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.

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Available Homes in Winnetka

New

$1,995,000

4 Beds 4 Baths 4,632 SqFt

1370 Sunview LN, Winnetka, IL 60093

Listed by Janet Borden of Compass

Open Thu 5PM-7PM

$1,695,000

5 Beds 4.5 Baths 3,716 SqFt

798 Cherry ST, Winnetka, IL 60093

Listed by Anne Rodia of @properties Christie's International Real Estate

Open Sun 1PM-3PM

$589,000

3 Beds 2.5 Baths 1,600 SqFt

730 Oak ST, Winnetka, IL 60093

Listed by Danielle Wylie of Baird & Warner

Open Sun 12PM-2PM

$2,499,900

5 Beds 3.5 Baths 4,800 SqFt

180 Apple Tree RD, Winnetka, IL 60093

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

Open Sat 12PM-2PM

$2,400,000

4 Beds 3.5 Baths 5,284 SqFt

386 Fairview AVE, Winnetka, IL 60093

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

Open Sat 1PM-3PM

$4,560,000

6 Beds 5.5 Baths 8,549 SqFt

640 Hill RD, Winnetka, IL 60093

Listed by Deborah Richwine of @properties Christie's International Real Estate

Open Sun 12PM-2PM

$2,739,000

6 Beds 5 Baths 7,000 SqFt

62 Woodley RD, Winnetka, IL 60093

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

New

$2,888,000

5 Beds 4 Baths 0.30 Acres Lot

331 Sheridan RD, Winnetka, IL 60093

Listed by Kathleen Whalen of @properties Christie's International Real Estate

New

$3,250

2 Beds 1 Baths 1,200 SqFt

1097 Tower RD #A, Winnetka, IL 60093

Listed by James Streff of Berkshire Hathaway HomeServices Chicago

New

$4,399,995

6 Beds 7 Baths 7,500 SqFt

518 Elder LN, Winnetka, IL 60093

Listed by Matan Aharoni of Coldwell Banker Realty

New

$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

New

$7,000

5 Beds 3 Baths

510 Ash ST, Winnetka, IL 60093

Listed by Beth Groebe of Coldwell Banker Realty

Active Under Contract

$1,650,000

3 Beds 3 Baths 2,960 SqFt

1560 Tower RD, Winnetka, IL 60093

Listed by Selma Nemeth of @properties Christie's International Real Estate

Active

$2,399,000

6 Beds 5.5 Baths 4,546 SqFt

1183 Tower RD, Winnetka, IL 60093

Listed by Megan Leadbetter of Coldwell Banker Realty

Active

$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

Active

$11,500

5 Beds 5.5 Baths 6,500 SqFt

1010 Hubbard PL, Winnetka, IL 60093

Listed by Bari Mill of Coldwell Banker Realty

Active

$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

Active Under Contract

$3,150,000

5 Beds 6 Baths 5,174 SqFt

647 Garland AVE, Winnetka, IL 60093

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

Active Under Contract

$2,299,000

4.5 Baths 0.97 Acres

43 Indian Hill RD, Winnetka, IL 60093

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

Pending

$1,600,000

4 Beds 3.5 Baths 3,807 SqFt

1340 Westmoor TRL, Winnetka, IL 60093

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

Active Under Contract

$1,400,000

5 Beds 3.5 Baths 3,822 SqFt

325 Ridge AVE, Winnetka, IL 60093

Listed by Virginia Trux of @properties Christie's International Real Estate

Active

$4,300

3 Beds 2 Baths 2,200 SqFt

381 Wilson ST, Winnetka, IL 60093

Listed by Pamela McClamroch of Coldwell Banker Realty

Active

$3,999,000

6 Beds 7.5 Baths 8,303 SqFt

1015 Sheridan RD, Winnetka, IL 60093

Listed by Linda Martin of Coldwell Banker Realty

Active

$5,349,000

6 Beds 6 Baths 13,000 SqFt

320 Woodley RD, Winnetka, IL 60093

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

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 10/09/2025. 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: 10/09/2025.

mation.

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Attention: Arrow Home Advisors DMCA/Copyright Designated Agent

(847) 780-7390

arrow@compass.com

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Last updated: 10/9/2025

Winnetka

Available Homes in Winnetka

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