Luxury Living in Winnetka: Stunning Homes & Neighborhood

Welcome to Winnetka

Quiet village north of Chicago.

Winnetka is a beautiful village on the shores of Lake Michigan. With its relatively close access to the Chicago Metro area and access to public transportation. The schools here are highly rated and nationally recognized for their consistently excellent performance. The economy in Winnetka is thriving, and its business district offers something for everyone.

Winnetka is one of Chicago’s most prestigious North Shore villages, set along Lake Michigan about 16 miles north of the city. Known for its beautiful classic architecture, tree-lined streets, and a charming, walkable downtown of boutiques and restaurants, Winnetka pairs old-world elegance with an enviable lakefront lifestyle multiple beaches, a boat launch, parks, a golf course, and forest preserve, plus the cultural draw of the nearby Writers Theatre.

Winnetka’s real estate is among the most coveted in the Midwest, defined by grand historic estates, Tudor and Colonial residences, Prairie-style homes, and luxury new construction on generous, often lakefront lots. The village is anchored by nationally recognized schools including New Trier High School and the architecturally celebrated Crow Island Elementary. A primary driver of demand. Inventory in the most sought-after blocks is limited, and well-positioned homes attract serious, often competitive interest.

Winnetka sits just north of fellow prestige villages Kenilworth and Wilmette along the lake, and buyers exploring the area can view the team’s current listings for available homes. With more than 30 years and over 1,750 transactions on the North Shore, Mary Summerville and the Summerville Partners team bring unmatched local knowledge of Winnetka’s estates, school boundaries, and pricing.

What to Love

Main business district
Hubbard Woods Shopping District
Beautiful houses and highly rated schools
Quiet lakeside village

Local Lifestyle

The homes in and around Winnetka feature beautiful classic architecture. In fact, the house from the Home Alone franchise is located in Winnetka and remains a popular stop for tourists. With amenities like multiple beaches, a boat launch, parks, and green spaces, a tennis club and golf course, an ice rink, and beautiful forested preserve areas, Winnetka offers so much for residents to explore.

Dining, Entertainment, and Shopping

Winnetka’s downtown district is charming and picturesque — lovely little boutiques are tucked between quaint neighborhood restaurants and coffee shops. Taking a stroll down these streets is a wonderful way to spend the day.

For a classic and tasty Italian dinner, locals know to go to Mino’s in Hubbard Woods for fresh ingredients served in simple dishes with plenty of ambiance. A staple of the community for many years, this restaurant is perfect for a family dinner or special date.

Go out with friends on a weekend morning and treat yourself to a hearty breakfast at the original Greenbay Cafe. This classic diner is beloved by residents for its tasty food, welcoming atmosphere, and friendly service.

With more than 100 reviews on Google and a rating of 4.8, it’s no wonder that Frank and Betsie’s is widely known as a great place to dine or have an event. With its fresh take on French and Californian cuisine, this gem comes recommended by Restaurant Guru and numerous local critics.

Things to Do

The Winnetka area has so much to do and see. Take a trip into the past at the Historic Wagner Farm — the site of the highly popular Glenview Farmers Market and Historic Wagner Farm Heritage Center. An educational destination for people of all ages with exhibits and hands-on activities, Wagner Farm provides a taste of local farm life from the past.

Due to its location on the shores of Lake Michigan, Winnetka offers many beaches to spend time on with friends and family. The Centennial Dog Beach is a great place to take your furry friend for a frolic in the sand and water.

Comedy, music, drama, and more — the Writers Theatre is Winnetka’s Glencoe home for all the thrills and chills of live theatre. Featuring the work of locals and co-productions with premiere regional theatre companies, the Writer Theatre is at the heart of Winnetka’s cultural scene.

A family tradition since 1914, the Indian Hills Country Club is a palatial set of white buildings atop a hill overlooking the private golf course, swimming pool, and tennis facilities. Membership at this luxurious and conservative institution comes with a host of benefits for community members.

Schools

The schools around Winnetka are well-regarded and seen as one of the major draws of living in this area.

New Trier High School, highly rated, nationally recognized school with a rigorous academic reputation
Crow Island Elementary School, top-rated elementary school in the area

Overview for Winnetka, IL

12,508 people live in Winnetka, where the median age is 42.4 and the average individual income is $155,362. Data provided by the U.S. Census Bureau.

12,508

Total Population

42.4 years

Median Age

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

$155,362

Average individual Income

Around Winnetka, IL

There's plenty to do around Winnetka, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

72

Very Walkable

Walking Score

58

Bikeable

Bike Score

Points of Interest

Explore popular things to do in the area, including Free Flow Kitchen, Fitness Together, and Ashtar Aesthetics.

Name	Category	Distance	Reviews	Ratings by Yelp
Visit the Free Flow Kitchen page on Yelp Search 1623 Simpson St on Google Maps	Dining · $$	4.24 miles	6 reviews	5/5 stars
Visit the Fitness Together page on Yelp Search 546 Lincoln Ave on Google Maps	Active	0.47 miles	5 reviews	5/5 stars
Visit the Ashtar Aesthetics page on Yelp Search 1740 Waukegan Rd on Google Maps	Beauty	3.22 miles	12 reviews	5/5 stars
Visit the Madlin's Haircuts page on Yelp Search 344 Tudor Ct on Google Maps	Beauty	2.15 miles	10 reviews	5/5 stars
Visit the Alni Nails page on Yelp Search 2105 Crawford Ave on Google Maps	Beauty	3.6 miles	6 reviews	5/5 stars

Schools in Winnetka, IL

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Middle Schools ()

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Mixed Schools ()

The following schools are within or nearby Winnetka. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.

Type

Name