Winnetka IL Homes for Sale

Real Estate in Winnetka IllinoisWinnetka IL Homes for Sale

If you would like more information on any of these Winnetka real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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To view homes for sale in Winnetka, contact the Burling Square Group - Your North Shore Chicago Real Estate Experts! To view all North Shore Chicago area homes for sale, visit North Shore Chicago Real Estate and Homes for Sale. You can also get helpful real estate and community information by reading our North Shore Chicago community guide or our blog. You can also search for homes by North Shore Chicago High School Districts.

If you're thinking about buying a home soon, check out our buyer's guide to learn more about the process. Maybe you need to sell your current home before buying your next home? Review our seller's guide to get started. 

Feel free to search for a home using our North Shore Chicago MLS Map Search. If you're in a hurry, check out our One Click Home Search with predefined searches ready-to-go.

Search Winnetka Homes for Sale

Winnetka Homes for Sale - Winnetka IL April 18, 2024
23
Listed
66
Avg. DOM
$506.91
Avg. $ / Sq.Ft.
$2,450,000
Med. List Price
23 Properties

Thinking about buying a home or selling your current home? Connect with a Burling Square Group real estate agent today by calling or texting us at 312.468.2669. We look forward to hearing from you!

Explore the Winnetka Area

Winnetka is located 16 miles north of Chicago. Winnetka was originally founded as a vacation hub for businesspeople looking to escape the city. This charming village still feels like a vacation every day for its residents. Residents can enjoy three local beaches: Maple Street Beach, Lloyd Beach, and Tower Road Beach. There are also numerous nature trails, tennis courts, ice skating rinks, and more. Annual cultural events like The Winnetka Music Festival bring residents together.

Did You Know? In the film "Home Alone," Hubbard Woods showcases a park that is now recognized for its abundant greenery and playground. It is where Kevin (portrayed by Macaulay Culkin) cleverly outsmarts the police while getting toothpaste. Shot in Winnetka and the North Shore, this beloved John Hughes movie beautifully captures the essence of the region. Interestingly, the famous house from the film is currently privately owned.

Winnetka Real Estate

Winnetka, Illinois is a place where you can see a mix of different architectural styles that reflect its interesting history and evolution over time. The village showcases a blend of classic and contemporary homes, mainly focusing on single family houses. Some popular architectural styles in Winnetka include;

  • Colonial Revival; Many houses in Winnetka display Colonial Revival design, known for its balanced facades, multi pane windows and often brick or clapboard siding.
  • Tudor Revival; You'll also come across Tudor Revival homes in Winnetka, featuring half timbering, steep roofs and decorative brickwork.
  • Georgian Revival; Homes in the Georgian Revival style stand out for their symmetrical layouts, brick or stone exteriors, grand entrances and classical touches.
  • Victorian; Certain areas of Winnetka boast Victorian era houses with intricate details, bay windows and decorative accents.
  • Craftsman; Craftsman style residences with their low pitched roofs, exposed rafters and inviting front porches can be spotted throughout Winnetka.
  • Mid Century Modern; Alongside these traditional designs are some Mid Century Modern homes in Winnetka featuring open layouts, large windows that connect indoors with outdoors seamlessly.

Homes in Winnetka come in a range of ages, with some dating back to the late 1800s, especially in the historic neighborhoods near Lake Michigan. In addition to these older properties, there are newer constructions and renovated houses that showcase contemporary architectural styles and accommodate modern living preferences. The housing landscape in Winnetka is varied, offering options that suit a wide array of tastes and lifestyles.

Winnetka Schools

The main school districts in town are 36 and 203. High school students will attend the nearby New Trier High School in Northfield (9) and Winnetka (10-12). Start searching for Winnetka homes for sale.

For more information, check out our Winnetka Real Estate blog for more community information.

Winnetka Amenities

Maple Street Beach - Maple Street Beach in Winnetka, Illinois, offers a charming expanse of sandy shore by Lake Michigan. Its fine sand, calm waves and breathtaking vistas make it a favorite destination for sunbathers, swimmers and beach volleyball enthusiasts, attracting both residents and tourists to its welcoming waters.

Tower Road Beach - Tower Road Beach is a popular spot on Winnetka's Lake Michigan shoreline. The wide sandy beach offers plenty of room for sunbathing and making sandcastles and the crystal clear water calls out to swimmers and water sports lovers looking for some fun in the waves.

Hubbard Woods Park - Hubbard Woods Park, located in the delightful neighborhood of Hubbard Woods in Winnetka, provides a peaceful retreat for both unwinding and enjoying outdoor activities. With its expansive lawns, shady spots for picnics and meandering pathways, it's an ideal spot for casual walks, family outings and social gatherings.

Crow Island Woods - The woods at Crow Island in Winnetka are a lovely secret spot, with vast stretches of untouched forest and meandering paths. People who love nature come here to discover the variety of plants and animals, enjoying the calm atmosphere of the wooded surroundings.

