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North Shore Winnetka Homes for Sale

Posted by Linda Shaughnessy on Wednesday, May 22nd, 2024 at 10:28pm.

Discover the Charm and Elegance of Winnetka: A North Shore Gem

Winnetka

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Nestled on the North Shore of Chicago, just 16 miles from downtown, Winnetka is a picturesque community known for its diverse homes, beautiful beaches, and vibrant village life. With an array of historical lakefront estates, traditional village homes, and contemporary residences with dramatic ravine views, Winnetka offers something for everyone.

A Home for Every Taste

Winnetka’s real estate market is as varied as it is appealing. Home buyers can explore significant center hall brick Colonials, elegant English Tudors, majestic lakefront stone manor homes, charming Victorians, and modern classics by renowned architect Tony Grunsfeld. The architectural legacy of prominent figures such as David Adler, Howard van Doren Shaw, and George Maher is evident throughout the community, adding to its timeless appeal.

Embrace the Outdoors

Nature lovers will find much to enjoy in Winnetka. The community boasts 23 parks, a boating beach, and three public beaches—Lloyd Beach, Centennial Beach (a dog-friendly spot), and Tower Beach. The extensive Park District Program offers activities for all ages, while the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and Winnetka Ice Arena provide ample opportunities for recreation. Additionally, private golf and country clubs add to the area's allure, offering exclusive amenities and social events.

Education Excellence

Winnetka is served by two highly regarded public school districts. Winnetka School District 36 operates three elementary schools—Crow Island School, Greeley School, and Hubbard Woods School—and The Skokie School, a middle school. New Trier Township High School District 203, known for its academic excellence, serves high school students from Winnetka and surrounding communities.

Private education options are also plentiful. North Shore Country Day School offers a coeducational program from junior kindergarten through grade 12. Sacred Heart School and Faith, Hope & Charity School provide education from preschool through grade 8. The Hadley School for the Blind offers educational programs for individuals who are blind or visually impaired, while Winnetka Community Nursery School and Montessori School of Winnetka cater to younger children.

Convenient and Charming Village Life

Winnetka’s walkable village is home to three picturesque Tudor-style shopping areas filled with boutiques, cafes, and fine dining establishments. Commuters appreciate the convenience of Metra’s Union Pacific North Line, with stations at Elm Street, Indian Hill, and Hubbard Woods providing easy access to downtown Chicago.

Hubbard Woods: A Natural Haven

In the northeast section of Winnetka, Hubbard Woods is known for its natural beauty and stunning ravines. This area, located along Green Bay Road, features some of the finest antique shops on the North Shore, making it a destination for collectors and enthusiasts alike.

Golfing in Winnetka

Golf enthusiasts have excellent options in Winnetka. The Winnetka Golf Club, located at 1300 Oak St, offers a public 9-hole course that’s perfect for practice and recreation. Nearby, the private Indian Hill Club features a full range of amenities, including a golf course, tennis courts, swimming pools, and dining facilities. Although Skokie Country Club is not directly in Winnetka, it is close by and provides additional golfing opportunities.

A Lifestyle of Relaxation and Gracious Living

Winnetka offers a relaxed and gracious lifestyle that attracts North Shore home buyers. Whether you're looking for a historical estate, a modern home with breathtaking views, or a charming village residence, Winnetka has it all. The combination of natural beauty, educational excellence, and a vibrant community makes Winnetka a truly special place to call home.

Browse All Winnetka Homes for Sale ~ Updated every 15 minutes

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Photo of Listing #12079141

2430 Dorina Drive, Northfield, IL - $1,250,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 7,500 SQFT
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This Presents An Amazing Opportunity To Remodel And Personalize A Magnificent 7-bedroom, 7.1-bathroom Residence In The Stunning Northfield Area. The Expansive 7400+ Square Foot Home Is Situated On Nearly An Acre Of Land On A Private Road Close To ...

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Photo of Listing #12083306

2329 Clover Lane, Northfield, IL - $2,495,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,000 SQFT
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An Exceptional Offering On Clover Lane! Prepare To Be Wowed By This Beautiful Colonial On Over An Acre Of Pure Bliss! The Mature Landscaping And Bluestone Walkway Leads Right To The Front Door Of This Updated Home With Perfect Floorplan. The Backy...

