Winnetka Homes for Sale & Real Estate Listings

Search Winnetka homes for sale, including condos, new listings, and more, with Winnetka expert Rick Richker.

Winnetka is an affluent community particularly renowned for its stunning lakefront properties, with grand, historic mansions that exude old-world charm to sleek, modern residences. The architectural styles of Winnetka homes for sale range from stately Georgian to Tudor to classic Colonial designs. The area also boasts top-rated schools, a strong sense of community, and easy access to downtown Chicago.

Winnetka Homes for Sale

Price

Living Area

MLS #: 12144008

$14,900,000

765 Sheridan Road, Winnetka, IL 60093

7 Beds 8 Baths 15,784 Sq.Ft.

MLS #: 12104470

$6,395,000

35 Indian Hill Road, Winnetka, IL 60093

7 Beds 9 Baths 9,744 Sq.Ft.

MLS #: 12158346

$6,350,000

624 Pine Lane, Winnetka, IL 60093

5 Beds 8 Baths 13,482 Sq.Ft.

MLS #: 12063078

$5,250,000

671 Lincoln Avenue, Winnetka, IL 60093

5 Beds 6 Baths 9,126 Sq.Ft.

MLS #: 11472645

$4,795,000

1330 Westmoor Trail, Winnetka, IL 60093

5 Beds 8 Baths 7,000 Sq.Ft.

MLS #: 12175911

$4,625,000

780 Lincoln Avenue, Winnetka, IL 60093

5 Beds 8 Baths 9,754 Sq.Ft.

Active Under Contract

MLS #: 12012667

$4,550,000

901 Hill Road, Winnetka, IL 60093

5 Beds 6 Baths 7,260 Sq.Ft.

MLS #: 12153491

$3,799,000

681 Lincoln Avenue, Winnetka, IL 60093

Active Under Contract

MLS #: 12188292

$2,950,000

36 Indian Hill Road, Winnetka, IL 60093

4 Beds 6 Baths 5,638 Sq.Ft.

Active Under Contract

MLS #: 11980011

$2,800,000

745 Sheridan Road, Winnetka, IL 60093

6 Beds 8 Baths 9,930 Sq.Ft.

MLS #: 12144274

$2,490,000

747 Walden Road, Winnetka, IL 60093

6 Beds 7 Baths 5,400 Sq.Ft.

MLS #: 12161453

$2,450,000

803 Pine Street, Winnetka, IL 60093

4 Beds 4 Baths 4,460 Sq.Ft.

Active Under Contract

MLS #: 12160931

$2,339,000

1015 Dinsmore Road, Winnetka, IL 60093

5 Beds 5 Baths 4,853 Sq.Ft.

MLS #: 12166948

$2,299,000

850 Lamson Drive, Winnetka, IL 60093

4 Beds 7 Baths 4,842 Sq.Ft.

MLS #: 12167565

$2,249,000

1087 Cherry Street, Winnetka, IL 60093

4 Beds 5 Baths 3,700 Sq.Ft.

MLS #: 12202803

$2,220,000

901 Greenwood Avenue, Winnetka, IL 60093

4 Beds 7 Baths 5,300 Sq.Ft.

MLS #: 12175112

$2,199,900

1442 Scott Avenue, Winnetka, IL 60093

5 Beds 6 Baths 5,200 Sq.Ft.

MLS #: 12164633

$2,149,900

143 Birch Street, Winnetka, IL 60093

4 Beds 6 Baths 4,318 Sq.Ft.

MLS #: 12197889

$1,999,000

1344 EDGEWOOD Lane, Winnetka, IL 60093

4 Beds 6 Baths 6,554 Sq.Ft.

MLS #: 12211405

$1,995,000

550 Sheridan Road, Winnetka, IL 60093

5 Beds 5 Baths 4,443 Sq.Ft.

Active Under Contract

MLS #: 11814661

$1,975,000

933 Green Bay Road, Winnetka, IL 60093

Active Under Contract

MLS #: 12211667

$1,975,000

841 Foxdale Avenue, Winnetka, IL 60093

3 Beds 5 Baths 3,200 Sq.Ft.

Active Under Contract

MLS #: 12184396

$1,895,000

1229 Ash Street, Winnetka, IL 60093

5 Beds 4 Baths 4,127 Sq.Ft.

MLS #: 12190374

$1,700,000

917 Willow Road, Winnetka, IL 60093

4 Beds 5 Baths 4,352 Sq.Ft.

MLS #: 12067560

$1,650,000

1338 Sunview Lane, Winnetka, IL 60093

4 Beds 4 Baths 5,126 Sq.Ft.

MLS #: 12152875

$1,519,000

838 Cherry Street, Winnetka, IL 60093

4 Beds 4 Baths 3,510 Sq.Ft.

Active Under Contract

MLS #: 12209562

$1,345,000

228 Sheridan Road, Winnetka, IL 60093

4 Beds 4 Baths 3,746 Sq.Ft.

Active Under Contract

MLS #: 12186996

$1,300,000

1173 Cherry Street, Winnetka, IL 60093

4 Beds 4 Baths 2,860 Sq.Ft.

Active Under Contract

MLS #: 12192911

$1,250,000

642 Cherry Street, Winnetka, IL 60093

4 Beds 4 Baths 3,256 Sq.Ft.

Active Under Contract

MLS #: 12176183

$1,225,000

660 WALDEN Road, Winnetka, IL 60093

3 Beds 3 Baths 2,662 Sq.Ft.

Map of Winnetka Homes for Sale

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Winnetka Real Estate Market Statistics

Data obtained from Redfin.com for December 2023.

$2.01M

Median Sale Price

33.5

Median Days on Market

$487

Median Sale Price/Sq Ft

Neighborhood Guides

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Highland Park

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Contact Details

Rick Richker

Phone

(773) 909-9962

Email

[email protected]

Address

356 Park Avenue Glencoe, IL 60022

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