170 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$5,750,000
Single Family Home
959 Sheridan RD, 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
$5,995,000
Single Family Home
624 Pine LN, 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 ST #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 ST, 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 Pkwy, 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 RD, 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 DR #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 ST, 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 RD, 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 RD, 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 ST, 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 RD, 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 RD, 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 RD, 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 RD, 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 ST, 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
$8,299,000
Single Family Home
N2301 Knollwood DR, Lake Geneva, WI 53147
Discover lakeside luxury on Geneva Lake and enjoy 190 feet of level lake frontage with 2 canopied boat slips and a spaci...
Listed by Patti Zurla of Compass
$8,000,000
Single Family Home
1865 N Fremont ST, 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 RD, 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 LN, 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
$4,950,000
Single Family Home
32 Woodley RD, Winnetka, IL 60093
Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence ...
Listed by Katharine Hackett of @properties Christie's International Real Estate
$7,995,000
Condo
14 W Superior ST #6900, Chicago, IL 60654
Astonishing FULL FLOOR home with breathtaking 360 degree views, outdoor space, direct elevator access and bespoke finish...
Listed by Nancy Tassone of Jameson Sotheby's Intl Realty
$7,750,000
Single Family Home
2334 N Cleveland ST, Chicago, IL 60614
Beyond "Rare" ...I would say this is a "Never before seen in the city" opportunity... This Lot ...nearly 2.5 TIMES the s...
Listed by Thomas Moran of @properties Christie's International Real Estate
$10,900,000
Single Family Home
347 Bluffs Edge DR, Lake Forest, IL 60045
Introducing a newly built lakefront estate, Rockland, a rare gem on the shores of Lake Michigan. This property boasts a ...
Listed by Houda Chedid of Compass