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

$2,450,000
Single Family Home
1065 Fisher Lane, Winnetka, IL 60093
Architecturally stunning custom contemporary on a lush 1/2 acre private lane with lake breezes. Designed to maximize nat...
Listed by Karen Mason of @properties Christie's International Real Estate

$1,495,000
Single Family Home
1215 Hill Road, Winnetka, IL 60093
This wonderful and hard-to-find 3-bedroom, 2-bathroom RANCH home sits on an expansive 110 x 200 lot. As you enter, you'l...
Listed by Shelley Shelly of @properties Christie's International Real Estate

$4,650,000
Single Family Home
90 Locust Road, Winnetka, IL 60093
Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of l...
Listed by Sarah Dwyer of Compass

$4,950,000
Single Family Home
32 Woodley Road, 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

$2,195,000
Single Family Home
577 Ash Street, Winnetka, IL 60093
Award winning home, professionally manicured corner lot, on one of the most desirable blocks in Winnetka (Ash Street). R...
Listed by Julie Cassin of @properties Christie's International Real Estate

$9,200
Single Family Home
526 Orchard Lane, Winnetka, IL 60093
An exceptional rental opportunity in the highly desirable East Winnetka! This stunning home offers 4 bedrooms, 3.5 bathr...
Listed by Jennifer Gordon of Compass

$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

$10,000
Single Family Home
280 Sheridan Road, Winnetka, IL 60093
GREAT RENTAL OPPORTUNITY! Ideal tenant will want to rent for school year(s) and allow owner to occupy during summer; mul...
Listed by Blanche Romey of @properties Christie's International Real Estate

$9,100
Single Family Home
1443 Scott Avenue, Winnetka, IL 60093
Adorable, freshly renovated and updated, with loads of open space and light house.This is a 4 bedroom, 3.5 bath with par...
Listed by Derek Eisenberg of Continental Real Estate Group

$2,650,000
Single Family Home
260 Woodlawn Avenue, Winnetka, IL 60093
Simply beautiful! The contemporary home is ready for you to move in now! A corner lot is across from a park with a playg...
Listed by Albina Van Maer of Bluebird Realty, Inc.

$5,000,000
Single Family Home
977 Sheridan Road, Winnetka, IL 60093
Perfectly situated in a discreet upscale enclave east of Sheridan road. Beautifully tucked away is where you'll find thi...
Listed by Kim Kelley of Baird & Warner

$11,000
Single Family Home
314 Woodland Avenue, Winnetka, IL 60093
Handsome Georgian home was restored and remodeled in 2016 to preserve its antique charm and vintage details. Fantastic e...
Listed by Margaret Goss of @properties Christie's International Real Estate

$9,999,500
Single Family Home
140 Sheridan Road, Winnetka, IL 60093
This is the North Shore's most regal restoration to ever come on the market with a captivating, majestic presence set on...
Listed by Jena Radnay of @properties Christie's International Real Estate

$21,000
Single Family Home
260 Woodlawn Avenue, Winnetka, IL 60093
Simply beautiful! The contemporary home is ready for you to move in now! A corner lot is across from a park with a playg...
Listed by Albina Van Maer of Bluebird Realty, Inc.

$2,750,000
Single Family Home
474 Sheridan Road, Winnetka, IL 60093
Welcome to sophisticated living on Sheridan Road, where elegance meets comfort in the heart of East Winnetka. This exqui...
Listed by Carrie Healy of Compass

$2,100,000
Single Family Home
314 Woodland Avenue, Winnetka, IL 60093
Handsome Georgian home underwent a complete restoration and remodel (2016) to preserve its antique charm and vintage det...
Listed by Margaret Goss of @properties Christie's International Real Estate

$4,499,900
Single Family Home
5 Woodley Road, Winnetka, IL 60093
An eternal architectural beauty set on prestigious Woodley Road, this stately, white-painted brick Colonial accented wit...
Listed by Jena Radnay of @properties Christie's International Real Estate

$3,550,000
Single Family Home
681 Lincoln Avenue, Winnetka, IL 60093
Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nest...
Listed by Annika Valdiserri of @properties Christie's International Real Estate

$2,490,000
Single Family Home
747 Walden Road, Winnetka, IL 60093
Step into this bright and airy modern farmhouse new construction in coveted Hubbard Woods, and call it home. Situated be...
Listed by Joshua Ha of EAR Real Estate, Ltd.

$2,350,000
Single Family Home
803 Pine Street, Winnetka, IL 60093
Absolute perfection in the heart of East Winnetka! Completed in 2022, this contemporary two-story masterpiece offers th...
Listed by Michael Kelly of Compass

$892,500
Single Family Home
979 Vine Street, Winnetka, IL 60093
Winnetka introduces a nostalgic bungalow perfectly appointed between Hubbard elementary school, shops, entertainment and...
Listed by Robbie Morrison of Coldwell Banker Realty

$22
Commercial
540-550 W Frontage Road, Winnetka, IL 60093
Listed by Robert Klairmont of Twins Realty LLC

$0
Commercial
562-572 Lincoln Avenue, Winnetka, IL 60093
Listed by Robert Klairmont of Twins Realty LLC

$0
Commercial
460 Winnetka Avenue #3, Winnetka, IL 60093
Fantastic location - close to Metra. Great street level individual professional 1-4 room office suites from $650-$4500 ...
Listed by Sead Odzic of Becovic Management Group Inc