Winnetka RestaurantsWinnetka IL Homes for Sale

  • Mino’s - This hometown Italian favorite offers luxurious dishes such as Fritto Misto, Barbabietole Arrostiti, custom flat breads and pizza and delicious handmade pasta. Definitely a date night go to.
  • Spirit Elephant - This unique plant-based restaurant and bar has award-winning and wildly delicious food all made from plants. But don't think you have to be a beginner vegetarian to enjoy this unique restaurant. I know a lot of mediators that would love most of the dishes on the menu.they even have weekend brunch menus, pancakes, avocado toast, and fabulous dinners such as cauliflower wings, black and blue salad, meatless meatloaf, barbecue burgers and sweet potato gnocchi.
  • Grateful Bites Pizza Shoppe -  This is our favorite go to weeknight pizza place with a variety of salads, appetizers, pizzas, and unique featured items such as my favorite the pepperoni with hot honey sprinkled with chili infused honey and chives.
  • Guanajuato Contemporary Mexican & Tequila Bar - for the ultimate in Mexican treats you have to visit this Winnetka restaurant. Enjoy ceviche, tortilla soup, jicama salad and my favorite the Carney Asada. But even those thatonly like fish or vegetarian options, there's something for everyone with delicious chipotle salmon or shrimp, poblanos enchiladas, and the chili relleno. 
  • Marco Roma Pizzeria - I bet you are seeing a pattern here. Yes, we love our Italian foodMarco Roma is no different with delicious homemade breads, pizzas, deep dish delights, meatballs, subs and salads. Plus they cater so there always a great go to for big functions.

Winnetka Recreation

  • Winnetka Music Festival -  The Winnetka Music Festival is a yearly celebration that highlights music and community spirit in the charming village of Winnetka, Illinois. This event showcases a wide range of talented artists and bands from various musical genres such as rock, jazz, blues, folk and more. Festival goers can relish in live music performances happening on multiple stages scattered across the festival grounds, alongside delicious food vendors, captivating art displays and fun activities for the whole family. The aim of the Winnetka Music Festival is to support local talent while nurturing a lively atmosphere filled with creativity and cultural connections within the community.
  • Pedego Electric Bikes Winnetka - Pedego Electric Bikes Winnetka, located in Illinois, is a part of the Pedego Electric Bikes brand. They offer a variety of electric bikes and accessories for those looking to explore Winnetka's beautiful trails and neighborhoods in an environmentally friendly way. The store serves riders of all skill levels and ages, providing rental, sales and repair services. Their goal is to encourage healthy living and green transportation options by offering high quality electric bikes and excellent customer care to their customers.
  • Games on Lincoln - Games on Lincoln in Winnetka is a beloved local spot for gamers, providing a variety of board games, card games and role playing games to cater to the diverse interests of the community. It's a popular gathering place for people of all ages and skill levels, offering a wide range of games for purchase and organizing events and tournaments to bring players together. With its friendly atmosphere and inclusive environment, Games on Lincoln is where gaming enthusiasts can come together to discover new games, enhance their strategies and connect with fellow gamers in the Winnetka region.
  • Randoons - Randoons, located in Winnetka, is a lively store that combines one of a kind products with a laid back West Coast atmosphere. We are dedicated to our community and regularly engage in charitable activities and local events. Our wide range of items, from women's clothing to baby outfits, appeals to a variety of preferences. Explore our history, where Randi's love for artistry blossomed while balancing her full time job, presenting her unique creations at art shows.

Winnetka Commuter Transportation

The Winnetka Metra Station acts as a crucial transportation center linking Winnetka locals to downtown Chicago and other nearby suburbs via the Union Pacific North Line. Positioned in the heart of Winnetka, this station gives commuters easy access to frequent train services, providing a dependable and effective means of travel for both daily commuters and leisure passengers.

In Winnetka's Indian Hill neighborhood, you'll find the Indian Hill Metra Station, an important transportation hub along the Union Pacific North Line. This station offers residents convenient access to downtown Chicago and surrounding suburbs with regular train services running all day long. Its strategic location serves as a vital connection in Winnetka's transit system, making travel smooth and hassle free for both residents and visitors.

Located in Winnetka's Hubbard Woods district, the Hubbard Woods Metra Station offers commuters convenient access to downtown Chicago and neighboring suburbs via the Union Pacific North Line. Known for its charming surroundings and historic architecture, this station provides passengers with a pleasant and convenient commuting experience. With frequent train services operating throughout the day, the Hubbard Woods Metra Station plays a key role in connecting Winnetka residents to the broader Chicagoland area, ensuring efficient and stress free travel for commuters.

Find a Winnetka Real Estate Agent

Jake McClure is a licensed real estate broker, REALTOR, and the group leader of the Burling Square Group - Your Winnetka Real Estate Experts! Burling Square Group is a division within Fulton Grace Realty. Contact Burling Square Group today to get your home search started!