL 60093

Listed by Colleen Archer Daugherty of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
909 Green Bay RD #2S, Winnetka, IL 60093
New
12

$2,000

2 Beds 1 Baths 771 SqFt

909 Green Bay RD #2S, Winnetka, IL 60093

Listed by Andra O'Neill of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1094 Pine ST, Winnetka, IL 60093
New
22

$10,500

4 Beds 3.5 Baths 3,090 SqFt

1094 Pine ST, Winnetka, IL 60093

Listed by Anne Malone of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
127 Glenwood AVE, Winnetka, IL 60093
New
50

$2,995,000

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
62 Woodley RD, Winnetka, IL 60093
New
43

$2,569,900

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
231 Woodlawn AVE, Winnetka, IL 60093
Active Under Contract
48

$4,699,000

6 Beds 7.5 Baths 6,000 SqFt

231 Woodlawn AVE, Winnetka, IL 60093

Listed by Craig Stone of Stone Realty Group

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1128 Mt. Pleasant RD, Winnetka, IL 60093
Active
43

$4,500,000

6 Beds 7.5 Baths 6,950 SqFt

1128 Mt. Pleasant RD, Winnetka, IL 60093

Listed by Eugene Fu of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1241 ASH ST, Winnetka, IL 60093
Active Under Contract
64

$2,489,000

5 Beds 5.5 Baths 4,680 SqFt

1241 ASH ST, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
642 Ash ST, Winnetka, IL 60093
Pending
36

$1,450,000

5 Beds 3.5 Baths

642 Ash ST, Winnetka, IL 60093

Listed by Annika Valdiserri of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1105 Elm ST, Winnetka, IL 60093
Active Under Contract
42

$1,089,000

3 Beds 3.5 Baths 2,435 SqFt

1105 Elm ST, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1082 Ash ST, Winnetka, IL 60093
Active Under Contract
54

$1,885,000

4 Beds 3.5 Baths 3,932 SqFt

1082 Ash ST, Winnetka, IL 60093

Listed by Sara Sullivan of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1368 Scott AVE, Winnetka, IL 60093
Active Under Contract
47

$1,700,000

5 Beds 4.5 Baths 3,347 SqFt

1368 Scott AVE, Winnetka, IL 60093

Listed by Alan Meyerowitz of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
92 Indian Hill RD, Winnetka, IL 60093
Active
36

$2,695,000

4 Beds 4 Baths 4,574 SqFt

92 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
1505 Tower RD, Winnetka, IL 60093
Pending
33

$995,000

4 Beds 4 Baths 3,225 SqFt

1505 Tower RD, 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
915 Sunset RD, Winnetka, IL 60093
Active
14

$16,900,000

6 Beds 9 Baths 15,000 SqFt

915 Sunset RD, Winnetka, IL 60093

Listed by Mary Maris of Village Realty Group Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
Winnetka, IL 60093
Active Under Contract
55

$1,495,000

4 Beds 3 Baths

Winnetka, IL 60093

Listed by Emily Smart LeMire of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
995 Oak ST, Winnetka, IL 60093
Active Under Contract
38

$1,699,000

4 Beds 4.5 Baths 3,639 SqFt

995 Oak ST, Winnetka, IL 60093

Listed by Joanne Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1255 Forest Glen DR N, Winnetka, IL 60093
Pending
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
406 Woodley Woods, Winnetka, IL 60093
Active Under Contract
50

$2,499,900

6 Beds 5 Baths 5,458 SqFt

406 Woodley Woods, Winnetka, IL 60093

Listed by Jason Wagner of Greystone Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
91 ABBOTTSFORD RD, Winnetka, IL 60093
Active Under Contract
34

$1,895,000

5 Beds 4.5 Baths 5,231 SqFt

91 ABBOTTSFORD RD, Winnetka, IL 60093

Listed by Laura Fitzpatrick of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
574 Orchard LN, Winnetka, IL 60093
Active Under Contract
24

$899,000

3 Beds 2.5 Baths 6,599 Sqft Lot

574 Orchard LN, Winnetka, IL 60093

Listed by Danielle Wylie of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
841 Prospect AVE, Winnetka, IL 60093
Pending
35

$1,450,000

5 Beds 3.5 Baths

841 Prospect AVE, Winnetka, IL 60093

Listed by Christie Ascione of @properties Christie's International Real Estate

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 05/14/2026. 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: 05/14/2026.

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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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