187 Properties Available
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$7,250,000
Single Family Home
261 E Onwentsia Road, Lake Forest, IL 60045
This stunning East Lake Forest estate combines elegant architecture with natural beauty, sitting on nearly three gated a...
Listed by Elizabeth Wieneke of Compass
$5,250,000
Single Family Home
66 Fox Lane, Winnetka, IL 60093
Deck the halls with boughs of holly at this magical English manor estate nestled down one of Winnetka's most cherished p...
Listed by Jena Radnay of @properties Christie's International Real Estate
$5,995,000
Condo
21 N May Street #1502, Chicago, IL 60607
Offered as Raw Space: 7,500sqft of luxury penthouse living, inside and out, on top of the West Loop's best selling build...
Listed by Mark Icuss of Compass
$5,500,000
Single Family Home
147 Central Avenue, Highland Park, IL 60035
Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just step...
Listed by Lisa Rome of Jameson Sotheby's International Realty
$4,999,000
Single Family Home
165 Schneider Road, Elburn, IL 60119
Welcome to this exceptional 59-acre estate just outside Chicago, where luxury meets nature. A short hour from the city b...
Listed by Paula Johnson of Compass
$22,000,000
Single Family Home
7 Fox Hunt Road, Barrington Hills, IL 60010
Set apart from any other Chicagoland estate, Hidden Ponds encompasses 70+ private acres in the Village of Barrington Hil...
Listed by John Morrison of @properties Christie's International Real Estate
$6,500,000
Single Family Home
460 W Huron Street, Chicago, IL 60654
Spanning 68' in coveted Kingsbury Estates, this home is truly one of a kind! Offering over 10,300 square feet, plus an a...
Listed by Emily Sachs Wong of @properties Christie's International Real Estate
$5,275,000
Single Family Home
794 Greenwood Avenue, Glencoe, IL 60022
New magnificent transitional home with approximately 9,000 square feet finished space. Exterior is constructed of brick ...
Listed by Milena Birov of @properties Christie's International Real Estate
$21,000,000
Single Family Home
1355 N Astor Street, Chicago, IL 60610
Once-in-a-life time opportunity to own one of Chicago's iconic estates, showcasing over 25,000 Sq. Ft. of combined livi...
Listed by Natasha Motev of Jameson Sotheby's Intl Realty
$8,500,000
Single Family Home
2S976 Deerpath Road, Batavia, IL 60510
World-Class Equestrian Facility on 40+ Acres! This premier property, meticulously crafted since 2016, is a haven for equ...
Listed by Amanda McMillan of @properties Christie's International Real Estate
$6,500,000
Single Family Home
344 Old Sutton Road, Barrington, IL 60010
Discover elegance and quality on this stunning 14.4-acre estate. As you enter through the private gated entrance, a beau...
Listed by Gregg Bernadette of HomeSmart Connect LLC
$6,500,000
Single Family Home
94 Hawthorne Road, Barrington Hills, IL 60010
Discover unparalleled luxury at Blue Heron Estate, a stunning 9.6+ acre oasis on Hawley Lake, complete with its own priv...
Listed by Gregg Bernadette of HomeSmart Connect LLC
$6,995,000
Condo
451 E Grand Avenue #PH66, Chicago, IL 60611
One Bennett Park has taken its place among Chicago's most elite residences. Designed by Robert A.M. Stern Architects and...
Listed by Bradley Brondyke of Jameson Sotheby's Intl Realty
$5,995,000
Single Family Home
1407 N Hoyne Avenue, Chicago, IL 60622
A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Pa...
Listed by Timothy Salm of Jameson Sotheby's Intl Realty
$15,750,000
Condo
800 N Michigan Avenue #PH67, Chicago, IL 60611
Unparalleled views from the Park Tower's crown jewel that will impress even the most discerning buyer. A full floor dupl...
Listed by Susan Miner of Premier Relocation, Inc.
$11,700,000
Condo
800 N Michigan Avenue #PH64, Chicago, IL 60611
An oasis above the clouds, this one-of-a-kind penthouse comprises the entire 64th floor at the prestigious Park Tower on...
Listed by Carrie McCormick of @properties Christie's International Real Estate
$4,995,000
Single Family Home
575 Lakeland Drive, Lake Bluff, IL 60044
A rare opportunity arises to own a singular architectural masterpiece designed and built in 1979 by noted architect, Roy...
Listed by Annie Royster Lenzke of Coldwell Banker Realty
$4,995,000
Single Family Home
25147 N Gilmer Road, Hawthorn Woods, IL 60047
Forty-two acres of sprawling farmland include a multi-million dollar renovation of a full-service equestrian facility fe...
Listed by Dominick Clarizio of @properties Christie's International Real Estate
$12,999,000
Single Family Home
999 Lake Road, Lake Forest, IL 60045
Step into a timeless masterpiece at 999 Lake Road, the historic Clayton Mark Estate, meticulously restored to its former...
Listed by Patrick Milhaupt of Jameson Sotheby's International Realty
$9,995,000
Single Family Home
2026 N Kenmore Avenue, Chicago, IL 60614
Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in ...
Listed by Emily Sachs Wong of @properties Christie's International Real Estate
$5,950,000
Single Family Home
2217 N Fremont Street, Chicago, IL 60614
Super Rare Extra-wide 36 ft lot custom new home on a beautiful one-way tree lined street created by the Savane Design an...
Listed by Thomas Moran of @properties Christie's International Real Estate
$8,900,000
Condo
159 E Walton Place #PH, Chicago, IL 60611
Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original...
Listed by Brian Loomis of Jameson Sotheby's Intl Realty
$6,000,000
Condo
401 N Wabash Avenue #86A, Chicago, IL 60611
Spectacular Penthouse unit on the 86th floor, designed by the world-renowned architect Adrian Smith. This super upscale ...
Listed by Chezi Rafaeli of Coldwell Banker Realty
$15,900,000
Single Family Home
700 Crab Tree Farm Lane, Lake Bluff, IL 60044
This lakeshore legacy property is a once-in-a-lifetime opportunity to establish your multi-generational family compound ...
Listed by Andra O'Neill of @properties Christie's International Real Estate