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Photo of Listing #12077071

1344 Edgewood Lane, Winnetka, IL - $2,200,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,787 SQFT
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Nestled In A Private Cul-de-sac, This Beautifully Renovated Cape Cod Home Offers A Perfect Blend Of Classic Architecture And Modern Amenities, Ideally Located To Enjoy All That Winnetka Has To Offer. The First Floor, Spanning Over 2400 Sq Ft, Boas...

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Photo of Listing #12079582

118 Dickens Road, Northfield, IL - $2,450,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,994 SQFT
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Unique 3-acre Lot. Estate Sale And Being Sold As Is. Teardown Property. The Land Is Subdividable In Two Parcels. Incredible Opportunity To Build One Or Two Spectacular Houses. Zoning Per Village Of Northfield. Lot Is Not In The Flood Plain. Amazin...

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Photo of Listing #12079333

547 Hawthorn Lane, Winnetka, IL - $1,995,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 5,000 SQFT
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Step Into The Epitome Of East Winnetka Elegance With This Custom-built, All-brick Sanctuary. Perfectly Positioned Within Minutes To Esteemed Schools, Sun-kissed Beaches, Seamless Train Connections, And The Vibrant Heart Of Downtown Winnetka. This ...

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Photo of Listing #12075139

109 Fuller Lane, Winnetka, IL - $3,150,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,709 SQFT
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East Winnetka Dream Home Is A Masterpiece Of Elegance & Comfort. This Is It !! Exquisitely Rehabbed Home With Top-of-the-line Amenities. Throughout The Home You'll Find That All Rehabs Enhance Both Aesthetics & Functionality. This Is A Blend Of C...

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720 Willow Road, Winnetka, IL - $1,199,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,440 SQFT
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Welcome To 720 Willow Road In Winnetka, Where Sophistication Meets Functionality In This Exceptional Residence. Boasting 5 Bedrooms And 4.1 Bathrooms, This Light Filled Home Spans An Impressive 3,440 Square Feet. Step Inside To Discover A Suite Of...

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888 Cherry Street, Winnetka, IL - $1,399,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,000 SQFT
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Welcome To 888 Cherry Street In The Heart Of Winnetka! This Beautiful 4-bedroom, 2 1/2 Bath Is Situated On A Large Lot With A Great Backyard And Newer 2 1/2 Car Garage, Providing An Ideal Blend Of Classic Charm And Modern Convenience. Step Into Th...

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824 Boal Parkway, Winnetka, IL - $2,690,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,300 SQFT
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Spectacularly Built By One Of The Best-known Builders In Winnetka. This 5 Bedroom (all En-suite) Open-concept Luxury Home Won The Winnetka Preservation Award For New Construction. It Is Timelessly-designed, Sits On Almost A Half Acre, And Is Surro...

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1338 Sunview Lane, Winnetka, IL - $1,700,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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This Beautiful Brick And Stone Home Located On Highly Desirable Sunview Lane Has 4 Bedrooms, 3-and One-half Bathrooms And Sits On Almost Half An Acre. The First Floor Is Home To The Formal Living Room With Gas Log Fireplace And A Raised Nook Ideal...

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333 Fairview Avenue, Winnetka, IL - $1,549,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,112 SQFT
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Located In Highly Desirable East Winnetka, This Newer Construction 6 Bedroom, 4.1 Bath Colonial Features Incredible Space On Four Finished Levels. Upon Entering The Foyer You Are Greeted By A Serene Living Room And Gracious Dining Room Both With B...

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542 Meadow Road, Winnetka, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,384 SQFT
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Welcome To This Spectacular 4 Bedroom, 3.1 Bath Home In Sought After Winnetka Location On An Oversized Lot 50 X 190 With The Benefits Of Joseph Sears School In Kenilworth. Charm Abounds When You Step Into This Beautiful Brick Tudor Home. With Ove...

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Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Sotheby's International Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on June 14th, 2024 at 4:23am CDT.