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Homes for Sale in Winnetka

Winnetka Homes for Sale

Price

Living Area

MLS #: 12521746

$849,900

560 Drexel Avenue, Glencoe, IL 60022

MLS #: 12521194

$510,000

1650 WILLOW Road, Northfield, IL 60093

MLS #: 12519026

$539,000

185 Happ Road, Northfield, IL 60093

4 Beds 2 Baths 1,357 Sq.Ft.

MLS #: 12518004

$304,900

1721 Northfield Square Unit: C, Northfield, IL 60093

2 Beds 2 Baths 1,196 Sq.Ft.

MLS #: 12517094

$2,100,000

1333 Tower Road, Winnetka, IL 60093

5 Beds 6 Baths 3,921 Sq.Ft.

MLS #: 12516534

$3,750,000

1015 Sheridan Road, Winnetka, IL 60093

6 Beds 8 Baths 8,303 Sq.Ft.

MLS #: 12504622

$1,995,000

1235 Scott Avenue, Winnetka, IL 60093

6 Beds 7 Baths 4,546 Sq.Ft.

Active Under Contract

MLS #: 12507097

$2,799,000

334 Woodland Avenue, Winnetka, IL 60093

5 Beds 5 Baths 3,748 Sq.Ft.

Active Under Contract

MLS #: 12513222

$1,995,000

335 Fairview Avenue, Winnetka, IL 60093

4 Beds 5 Baths 3,288 Sq.Ft.

Active Under Contract

MLS #: 12499034

$650,000

943 Westmoor Road, Winnetka, IL 60093

2 Beds 3 Baths 1,619 Sq.Ft.

MLS #: 12509811

$450,000

1656 Harding Road, Northfield, IL 60093

2 Beds 2 Baths 1,349 Sq.Ft.

Active Under Contract

MLS #: 12507234

$1,649,000

611 Ash Street, Winnetka, IL 60093

Active Under Contract

MLS #: 12499816

$1,950,000

520 Provident Avenue, Winnetka, IL 60093

5 Beds 5 Baths 3,800 Sq.Ft.

MLS #: 12503772

$2,850,000

205 Scott Avenue, Winnetka, IL 60093

5 Beds 5 Baths 6,162 Sq.Ft.

Active Under Contract

MLS #: 12502961

$1,595,000

1350 Westmoor Trail, Winnetka, IL 60093

5 Beds 5 Baths 4,925 Sq.Ft.

Active Under Contract

MLS #: 12505224

$3,295,000

889 Cherry Street, Winnetka, IL 60093

6 Beds 7 Baths 5,339 Sq.Ft.

MLS #: 12499401

$1,250,000

305 Poplar Street, Winnetka, IL 60093

3 Beds 3 Baths 3,128 Sq.Ft.

MLS #: 12504248

$1,499,000

265 Randolph Street, Glencoe, IL 60022

MLS #: 12500953

$900,000

228 Poplar Street, Winnetka, IL 60093

4 Beds 3 Baths 1,801 Sq.Ft.

MLS #: 12501495

$475,000

5020 Arbor Lane Unit: 203, Northfield, IL 60093

2 Beds 2 Baths 1,689 Sq.Ft.

Active Under Contract

MLS #: 12500601

$599,000

630 Winnetka Mews Unit: 402, Winnetka, IL 60093

2 Beds 2 Baths 1,675 Sq.Ft.

MLS #: 12488918

$2,595,000

141 Kenilworth Avenue, Kenilworth, IL 60043

6 Beds 4 Baths 3,838 Sq.Ft.

MLS #: 12494483

$2,295,000

386 Fairview Avenue, Winnetka, IL 60093

4 Beds 4 Baths 5,284 Sq.Ft.

Active Under Contract

MLS #: 12448472

$575,000

471 Linden Street, Winnetka, IL 60093

3 Beds 2 Baths 1,927 Sq.Ft.

MLS #: 12488803

$1,995,000

342 Rosewood Avenue, Winnetka, IL 60093

5 Beds 5 Baths 4,585 Sq.Ft.

MLS #: 12493480

$2,739,000

62 Woodley Road, Winnetka, IL 60093

6 Beds 6 Baths 7,000 Sq.Ft.

MLS #: 12490342

$2,888,000

331 Sheridan Road, Winnetka, IL 60093

Active Under Contract

MLS #: 12488843

$2,499,900

180 Apple Tree Road, Winnetka, IL 60093

5 Beds 4 Baths 4,800 Sq.Ft.

MLS #: 12486402

$775,000

15 Landmark, Northfield, IL 60093

3 Beds 3 Baths 2,784 Sq.Ft.

MLS #: 12488904

$1,995,000

1370 Sunview Lane, Winnetka, IL 60093

4 Beds 5 Baths 4,632 Sq.Ft.

MLS #: 12479842

$1,699,000

32 Meadowview Drive, Northfield, IL 60093

5 Beds 6 Baths 5,493 Sq.Ft.

MLS #: 12487218

$4,399,995

518 Elder Lane, Winnetka, IL 60093

6 Beds 7 Baths 7,500 Sq.Ft.

MLS #: 12336735

$4,799,000

528 Roslyn Road, Kenilworth, IL 60043

5 Beds 7 Baths 6,697 Sq.Ft.

MLS #: 12480689

$949,000

410 Green Bay Road, Glencoe, IL 60022

4 Beds 4 Baths 3,962 Sq.Ft.

MLS #: 12476547

$950,000

979 Vine Street, Winnetka, IL 60093

4 Beds 2 Baths 2,100 Sq.Ft.

MLS #: 12476302

$1,900,000

630 Green Bay Road, Kenilworth, IL 60043

Winnetka Real Estate Listings & Sales

For Sale

Under Contract

Active Under Contract

Coming Soon

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Neighborhood Guides

Browse things to do, places to see, and landmarks to explore in Winnetka and nearby areas.

Wilmette

Wilmette

Winnetka

Winnetka

Kenilworth

Kenilworth

Glencoe

Glencoe

Northfield

Northfield

Winnetka Real Estate Updates

Read the latest news, tips, and insights for the Winnetka real estate market.

Winnetka Luxury Market: What Buyers Should Know

November 21, 2025

Eco-Upgrades That Add Value in Kenilworth Homes

October 9, 2025

Enhance Your Property's Worth with Sustainable Solutions

Tree Permits in Northfield: What Owners Need to Know

October 16, 2025

Sidewalks, Snow and Safety: Northfield Owner Guide

November 6, 2025

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