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Come See This Adorable Kensington Model In Convenient Location Across From Ivy Hall Elementary School. Meticulously Maintained With Brand New Hardwood Floors & Freshly Painted( not reflected in ...Read More.

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Ranch Homes in Stevenson High School Are you looking for a Ranch Home in the Stevenson High School District?  Look no further- top Stevenson High School Realtor, Judy Greenberg can help you find ...Read More.

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Winnetka IL Homes for Sale

Included below are homes for sale in Winnetka, IL, in the Chicago North Suburbs. These Winnetka real estate listings are updated daily from the Chicago area MLS.

If you would like more information on any of these Winnetka real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold in the Chicago North Suburbs, and more.

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$8,995,000
Bedrooms: 4
Baths: 5
203 Sheridan Rd
Winnetka, IL 60093
MLS #: 10299205
This is your chance to own one of Winnetka's rarely available private beachfront properties. Situated on over an acre, this impressive property boasts a...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Jameson Sotheby's Intl Realty
$7,999,997
Bedrooms: 6
Baths: 10
Approx Sq Ft: 15000
1215 Whitebridge Hill Rd
Winnetka, IL 60093
MLS #: 09594573
This waterfront home is 15,000 ft. of Wowed Decadence! This extraordinary brick and limestone Villa is situated perfectly among the bluffs of Lake Michigan....
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Coldwell Banker Residential
$5,875,000
Bedrooms: 6
Baths: 11
Approx Sq Ft: 7122
738 Tower Rd
Winnetka, IL 60093
MLS #: 10281816
Beautifully perched above the lake, this one owner custom-built newer construction home stuns w/lake vistas from all 4 floors of fabulous space. Stately grand...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of @properties
$4,999,000
Bedrooms: 5
Baths: 6
Approx Sq Ft: 6341
480 Oak St
Winnetka, IL 60093
MLS #: 10083164
Built in 1913 and designed by notable Chicago architect Benjamin Marshall, 480 Oak Street remains a vestige of the historic grand estates of Winnetka. Today,...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Berkshire Hathaway Homeservices Koenigrubloff
$4,995,000
Bedrooms: 6
Baths: 9
Approx Sq Ft: 9342
86 Indian Hill Rd (Pending)
Winnetka, IL 60093
MLS #: 09746580
Subdivision: indian hill
Live your vacation everyday in this privately located English masterpiece. Positioned on 1.51 scenic acres within the grounds of Indian Hill Country club,...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Coldwell Banker Residential
$4,995,000
Bedrooms: 6
Baths: 9
Approx Sq Ft: 12000
919 Hill Rd
Winnetka, IL 60093
MLS #: 09997250
Majestically set on 1.25 acres beyond towering trees, enchanting gardens, expansive front lawn and private drive is this awe inspiring Art Deco Manor Home...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Coldwell Banker Residential
$4,675,000
Bedrooms: 6
Baths: 10
Approx Sq Ft: 12500
670 Blackthorn Rd
Winnetka, IL 60093
MLS #: 10271756
A new rose will bloom on Blackthorn Road! Proposed new construction home on deep 3/4 + acre property on private street. Fantastic layout with all of the...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of @properties
$4,500,000
Bedrooms: 6
Baths: 9
Approx Sq Ft: 9204
165 Thorntree Ln
Winnetka, IL 60093
MLS #: 10115778
This 1930 Georgian Masterpiece is architect Edwin Clark's finest designs & landscape architect Scott Byron has created gardens & grounds of equal stature on...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of @properties
$4,495,000
Bedrooms: 6
Baths: 8
41 Indian Hill Rd
Winnetka, IL 60093
MLS #: 10293288
Subdivision: indian hill
Superb renovation of a Classic English Manor Home paired with magnificent grounds featuring a Boilini pool and pergola. Welcoming entry: marble flooring,...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of Coldwell Banker Residential
$4,295,000
Bedrooms: 5
Baths: 8
Approx Sq Ft: 7500
630 Rosewood Ave
Winnetka, IL 60093
MLS #: 10269577
Transitional, fabulous 7500 sq ft new construction (see floor plans, elevations and site plans under additional info). Or renovate existing home. Or custom...
Contact Judy Greenberg at 847-602-5435 to inquire about this property.
Listing provided courtesy of @properties
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