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Homes for Sale Winnetka IL

Renowned for beautiful tree-lined streets, outstanding schools, exceptional parks, and more, Winnetka is the perfect place to call home. Find your dream home in Winnetka with the help of highly rated luxury real estate professional Jena Radnay.

Winnetka, Illinois, is an affluent village located on the North Shore of Chicago. Known for its picturesque landscapes, architectural charm, and excellent schools, Winnetka offers a variety of homes that embody timeless elegance and provide a desirable living experience. Winnetka boasts a diverse range of architectural styles, reflecting its rich history. You can find homes featuring styles such as Colonial, Tudor, Victorian, Georgian, Cape Cod, and more. Many homes exhibit exquisite craftsmanship, intricate details, and well-preserved historic elements.

Search Winnetka Homes for Sale

Price

Living Area

$9,750,000

139 SHERIDAN Road, Winnetka, IL 60093

5 Beds 8 Baths 12,692 Sq.Ft.

$1,995,000

550 Sheridan Road, Winnetka, IL 60093

5 Beds 5 Baths 4,443 Sq.Ft.

$43,500/mo

919 Hill Road, Winnetka, IL 60093

6 Beds 9 Baths 8,000 Sq.Ft.

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 #: 12175911

$4,625,000

780 Lincoln Avenue, Winnetka, IL 60093

5 Beds 8 Baths 9,754 Sq.Ft.

MLS #: 12153491

$3,799,000

681 Lincoln Avenue, Winnetka, IL 60093

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.

MLS #: 12167565

$2,249,000

1087 Cherry Street, Winnetka, IL 60093

4 Beds 5 Baths 3,700 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.

MLS #: 12143531

$995,000

1260 Ash Street, Winnetka, IL 60093

3 Beds 3 Baths 2,756 Sq.Ft.

MLS #: 11919708

$892,500

979 Vine Street, Winnetka, IL 60093

4 Beds 2 Baths 1,355 Sq.Ft.

MLS #: 11691476

$739,000

826 Humboldt Avenue, Winnetka, IL 60093

MLS #: 11640282

$739,000

826 Humboldt Avenue, Winnetka, IL 60093

3 Beds 2 Baths 1,059 Sq.Ft.

MLS #: 12204810

$699,000

711 Oak Street Unit: 303, Winnetka, IL 60093

2 Beds 2 Baths 1,995 Sq.Ft.

MLS #: 12151062

$675,000

1143 Willow Road, Winnetka, IL 60093

5 Beds 3 Baths 3,200 Sq.Ft.

MLS #: 12193875

$675,000

1143 Willow Road, Winnetka, IL 60093

MLS #: 12190025

$639,000

720 Green Bay Road Unit: 3B, Winnetka, IL 60093

2 Beds 2 Baths 1,676 Sq.Ft.

MLS #: 12207715

$625,000

650 Winnetka Mews Unit: 309, Winnetka, IL 60093

3 Beds 3 Baths 1,730 Sq.Ft.

MLS #: 12212100

$619,000

360 Green Bay Road Unit: 4C, Winnetka, IL 60093

2 Beds 2 Baths 1,545 Sq.Ft.

MLS #: 12201954

$335,000

134 Green Bay Road Unit: 106, Winnetka, IL 60093

2 Beds 2 Baths 1,372 Sq.Ft.

MLS #: 12115125

$6,000

410 Provident Avenue, Winnetka, IL 60093

4 Beds 3 Baths 1,856 Sq.Ft.

MLS #: 11478603

$35

562-572 Lincoln Avenue, Winnetka, IL 60093

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Neighborhood Guide

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

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Winnetka

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Get the latest Winnetka real estate news and info from our local experts.

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Jena Radnay | September 4, 2023

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Jena Radnay | June 22, 2023

Read on for everything you need to know to get started on your journey toward homeownership!

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Jena Radnay | May 31, 2023

Read on for some expert tips for selling your Winnetka home without all the stress.

5 Best Restaurants in Winnetka

Jena Radnay | May 30, 2023

New homeowners in this upscale community on Chicago’s North Shore will revel in many excellent dining opportunities.

Work With Jena

Jena Radnay, and the focus of her real estate business, is all about people. Radnay’s love for real estate, houses, marketing, and people have allowed her business to grow organically, albeit explosively, in large part from referrals from her extensive network of contacts and connections.

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