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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

381 Linden ST, Winnetka, IL 60093
Active Under Contract
42

$1,599,000

4 Beds 3 Baths 2,786 SqFt

381 Linden ST, Winnetka, IL 60093

Listed by Glo Rolighed of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1097 Merrill ST #G2, Winnetka, IL 60093
Open Sun 1:30PM-3PM
13

$285,000

2 Beds 1 Baths 820 SqFt

1097 Merrill ST #G2, Winnetka, IL 60093

Listed by Emily Destefano of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
561 Hill TER #310, Winnetka, IL 60093
New
20

$315,000

1 Bed 1 Bath 550 SqFt

561 Hill TER #310, Winnetka, IL 60093

Listed by Martha May of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
550 Locust ST, Winnetka, IL 60093
New
6

$1,050,000

3 Beds 2 Baths 1,375 SqFt

550 Locust ST, Winnetka, IL 60093

Listed by Susan Sullivan of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1390 Scott AVE, Winnetka, IL 60093
New
71

$1,975,000

6 Beds 4 Baths 4,046 SqFt

1390 Scott 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
285 Woodlawn AVE, Winnetka, IL 60093
Active Under Contract
54

$2,100,000

5 Beds 5.5 Baths 3,697 SqFt

285 Woodlawn AVE, Winnetka, IL 60093

Listed by Antonio Giamberduca of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
795 Pine ST, Winnetka, IL 60093
Active
47

$3,499,000

8 Beds 7 Baths 5,500 SqFt

795 Pine ST, Winnetka, IL 60093

Listed by Rachel Moltz of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1450 Asbury AVE, Winnetka, IL 60093
Active Under Contract
45

$1,385,000

4 Beds 3 Baths 2,300 SqFt

1450 Asbury AVE, Winnetka, IL 60093

Listed by Sherry Molitor of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1230 Lindenwood DR, Winnetka, IL 60093
Pending
27

$1,475,000

4 Beds 3.5 Baths 2,654 SqFt

1230 Lindenwood DR, Winnetka, IL 60093

Listed by Vicki Nelson of Real Broker LLC

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1140 Oakley AVE, Winnetka, IL 60093
Active Under Contract
32

$2,495,000

4 Beds 4.5 Baths 4,509 SqFt

1140 Oakley AVE, Winnetka, IL 60093

Listed by Anne Maitland of Jameson Sotheby's International Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
640 Winnetka Mews #403, Winnetka, IL 60093
Pending
23

$1,150,000

4 Beds 3 Baths 2,000 SqFt

640 Winnetka Mews #403, Winnetka, IL 60093

Listed by Jenny Fisher of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
510 Ash ST, Winnetka, IL 60093
Active
25

$1,995,000

5 Beds 3 Baths 3,000 SqFt

510 Ash ST, Winnetka, IL 60093

Listed by Beth Groebe of Coldwell Banker Realty

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

$2,750,000

5 Beds 5 Baths 7,736 SqFt

936 Fisher LN, Winnetka, IL 60093

Listed by Theodora Jordan of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
42 Woodley RD, Winnetka, IL 60093
Pending
63

$1,750,000

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
360 Green Bay RD #1D, Winnetka, IL 60093
Active
23

$1,049,000

2 Beds 2 Baths 2,137 SqFt

360 Green Bay RD #1D, Winnetka, IL 60093

Listed by Chris Downey of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
602 Lincoln AVE, Winnetka, IL 60093
Pending
19

$525,000

2 Beds 1.5 Baths 1,328 SqFt

602 Lincoln AVE, Winnetka, IL 60093

Listed by Paige Dooley of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1036 Ash ST, Winnetka, IL 60093
Pending
19

$2,195,000

4 Beds 3.5 Baths 2,889 SqFt

1036 Ash ST, Winnetka, IL 60093

Listed by Cindy Matzl of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1128 Mt. Pleasant RD, Winnetka, IL 60093
Active
58

$3,999,000

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
1163 Asbury AVE, Winnetka, IL 60093
Active Under Contract
29

$975,000

4 Beds 2.5 Baths 2,490 SqFt

1163 Asbury AVE, Winnetka, IL 60093

Listed by David Chung of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
252 Myrtle ST, Winnetka, IL 60093
Pending
6

$2,699,900

5 Beds 5 Baths 5,243 SqFt

252 Myrtle 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
592 Provident AVE, Winnetka, IL 60093
Active Under Contract
24

$1,100,000

4 Beds 1.5 Baths 2,308 SqFt

592 Provident AVE, Winnetka, IL 60093

Listed by Constance Browne of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
909 Green Bay RD #3S, Winnetka, IL 60093
Active
12

$2,000

2 Beds 1 Baths 771 SqFt

909 Green Bay RD #3S, 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
82 Woodley RD, Winnetka, IL 60093
Price Dropped by $86K
21

$2,699,000

6 Beds 5.5 Baths 1.50 Acres Lot

82 Woodley RD, Winnetka, IL 60093

Listed by Michael Mitchell of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
82 Woodley RD, Winnetka, IL 60093
Active
21

$15,000

6 Beds 5.5 Baths

82 Woodley RD, Winnetka, IL 60093

Listed by Michael Mitchell 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 11/13/2026. 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: 11/13/2026.

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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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