Homes for Sale in Winnetka, IL

Every active listing in Winnetka — updated throughout the day from the MLS via MLS GRID.

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30 listings found in Winnetka.

Active   Under contract  ·  Up to 1,500 mapped listings for this search; homes without a mappable address appear in the list only.

Active
$2,795,000
73 Locust Road, Winnetka, IL 60093
5 bd · 5.5 ba · 4,089 sqft · MLS #MRD12688601
Listing courtesy of @properties Christie's International Real Estate
Active
$2,695,000
1140 Oakley Avenue, Winnetka, IL 60093
4 bd · 4.5 ba · 4,509 sqft · MLS #MRD12715045
Listing courtesy of Jameson Sotheby's International Realty
Active
$1,350,000
640 Winnetka Mews #403, Winnetka, IL 60093
4 bd · 3 ba · 2,000 sqft · MLS #MRD12732812
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$1,295,000
1110 Elm Street, Winnetka, IL 60093
4 bd · 2.5 ba · 3,362 sqft · MLS #MRD12737437
Listing courtesy of Baird & Warner
Active
$899,000
711 Oak Street #308, Winnetka, IL 60093
2 bd · 2 ba · 1,970 sqft · MLS #MRD12604430
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$1,295,000
600 Sheridan Road, Winnetka, IL 60093
3 bd · 2.5 ba · 2,535 sqft · MLS #MRD12718382
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$1,725,000
555 Cherry Street, Winnetka, IL 60093
5 bd · 4.5 ba · 6,580 sqft · MLS #MRD12711173
Listing courtesy of Compass
Active
$2,499,000
1192 Chatfield Road, Winnetka, IL 60093
3 bd · 4.5 ba · 3,610 sqft · MLS #MRD12732091
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$1,425,000
1062 Ash Street, Winnetka, IL 60093
4 bd · 3.5 ba · 3,251 sqft · MLS #MRD12039823
Listing courtesy of Compass
Active Under Contract
$1,395,000
Address not displayed at seller's request — Winnetka, IL
4 bd · 2.5 ba · — · MLS #MRD12705964
Listing courtesy of Jameson Sotheby's International Realty
Active Under Contract
$3,495,000
1015 Sheridan Road, Winnetka, IL 60093
6 bd · 7.5 ba · 8,303 sqft · MLS #MRD12660928
Listing courtesy of Coldwell Banker Realty
Active Under Contract
$3,495,000
Address not displayed at seller's request — Winnetka, IL
5 bd · 6.5 ba · 5,894 sqft · MLS #MRD12672761
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$1,795,000
180 Westview Road, Winnetka, IL 60093
3 bd · 2.5 ba · 4,356 sqft · MLS #MRD12698922
Listing courtesy of @properties Commercial
Active Under Contract
$1,779,000
639 Lincoln Avenue, Winnetka, IL 60093
4 bd · 2.5 ba · — · MLS #MRD12683501
Listing courtesy of Engel & Voelkers Chicago North Shore
Active
$950,000
979 Vine Street, Winnetka, IL 60093
4 bd · 1.5 ba · 2,105 sqft · MLS #MRD12684251
Listing courtesy of Coldwell Banker Realty
Active Under Contract
$1,950,000
1440 Tower Road, Winnetka, IL 60093
5 bd · 3 ba · 3,280 sqft · MLS #MRD12703898
Listing courtesy of @properties Christie's International Real Estate
Active
$2,250,000
42 Woodley Road, Winnetka, IL 60093
4 bd · 3.5 ba · 4,225 sqft · MLS #MRD12673083
Listing courtesy of @properties Christie's International Real Estate
Active
$2,569,900
62 Woodley Road, Winnetka, IL 60093
6 bd · 4.5 ba · 7,000 sqft · MLS #MRD12637769
Listing courtesy of @properties Christie's International Real Estate
Active
$1,500,000
1360 Sunview Lane, Winnetka, IL 60093
4 bd · 2.5 ba · 2,895 sqft · MLS #MRD12699325
Listing courtesy of Compass
Active Under Contract
$1,799,000
922 Ash Street, Winnetka, IL 60093
4 bd · 2.5 ba · 3,973 sqft · MLS #MRD12704826
Listing courtesy of @properties Christie's International Real Estate
Active
$4,200,000
1128 Mt. Pleasant Road, Winnetka, IL 60093
5 bd · 6.5 ba · 6,950 sqft · MLS #MRD12701871
Listing courtesy of @properties Christie's International Real Estate
Active
$16,900,000
915 Sunset Road, Winnetka, IL 60093
6 bd · 8.5 ba · 15,000 sqft · MLS #MRD12600188
Listing courtesy of Village Realty Group Inc
Active
$4,949,000
320 Woodley Road, Winnetka, IL 60093
5 bd · 5.5 ba · 13,000 sqft · MLS #MRD12698685
Listing courtesy of @properties Christie's International Real Estate
Active Under Contract
$285,000
1101 Merrill Street #M1, Winnetka, IL 60093
2 bd · 1 ba · — · MLS #MRD12684635
Listing courtesy of @properties Christie's International Real Estate
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Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

Based on information submitted to the MLS GRID as of 2026-08-26 02:23:03. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

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