Market Monitor

Winnetka

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

Single-Family Homes

Active (20)

StatusAddressList Price
Active
979 Vine Street, Winnetka
Listing Courtesy of: Coldwell Banker Realty
$950,000
Active
1110 Elm Street, Winnetka
Listing Courtesy of: Baird & Warner
$1,495,000
Active
1360 Sunview Lane, Winnetka
Listing Courtesy of: Compass
$1,500,000
Active
639 Lincoln Avenue, Winnetka
Listing Courtesy of: Engel & Voelkers Chicago North Shore
$1,779,000
Active
180 Westview Road, Winnetka
Listing Courtesy of: @properties Commercial
$1,795,000
Active
1440 Tower Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,950,000
Active
42 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,250,000
Active
1192 Chatfield Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,499,000
Active
62 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,569,900
Active
82 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,785,000
Active
73 Locust Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,795,000
Active
567 Oak Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$3,095,000
Active
1015 Sheridan Road, Winnetka
Listing Courtesy of: Coldwell Banker Realty
$3,495,000
Active
1128 Mt. Pleasant Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,200,000
Active
320 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,949,000
Active
32 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,950,000
Active
1380 Westmoor Trail, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,995,000
Active
919 HILL Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$7,999,900
Active
915 Sunset Road, Winnetka
Listing Courtesy of: Village Realty Group Inc
$16,900,000
Active
319 SHERIDAN Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$29,900,000

Under Contract (23)

StatusAddressList Price
Pending
154 Glenwood Avenue, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$950,000
Active Under Contract
882 Willow Road, Winnetka
Listing Courtesy of: Engel & Voelkers Chicago North Shore
$975,000
Active Under Contract
419 Provident Avenue, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$999,000
Active Under Contract
1208 Oak Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,195,000
Active Under Contract
919 OAK Street, Winnetka
Listing Courtesy of: Jameson Sotheby's International Realty
$1,395,000
Pending
1225 Elm Street, Winnetka
Listing Courtesy of: Compass
$1,399,000
Active Under Contract
1347 Sunview Lane, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,495,000
Active Under Contract
555 Cherry Street, Winnetka
Listing Courtesy of: Compass
$1,725,000
Active Under Contract
1037 Oak Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,795,000
Active Under Contract
922 Ash Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,799,000
Pending
920 Pine Tree Lane, Winnetka
Listing Courtesy of: Compass
$2,099,000
Pending
757 Locust Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,195,000
Active Under Contract
1050 Spruce Street, Winnetka
Listing Courtesy of: Baird & Warner
$2,699,000
Active Under Contract
127 Glenwood Avenue, Winnetka
Listing Courtesy of: Compass
$2,795,000
Pending
334 Woodland Avenue, Winnetka
Listing Courtesy of: Compass
$2,799,000
Pending
510 Provident Avenue, Winnetka
Listing Courtesy of: John Park
$2,799,388
Active Under Contract
792 Walden Road, Winnetka
Listing Courtesy of: Compass
$2,899,000
Active Under Contract
566 Willow Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$3,025,000
Pending
654 Pine Street, Winnetka
Listing Courtesy of: Compass
$3,049,000
Pending
48 Indian Hill Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$3,200,000
Active Under Contract
785 Mount Pleasant Street, Winnetka
Listing Courtesy of: Compass
$3,799,000
Active Under Contract
605 Arbor Vitae Road, Winnetka
Listing Courtesy of: Jameson Sotheby's International Realty
$3,850,000
Pending
231 Woodlawn Avenue, Winnetka
Listing Courtesy of: Stone Realty Group
$4,699,000

Closed (14)

1235 Scott Avenue, Winnetka
Closed

List

$2,295,000

Sold

$2,505,000

SP:LP / DOM

109.2%2d

Listing Courtesy of: @properties Christie's International Real Estate
406 Woodley Woods, Winnetka
Closed

List

$2,499,900

Sold

$2,450,000

SP:LP / DOM

98.0%26d

Listing Courtesy of: Greystone Realty
478 Sunset Road, Winnetka
Closed

List

$1,700,000

Sold

$1,750,000

SP:LP / DOM

102.9%6d

Listing Courtesy of: @properties Christie's International Real Estate
1482 Edgewood Lane, Winnetka
Closed

List

$2,395,000

Sold

$2,437,125

SP:LP / DOM

101.8%7d

Listing Courtesy of: Compass
92 Indian Hill Road, Winnetka
Closed

List

$2,695,000

Sold

$2,500,000

SP:LP / DOM

92.8%28d

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

List

$4,999,900

Sold

$4,300,000

SP:LP / DOM

86.0%12d

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

List

$825,000

Sold

$900,000

SP:LP / DOM

109.1%5d

Listing Courtesy of: Jameson Sotheby's International Realty
72 Warwick Road, Winnetka
Closed

List

$1,195,000

Sold

$1,410,000

SP:LP / DOM

118.0%6d

Listing Courtesy of: @properties Christie's International Real Estate
1087 Ash Street, Winnetka
Closed

List

$1,425,000

Sold

$1,670,000

SP:LP / DOM

117.2%4d

Listing Courtesy of: @properties Christie's International Real Estate
100 Old Green Bay Road, Winnetka
Closed

List

$3,200,000

Sold

$2,960,000

SP:LP / DOM

92.5%128d

Listing Courtesy of: Compass
1258 Scott Avenue, Winnetka
Closed

List

$2,199,000

Sold

$2,345,000

SP:LP / DOM

106.6%5d

Listing Courtesy of: Compass
930 Fisher Lane, Winnetka
Closed

List

$3,800,000

Sold

$4,281,050

SP:LP / DOM

112.7%6d

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

List

$1,699,000

Sold

$1,730,000

SP:LP / DOM

101.8%7d

Listing Courtesy of: Compass
1159 Chatfield Road, Winnetka
Closed

List

$2,245,000

Sold

$2,200,000

SP:LP / DOM

98.0%101d

Listing Courtesy of: Compass

Single-Family Homes — Market Insight

103.3%of list price

Avg close +$18,955 vs. list — based on 14 closed sales

Townhomes & Condos

Active (1)

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

Under Contract (2)

StatusAddressList Price
Active Under Contract
1101 Merrill Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$285,000
Active Under Contract
134 Green Bay Road, Winnetka
Listing Courtesy of: Compass
$360,000

Closed (1)

650 Winnetka Mews, Winnetka
Closed

List

$949,000

Sold

$1,150,531

SP:LP / DOM

121.2%1d

Listing Courtesy of: @properties Christie's International Real Estate

Townhomes & Condos — Market Insight

121.2%of list price

Avg close +$201,531 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

104.5%of list price

Homes here are selling at 104.5% of asking — 46 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.