551 Rosewood Avenue, Winnetka, IL - $1,895,000
Winnetka Homes for Sale
North Shore Chicago Luxury Homes
Located just 16 miles from downtown Chicago, our luxury Winnetka homes for sale are excellent for families who want to enjoy the best of both worlds. Some of the finest North Shore luxury real estate designed by prominent architects such as David Adler, Howard van Doren Shaw, and George Maher, the homes in Winnetka, IL, for sale are architecturally diverse and significant. Center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld, offer buyers an excellent selection of beautiful residences to suit their lifestyles. There are three public beaches: Lloyd Beach and Centennial Beach (dog beach), Elder Beach, and Tower Beach, an extensive Park District Program, the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and the Winnetka Ice Arena. There are three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining. The houses for sale in Winnetka, IL, are in a great school district. Elementary school children attend Crow Island, Hubbard Woods or Greeley for K-4th, Skokie for 5th-6th, and Carleton Washburne for 7th-8th grades. There are also pockets of the community that feed into the Avoca School District. High school students attend New Trier High School in District 203. Freshmen go to the Northfield Campus, and Sophomores, Juniors and Seniors attend the Winnetka Campus. Hubbard Woods in the northeast section of Winnetka, known for its natural beauty and ravines, has some of the finest antique shops on the North Shore, located along Green Bay Road. Check out our selection of luxury Winnetka homes for sale.
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| All Listings | $800,000 - $900,000 | $900,000 - $1,000,000 |
| Over $1,000,000 |
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942 Spruce Street, Winnetka, IL - $849,000
In Town Location! Great Value! Get Ready To Fall In Love With This Beautiful & Pristine Winnetka Home With Curb Appeal Plus And An Interior That Will Wow You! This Is A Perfect Home For Relaxing And Entertaining. Versatile Living Room And Elegant...
1027 Cherry Street, Winnetka, IL - $1,299,000
Filled With An Abundance Of Light Throughout The Day, This Spacious, Beautiful Cedar Sided Home Is Set On One Of The Best "tree" Street Locations, Only Steps From All The Schools, Parks, & 3 Blks To Town & Train. Expansive First Floor W/great Circ...
1137 Cherry Street, Winnetka, IL - $850,925
An A+ Renovation That Features A Gorgeous New Open Kitchen And Family Room Addition, New Master Bedroom Suite, Beautiful New Bathrooms, New Kitchen Appliances, Updated Electrical, New Windows, New Roof, New Furnace New Air Conditioner, New Hardwoo...
1156 Ash Street, Winnetka, IL - $985,000
It's Rare To Find This Much "house" For Under $1m In Winnetka At 4,200 Sf. This Charming Colonial Is Set On An Extra Wide Lot W/ 5 Full Bedrooms On The 2nd Floor! The Best Floor Plan W/ An Expansive Family Room Opening Up To A Large Eat-in Kitche...
915 Pine Tree Lane, Winnetka, IL - $1,250,000
Adjacent To Open Park! Discover This Fantastic, Overly Spacious 6 Br/5.2ba Home Located On A .5 Acre Overlooking One Of Winnetka's Favorite Neighborhood Parks. Special Location Offers Incredible Vistas & A Lifestyle Filled With Fun & Recreation. T...
495 Willow Road, Winnetka, IL - $1,799,000
2019 Kitchen Update-stunning Better-than-new Winnetka Brick Classic On Extra Wide Lot. New Gutted To The Studs With Major Addition And Total Renovation-2002 Combining All Modern Amenities With Unparalleled Gracious Architectural Features. Soaring...
650 Sheridan Road, Winnetka, IL - $1,699,900
The Best Deal On Sheridan Road As This Beautifully Built Home Will Never Be Trendy But Always Be A Timeless, Classic Red Colonial. There Is Only Major Upswing With This House: 1.) Floor Plan Is Expansive & Wide 2.) Strong 2nd Floor W/6 Beds 3.) ...
780 Prospect Avenue, Winnetka, IL - $1,839,000
Home Sweet Home In Prime East Winnetka Location. Four Floors Of Open And Airy Living Spaces Including Fabulous Kitchen With Large Breakfast Area Overlooking Lush Back Yard, Beautiful Butler's Pantry, Adjacent Family Room And Inviting Dining Room. ...
265 Woodland Avenue, Winnetka, IL - $1,299,000
Idyllic Home & Postcard Perfect Location! This Lovely Nantucket Style Colonial Near Beach, Schools & Train Has Been Meticulously Renovated. Step Through The Double Doors Into The Foyer And You Are Greeted With Amazing Natural Light & Open Spaces....
419 Maple Street, Winnetka, IL - $825,000
You're Invited To Tour 419 Maple Street! A Charming 1917 Home Completely Restored With 2019 Amenities In Best East Winnetka Location... Literally Walk To Everything. This Exceptional Home Features A Clean, Bright, Contemporary Aesthetic With Sough...
1229 Cherry Street, Winnetka, IL - $1,060,000
Perfection In The Tree Streets Of Winnetka Awaits You! A Fabulous Floor Plan In This Classic Brick Center Entry Colonial Home. Hardwood Floors Throughout Lead You Into A Spacious Foyer And Large 26x14 Sun-filled Living Room Or 15x12 Dining Room. T...
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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 October 20th, 2019 at 11:35pm CDT.