Market Monitor

Winnetka

Showing active listings and properties sold in the past 30 days.

Single-Family Homes

Active (15)

StatusAddressList Price
Active
979 Vine Street, Winnetka
Listing Courtesy of: Jason Mitchell Real Estate IL
$950,000
Active
1105 Elm Street, Winnetka
Listing Courtesy of: Compass
$1,089,000
Active
642 Ash Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,450,000
Active
1368 Scott Avenue, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,700,000
Active
1159 Chatfield Road, Winnetka
Listing Courtesy of: Compass
$2,245,000
Active
1241 ASH Street, Winnetka
Listing Courtesy of: Compass
$2,489,000
Active
92 Indian Hill Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,695,000
Active
62 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,699,900
Active
42 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,750,000
Active
510 Provident Avenue, Winnetka
Listing Courtesy of: John Park
$2,799,388
Active
100 Old Green Bay Road, Winnetka
Listing Courtesy of: Compass
$3,200,000
Active
32 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,950,000
Active
320 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$5,149,000
Active
43 Indian Hill Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$7,275,000
Active
915 Sunset Road, Winnetka
Listing Courtesy of: Village Realty Group Inc
$16,900,000

Under Contract (28)

StatusAddressList Price
Active Under Contract
574 Orchard Lane, Winnetka
Listing Courtesy of: Baird & Warner
$899,000
Active Under Contract
1505 Tower Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$995,000
Active Under Contract
1523 Tower Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,095,000
Active Under Contract
1295 Sunview Lane, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,299,000
Pending
174 Woodland Avenue, Winnetka
Listing Courtesy of: Baird & Warner
$1,399,000
Active Under Contract
303 Auburn Avenue, Winnetka
Listing Courtesy of: Berkshire Hathaway HomeServices Chicago
$1,400,000
Active Under Contract
373 Sunset Road, Winnetka
Listing Courtesy of: Compass
$1,439,000
Pending
841 Prospect Avenue, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,450,000
Active Under Contract
458 Sunset Road, Winnetka
Listing Courtesy of: Compass
$1,495,000
Active Under Contract
764 Boal Parkway, Winnetka
Listing Courtesy of: Compass
$1,550,000
Active Under Contract
995 Oak Street, Winnetka
Listing Courtesy of: Compass
$1,699,000
Pending
838 Lincoln Avenue, Winnetka
Listing Courtesy of: Compass
$1,739,000
Active Under Contract
556 Willow Road, Winnetka
Listing Courtesy of: Compass
$1,869,000
Active Under Contract
1082 Ash Street, Winnetka
Listing Courtesy of: Compass
$1,885,000
Active Under Contract
91 ABBOTTSFORD Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,895,000
Active Under Contract
67 Brier Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,950,000
Active Under Contract
1255 Forest Glen Drive, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,175,000
Pending
165 Fuller Lane, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,199,000
Active Under Contract
1423 Asbury Avenue, Winnetka
Listing Courtesy of: Compass
$2,299,000
Active Under Contract
1185 Hill Road, Winnetka
Listing Courtesy of: Compass
$2,439,000
Pending
845 Glen Oak Drive, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,495,000
Active Under Contract
406 Woodley Woods, Winnetka
Listing Courtesy of: Greystone Realty
$2,499,900
Active Under Contract
355 Linden Street, Winnetka
Listing Courtesy of: Compass
$2,500,000
Pending
334 Woodland Avenue, Winnetka
Listing Courtesy of: Compass
$2,799,000
Pending
358 Winnetka Avenue, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,995,000
Pending
4 Indian Hill Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,995,000
Active Under Contract
296 WHITE OAK Lane, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$3,599,000
Pending
140 Birch Street, Winnetka
Listing Courtesy of: Compass
$4,500,000

Closed (18)

875 GORDON Terrace, Winnetka
Closed

List

$2,450,000

Sold

$2,750,000

SP:LP / DOM

112.2%6d

Listing Courtesy of: Compass
215 Scott Avenue, Winnetka
Closed

List

$2,995,000

Sold

$3,326,000

SP:LP / DOM

111.1%5d

Listing Courtesy of: Compass
916 Oak Street, Winnetka
Closed

List

$1,399,000

Sold

$1,515,000

SP:LP / DOM

108.3%5d

Listing Courtesy of: Compass
1004 Elm Street, Winnetka
Closed

List

$1,450,000

Sold

$1,550,000

SP:LP / DOM

106.9%13d

Listing Courtesy of: Coldwell Banker Realty
52 Locust Road, Winnetka
Closed

List

$3,200,000

Sold

$3,075,000

SP:LP / DOM

96.1%12d

Listing Courtesy of: @properties Christie's International Real Estate
410 CEDAR Street, Winnetka
Closed

