Market Monitor

Winnetka

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

Single-Family Homes

Active (9)

StatusAddressList Price
Active
1288 Sunview Lane, Winnetka
Listing Courtesy of: Compass
$1,999,000
Active
42 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,250,000
Active
62 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,569,900
Active
73 Locust Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,675,000
Active
82 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,785,000
Active
1128 Mt. Pleasant Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$3,999,000
Active
320 Woodley Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$4,949,000
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 (16)

StatusAddressList Price
Active Under Contract
790 Foxdale Avenue, Winnetka
Listing Courtesy of: Compass
$899,000
Active Under Contract
1163 Asbury Avenue, Winnetka
Listing Courtesy of: Compass
$975,000
Active Under Contract
592 Provident Avenue, Winnetka
Listing Courtesy of: Coldwell Banker Realty
$1,100,000
Pending
590 Willow Road, Winnetka
Listing Courtesy of: @properties Christies International Real Estate
$1,200,000
Active Under Contract
874 Boal Parkway, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,400,000
Pending
1360 Sunview Lane, Winnetka
Listing Courtesy of: Compass
$1,500,000
Pending
870 Prospect Avenue, Winnetka
Listing Courtesy of: Compass
$1,649,000
Active Under Contract
555 Cherry Street, Winnetka
Listing Courtesy of: Compass
$1,725,000
Pending
1440 Tower Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,950,000
Pending
579 Hill Terrace, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,000,000
Active Under Contract
1192 Chatfield Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,499,000
Active Under Contract
252 Myrtle Street, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,699,900
Active Under Contract
438 Birch Street, Winnetka
Listing Courtesy of: Compass
$2,749,900
Pending
334 Woodland Avenue, Winnetka
Listing Courtesy of: Compass
$2,799,000
Active Under Contract
64 Locust Road, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$2,800,000
Pending
654 Pine Street, Winnetka
Listing Courtesy of: Compass
$3,049,000

Closed (13)

639 Lincoln Avenue, Winnetka
Closed

List

$1,779,000

Sold

$1,800,000

SP:LP / DOM

101.2%45d

Listing Courtesy of: Engel & Voelkers Chicago North Shore
919 OAK Street, Winnetka
Closed

List

$1,395,000

Sold

$1,555,000

SP:LP / DOM

111.5%5d

Listing Courtesy of: Jameson Sotheby's International Realty
887 Ash Street, Winnetka
Closed

List

$1,950,000

Sold

$2,401,000

SP:LP / DOM

123.1%6d

Listing Courtesy of: Compass
1 INDIAN HILL Road, Winnetka
Closed

List

$3,495,000

Sold

$4,000,000

SP:LP / DOM

114.4%4d

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

List

$1,795,000

Sold

$1,795,000

SP:LP / DOM

100.0%27d

Listing Courtesy of: @properties Commercial
600 Sheridan Road, Winnetka
Closed

List

$1,295,000

Sold

$1,305,000

SP:LP / DOM

100.8%6d

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

List

$1,700,000

Sold

$1,700,000

SP:LP / DOM

100.0%38d

Listing Courtesy of: Compass
922 Ash Street, Winnetka
Closed

List

$1,799,000

Sold

$1,850,000

SP:LP / DOM

102.8%6d

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

List

$4,200,000

Sold

$4,200,000

SP:LP / DOM

100.0%4d

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

List

$2,950,000

Sold

$2,825,000

SP:LP / DOM

95.8%10d

Listing Courtesy of: @properties Christie's International Real Estate
1110 Elm Street, Winnetka
Closed

List

$1,295,000

Sold

$1,250,000

SP:LP / DOM

96.5%5d

Listing Courtesy of: Baird & Warner
1015 Sheridan Road, Winnetka
Closed

List

$3,495,000

Sold

$3,400,000

SP:LP / DOM

97.3%74d

Listing Courtesy of: Coldwell Banker Realty
556 Winnetka Avenue, Winnetka
Closed

List

$1,800,000

Sold

$1,800,000

SP:LP / DOM

100.0%1d

Listing Courtesy of: Jameson Sotheby's International Realty

Single-Family Homes — Market Insight

103.3%of list price

Avg close +$71,769 vs. list — based on 13 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
640 Winnetka Mews, Winnetka
Listing Courtesy of: @properties Christie's International Real Estate
$1,250,000

Closed (1)

711 Oak Street, Winnetka
Closed

List

$899,000

Sold

$875,000

SP:LP / DOM

97.3%9d

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

Townhomes & Condos — Market Insight

97.3%of list price

Avg close −$24,000 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

102.9%of list price

Homes here are selling at 102.9% of asking — 27 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.