- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
160 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$5,250,000
Single Family Home
66 Fox LN, 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


$5,950,000
Single Family Home
207 Woodhaven LN, Barrington Hills, IL 60010
Discover the pinnacle of modern luxury and design in this private, breathtaking estate located in prestigious Barrington...
Listed by Heidi Seagren of Compass


$5,995,000
Condo
21 N May ST #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 AVE, 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


$22,000,000
Single Family Home
7 Fox Hunt RD, 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 ST, 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 AVE, 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 ST, 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 RD, 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


$7,995,000
Condo
363 E Wacker DR #7501, Chicago, IL 60601
Unparalleled 360 degree views from a full floor penthouse at The St. Regis Chicago. 11'4" foot ceilings and motorized wi...
Listed by Susan Miner of Premier Relocation, Inc.


$6,500,000
Single Family Home
344 Old Sutton RD, 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


$5,400,000
Single Family Home
275 Sussex LN, Lake Forest, IL 60045
Introducing "The Adler," a magnificent French country estate, set on over two acres of breathtaking grounds in Lake Fore...
Listed by Carrie McCormick of @properties Christie's International Real Estate


$6,500,000
Single Family Home
94 Hawthorne RD, 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 AVE #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 AVE, 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 AVE #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 AVE #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 DR, 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 RD, 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 RD, 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 AVE, 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 ST, 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 PL #PH, Chicago, IL 60611
Once in a lifetime opportunity to live in the iconic duplex penthouse in The Palmolive. This unit covers approximately 7...
Listed by Brian Loomis of Jameson Sotheby's Intl Realty


$6,000,000
Condo
401 N Wabash AVE #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
