175 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$6,900,000
Single Family Home
2441 Woodbridge Lane, Highland Park, IL 60035
Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfull...
Listed by Patrick Milhaupt of Jameson Sotheby's International Realty

$5,600,000
Single Family Home
1222 Chestnut Avenue, Wilmette, IL 60091
A timeless masterpiece, beautifully renovated and updated with top-quality materials and finishes, is nestled on a metic...
Listed by Dinny Dwyer of Compass

$9,500,000
Single Family Home
14341 W OLD SCHOOL Road, Libertyville, IL 60048
EXPERIENCE THE ULTIMATE IN EQUESTRIAN LUXURY AT THIS FIRST CLASS, GATED ESTATE, SET ON 20 LUSH LANDSCAPED ACRES. THIS ST...
Listed by Susie Banas of @properties Christie's International Real Estate

$5,995,000
Single Family Home
875 Country Club Road, St. Charles, IL 60174
Welcome to Stone Wood Manor, a magnificent estate originally built in 1935 & located on a beautiful property in the Fox ...
Listed by Carrie McCormick of @properties Christie's International Real Estate

$5,750,000
Single Family Home
959 Sheridan Road, Highland Park, IL 60035
Experience Coastal Elegance on Lake Michigan, perfectly situated on 1 acre in East Highland Park with 100 feet of privat...
Listed by Kelly Dunn Rynes of Berkshire Hathaway HomeServices Chicago

$5,500,000
Single Family Home
1020 Evergreen Drive, Lake Forest, IL 60045
Just Spectacular! 25 room executive estate. Impressive Grand Foyer with marble flooring & two sets of double spiral sta...
Listed by Patti Besler of Caliber Realty Solutions

$5,995,000
Single Family Home
624 Pine Lane, Winnetka, IL 60093
Welcome to this stunning custom home designed by Morgante Wilson, with thoughtful input from discerning owners. This onc...
Listed by Joanne Hudson of Compass

$6,900,000
Condo
9 W Walton Street #2802, Chicago, IL 60610
Experience the pinnacle of luxury living at the highly coveted 9 W. Walton in Chicago's prestigious Gold Coast. Residenc...
Listed by Nancy Tassone of Jameson Sotheby's Intl Realty

$5,995,000
Single Family Home
1524 N Astor Street, Chicago, IL 60610
This is a very rare opportunity! Set on one of the city's most fashionable streets, this is the northmost home on Astor....
Listed by Jennifer Ames of Engel & Voelkers Chicago

$5,495,000
Single Family Home
1540 N Dearborn Parkway, Chicago, IL 60610
Meticulously renovated with no expense spared, this magnificent 5-story freestanding Greystone on an oversized lot on on...
Listed by Brad Lippitz of Compass

$5,500,000
Single Family Home
330 S County Line Road, Hinsdale, IL 60521
Elegant Stone & Slate Estate in prime Southeast Hinsdale, set on nearly an acre of sprawling property. Luxury exudes fro...
Listed by Ginny Stewart of Jameson Sotheby's International Realty

$8,450,000
Condo
209 E LAKE SHORE Drive #14, Chicago, IL 60611
Chicago's finest residence available for the first time. This incredible combination of two units offers a glorious 12,0...
Listed by Jeffrey Lowe of Compass

$5,494,000
Single Family Home
229 W Eugenie Street, Chicago, IL 60614
The most discreet and elegant residence in all of historic Old Town. Situated on nearly 3 lots, this architecturally sig...
Listed by Jeffrey Lowe of Compass

$6,250,000
Single Family Home
111 Mayflower Road, Lake Forest, IL 60045
Rare opportunity to own this beautiful lakefront home on 4.11 acres w/ 300' of Lake Michigan shoreline on coveted Mayflo...
Listed by Ann Lyon of @properties Christie's International Real Estate

$10,299,900
Single Family Home
381 Sheridan Road, Winnetka, IL 60093
Extremely RARE opportunity to own this premier in-town "Sheridan Road-to Shore" dreamy lakefront showstopper on the best...
Listed by Jena Radnay of @properties Christie's International Real Estate

$6,995,000
Single Family Home
1970 N Burling Street, Chicago, IL 60614
Designed by renowned architects Liederbach and Graham, this outstanding home offers a unique blend of exposed brick and ...
Listed by Emily Sachs Wong of @properties Christie's International Real Estate

$6,150,000
Single Family Home
5N113 Burr Road, St. Charles, IL 60175
Discover this extraordinary Masco Estate, a masterpiece by Scholz Design built in 2003, nestled just 35 miles west of Ch...
Listed by Debora McKay of Coldwell Banker Realty

$11,999,900
Single Family Home
765 Sheridan Road, Winnetka, IL 60093
Special opportunity awaits with this impeccably maintained sole owner in-town premier Winnetka 1.3 acre lakefront estate...
Listed by Jena Radnay of @properties Christie's International Real Estate

$4,975,000
Single Family Home
1010 Green Bay Road, Lake Bluff, IL 60044
The "Ralph H. Poole House" stands as an enduring testament to David Adler's visionary craftsmanship, a cornerstone of ar...
Listed by Ann Lyon of @properties Christie's International Real Estate

$12,000,000
Single Family Home
973 Sheridan Road, Winnetka, IL 60093
Secluded from it all with only the sound of the waves from Lake Michigan, this immaculate, turn-key lakefront property w...
Listed by Cricket King of @properties Christie's International Real Estate

$7,500,000
Single Family Home
445 W SUPERIOR Street, Chicago, IL 60654
Welcome to one of Chicago's most exquisite, architecturally significant residences. A true masterpiece spanning over 10,...
Listed by Carrie McCormick of @properties Christie's International Real Estate

$8,000,000
Single Family Home
1865 N Fremont Street, Chicago, IL 60614
The Savane Design + Build team presents an exceptional turnkey custom new construction home on THE most desirable block ...
Listed by Thomas Moran of @properties Christie's International Real Estate

$14,975,000
Single Family Home
930 E Rosemary Road, Lake Forest, IL 60045
Once in a lifetime opportunity to own one of the most coveted estates in the Midwest with a main house, attached coach h...
Listed by Ann Lyon of @properties Christie's International Real Estate

$27,500,000
Single Family Home
595 Circle Lane, Lake Forest, IL 60045
Opportunity of a lifetime to own this spectacular Lake Forest estate, spanning over 5.27 acres with 570 feet of Lake Mic...
Listed by Ann Lyon of @properties Christie's International Real Estate