Browse All Homes for Sale Along Chicago's North Shore, $3,000,000 - $5,000,000
| $500,000 - $750,000 | $750,000 - $1,000,000 | $1,000,000 - $2,000,000 |
| $2,000,000 - $3,000,000 | $3,000,000 - $5,000,000 | $5,000,000 - $10,000,000 |
| Over $10,000,000 |
296 White Oak Lane, Winnetka, IL - $3,599,000
Beautifully Designed Ranch By Renowned Architect Tony Grunsfeld, Perfectly Situated On A Private Street And A Spacious Half-acre Lot. This Remarkable 4+bedroom, 4.1-bath Home Combines Timeless Architecture With Thoughtful Modern Updates, Offering ...
476 Park Avenue, Glencoe, IL - $3,099,000
Luxury Redefined. A Masterfully Reimagined Estate Offering Three Expansive Levels Of Refined Living In One Of Glencoe's Most Desirable Locations. This Exceptional Residence Features Five Bedrooms Plus A Private Office And Loft, Four And A Half Bea...
808 Prairie Road, Glencoe, IL - $3,930,000
Stunning 6-bed, 6.2-bath Grunsfeld Home With Main Level Primary Suite On 1.77 Acres In A Private Location In Glencoe. This Completely Remodeled, Over 9,000 Sqft Upscale Home Features Incredible Living Space With High Ceilings, Walls Of Windows, An...
488 Park Avenue, Glencoe, IL - $4,599,000
Designed To Make Daily Living In Glencoe A Walk In The Park, This Exceptional New Construction Home Blends Crisp, Transitional Design With An Ideal Layout For Today's Busy Lifestyle. The Main Level Features A Fully Equipped State Of The Art Chef's...
42 Woodley Road, Winnetka, IL - $3,495,000
Rarely Available Unique Mid-century Contemporary In The Heart Of Winnetka. Your Own Private Paradise With A Flowing Interior Perfect For Entertaining! Soaring Teak Ceilings Add To The Aspen Style Influence. Tons Of Windows Look Out To The Gorgeou...
414 Laurel Avenue, Wilmette, IL - $3,099,000
Beautiful New Construction Single-family Home In An Amazing Part Of East-wilmette Near Gilson Beach And The New Plaza De Lago Shopping Center. Designed For Elevated Living And Effortless Entertaining, This Home Offers Expansive Living, Dining, And...
528 Roslyn Road, Kenilworth, IL - $4,799,000
Stunning French Manor House On One Of East Kenilworth's Most Beautiful Streets. Stylish And Sophisticated, This Unique Home Is Perfectly Situated Near The Lake, Train, Sears School, And New Trier High School. Luxurious Landscaping Envelopes The P...
130 Maple Hill Road, Glencoe, IL - $3,990,000
You Have Truly Arrived! Welcome To 130 Maple Hill Road - An Extraordinary French Chateau Nestled In The Highly Sought After East Glencoe Community. Breathtaking Views Await From Almost Every Window In This 3/4 Acre Estate! Enjoy Morning Coffee Or ...
CONTINGENT 1106 Hohlfelder Road, Glencoe, IL - $3,490,000
Welcome To 1106 Hohlfelder Road. Another Exquisite Addition To The North Shore Signature Collection. This New Construction Glencoe Residence Is Ready For Occupancy. This Is Not Just A House It's A Home. From The Moment You Walk In You Feel A Sooth...
1180 Oak Ridge Drive, Glencoe, IL - $3,390,000
Welcome To 1180 Oak Ridge Dr. An Exquisite Addition To The North Shore Signature Collection. This New Construction Glencoe Residence Is Ready To Occupancy. This Home Showcases A Perfect Balance Of Stunning Modern Finishes, Sophistication, And A Se...
34 Logan Loop, Highland Park, IL - $3,800,000
Historic Queen Anne Mansion Overlooking Lake Michigan! Set On A Private 3/4 Acre. Very Private, Only One Neighbor-surrounded On Three Sides By Park,ravine, And Lake, Adding "borrowed Landscape". Nuhaus Kitchen Overlooks Lake. Gorgeous Views Everyw...
1209 Maple Avenue, Wilmette, IL - $3,199,000
Introducing Magnificent New Luxury Construction Located In The Highly Coveted Mckenzie School District & Minutes From The Heart Of Wilmette's Vibrant Downtown. Nestled On A Quiet Charming Cobble Stone Tree Lined Street & Rare Oversized Extra Wide...
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 February 6th, 2026 at 11:39pm CST.
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