List

$2,295,000

Sold

$2,527,000

SP:LP / DOM

110.1%6d

Listing Courtesy of: @properties Christie's International Real Estate
560 Elm Street, Winnetka
Closed

List

$2,495,000

Sold

$2,775,000

SP:LP / DOM

111.2%8d

Listing Courtesy of: @properties Christie's International Real Estate
525 Ash Street, Winnetka
Closed

List

$4,995,000

Sold

$4,995,000

SP:LP / DOM

100.0%4d

Listing Courtesy of: Compass
1092 Ash Street, Winnetka
Closed

List

$1,775,000

Sold

$1,875,000

SP:LP / DOM

105.6%14d

Listing Courtesy of: @properties Christie's International Real Estate
598 Birch Street, Winnetka
Closed

List

$2,149,900

Sold

$2,085,000

SP:LP / DOM

97.0%7d

Listing Courtesy of: @properties Christie's International Real Estate
735 Foxdale Avenue, Winnetka
Closed

List

$1,200,000

Sold

$1,175,000

SP:LP / DOM

97.9%6d

Listing Courtesy of: Berkshire Hathaway HomeServices Chicago
153 Bertling Lane, Winnetka
Closed

List

$2,875,000

Sold

$2,750,000

SP:LP / DOM

95.7%6d

Listing Courtesy of: @properties Christie's International Real Estate
277 Hibbard Road, Winnetka
Closed

List

$1,499,000

Sold

$1,860,000

SP:LP / DOM

124.1%3d

Listing Courtesy of: @properties Christie's International Real Estate
312 Rosewood Avenue, Winnetka
Closed

List

$1,800,000

Sold

$1,725,000

SP:LP / DOM

95.8%19d

Listing Courtesy of: Fulton Grace Realty
985 Pine Tree Lane, Winnetka
Closed

List

$2,885,000

Sold

$3,000,000

SP:LP / DOM

104.0%6d

Listing Courtesy of: Compass
607 Orchard Lane, Winnetka
Closed

List

$1,050,000

Sold

$1,300,000

SP:LP / DOM

123.8%6d

Listing Courtesy of: Baird & Warner
955 Vernon Avenue, Winnetka
Closed

List

$1,699,000

Sold

$1,875,000

SP:LP / DOM

110.4%6d

Listing Courtesy of: @properties Christie's International Real Estate
270 Euclid Avenue, Winnetka
Closed

List

$1,400,000

Sold

$1,384,000

SP:LP / DOM

98.9%23d

Listing Courtesy of: Engel & Voelkers Chicago North Shore

Single-Family Homes — Market Insight

106.1%of list price

Avg close +$107,228 vs. list — based on 18 closed sales

Townhomes & Condos

Active (1)

StatusAddressList Price
Active
932 Westmoor Road, Winnetka
Listing Courtesy of: Coldwell Banker Realty
$1,425,000

Under Contract (1)

StatusAddressList Price
Active Under Contract
555 Hill Terrace, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$300,000

Closed (1)

97 High Street, Winnetka
Closed

List

$599,999

Sold

$500,000

SP:LP / DOM

83.3%17d

Listing Courtesy of: Pavlova Properties

Townhomes & Condos — Market Insight

83.3%of list price

Avg close $99,999 vs. list — based on 1 closed sale

Listing data provided courtesy of Midwest Real Estate Data (MRED). All listings are subject to prior sale, change, or withdrawal. Neither the listing broker(s) nor Vittoria Logli Real Estate shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Information deemed reliable but not guaranteed. © 2026 Midwest Real Estate Data LLC. All rights reserved.

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Winnetka — Market Insight

104.9%of list price

Homes here are selling at 104.9% of asking — 45 active listings on the market now. You may have more equity than you think.

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Listing data is provided by the Midwest Real Estate Data (MRED) MLS and is updated approximately every 15 minutes. Information is deemed reliable but not guaranteed. All listings are subject to prior sale, change, or withdrawal. Copyright 2026 MRED. All rights reserved.