Find Your Dream Home in Winnetka

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Browse 22 active listings in Winnetka. Get AI-powered search, market insights, and licensed agent support. Broker's flat fee of $2,400 (negotiable at closing).

22
Active Listings
$3,173,779
Average Price
$92,813
Avg. Your Savings

Featured Properties in Winnetka

Showing 11 of 22 active listings

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319 SHERIDAN Road
Save $894,600
Single Family
$29,900,000
7
13
20,000 sqft
319 SHERIDAN Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12680920
915 Sunset Road
Save $504,600
Single Family
$16,900,000
6
10
15,000 sqft
915 Sunset Road
Winnetka, IL
Listing by Village Realty Group Inc
MLS# MRD12600188
919 HILL Road
Save $237,597
Single Family
$7,999,900
6
9
10,588 sqft
919 HILL Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12661112
32 Woodley Road
Save $146,100
Single Family
$4,950,000
5
7
9,908 sqft
32 Woodley Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12283033
73 Locust Road
Save $81,450
Single Family
$2,795,000
5
6
4,089 sqft
73 Locust Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12688601
82 Woodley Road
Save $81,150
Single Family
$2,785,000
6
6
82 Woodley Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12680099
62 Woodley Road
Save $74,697
Single Family
$2,569,900
6
6
7,000 sqft
62 Woodley Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12637769
1440 Tower Road
Save $56,100
Single Family
$1,950,000
5
3
3,280 sqft
1440 Tower Road
Winnetka, IL
Listing by @properties Christie's International Real Estate
MLS# MRD12703898
639 Lincoln Avenue
Save $50,970
Single Family
$1,779,000
4
3
639 Lincoln Avenue
Winnetka, IL
Listing by Engel & Voelkers Chicago North Shore
MLS# MRD12683501
1360 Sunview Lane
Save $42,600
Single Family
$1,500,000
4
3
2,895 sqft
1360 Sunview Lane
Winnetka, IL
Listing by Compass
MLS# MRD12699325
1110 Elm Street
Save $42,450
Single Family
$1,495,000
4
3
3,362 sqft
1110 Elm Street
Winnetka, IL
Listing by Baird & Warner
MLS# MRD12687072

Listing information provided courtesy of MRED LLC as distributed by MLS Grid. Based on information submitted to the MLS GRID as of August 2, 2026 at 2:23 PM. All data is deemed reliable but not guaranteed. Information is intended for personal, non-commercial use only.

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Calculate Your Savings in Winnetka

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Average Winnetka Home
$3,173,779
Traditional Agent Fee (3%)
-$95,213.37
Your Savings with IvyGro
+$92,813