Recently Sold 2 Bedroom Homes in Winnetka, IL

168 homes

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SOLD
AUG 31, 2026
$1,650,000
4 Beds
3.5 Baths
3,251 sqft
1062 Ash St,
Winnetka, IL 60093
Compass
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SOLD
AUG 27, 2026
$1,305,000
4 Beds
4 Baths
3,225 sqft
1505 Tower Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
AUG 19, 2026
$999,000
4 Beds
3 Baths
2,427 sqft
882 Willow Rd,
Winnetka, IL 60093
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SOLD
AUG 13, 2026
$999,000
4 Beds
3.5 Baths
2,427 sqft
882 Willow Rd,
Winnetka, IL 60093
Engel & Voelkers Chicago North Shore
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SOLD
AUG 10, 2026
$1,750,000
4 Beds
3.5 Baths
3,992 sqft
1225 Elm St,
Winnetka, IL 60093
Compass
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SOLD
JUL 29, 2026
$1,750,000
4 Beds
3.5 Baths
3,364 sqft
478 Sunset Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate
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SOLD
JUL 29, 2026
$2,500,000
4 Beds
4 Baths
4,574 sqft
92 Indian Hill Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
JUL 23, 2026
$1,670,000
4 Beds
3 Baths
3,163 sqft
1087 Ash St,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
JUL 20, 2026
$95,000
4 Beds
2 Baths
2,579 sqft
883 Private Rd,
Winnetka, IL 60093
SOLD
JUL 13, 2026
$1,120,000
4 Beds
2 Baths
1,854 sqft
1020 Cherry St,
Winnetka, IL 60093
SOLD
JUL 13, 2026
$1,730,000
4 Beds
4.5 Baths
3,639 sqft
995 Oak St,
Winnetka, IL 60093
Compass
SOLD
JUN 30, 2026
$1,750,000
4 Beds
3.5 Baths
5,409 sqft
211 Church Rd,
Winnetka, IL 60093
Compass
SOLD
JUN 29, 2026
$1,105,813
4 Beds
3 Baths
2,316 sqft
1295 Sunview Ln,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
JUN 25, 2026
$2,300,000
4 Beds
3.5 Baths
3,762 sqft
870 Bryant Ave,
Winnetka, IL 60093
Compass
SOLD
JUN 24, 2026
$2,175,000
4 Beds
6 Baths
4,269 sqft
1185 Hill Rd,
Winnetka, IL 60093
Compass
SOLD
JUN 24, 2026
$4,950,000
4 Beds
4 Baths
3,867 sqft
337 Sheridan Rd,
Winnetka, IL 60093
SOLD
JUN 15, 2026
$3,525,000
4 Beds
4.5 Baths
5,499 sqft
Address Not Disclosed,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
JUN 8, 2026
$2,755,000
4 Beds
4 Baths
747 Lincoln Ave,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
JUN 8, 2026
$2,100,000
4 Beds
3.5 Baths
3,932 sqft
1082 Ash St,
Winnetka, IL 60093
Compass
SOLD
MAY 28, 2026
$1,589,647
4 Beds
3 Baths
Address Not Disclosed,
Winnetka, IL 60093
Compass
SOLD
MAY 13, 2026
$1,103,000
4 Beds
3 Baths
2,503 sqft
1523 Tower Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
MAY 4, 2026
$1,400,000
4 Beds
3 Baths
3,737 sqft
303 Auburn Ave,
Winnetka, IL 60093
Berkshire Hathaway HomeServices Chicago
SOLD
APR 30, 2026
$1,515,000
4 Beds
2.5 Baths
2,116 sqft
916 Oak St,
Winnetka, IL 60093
Compass
SOLD
APR 30, 2026
$3,075,000
4 Beds
3.5 Baths
4,430 sqft
Address Not Disclosed,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
APR 24, 2026
$1,875,000
4 Beds
3 Baths
3,622 sqft
1092 Ash St,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
APR 24, 2026
$2,085,000
4 Beds
4 Baths
3,800 sqft
598 Birch St,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
APR 22, 2026
$1,175,000
4 Beds
3 Baths
2,100 sqft
735 Foxdale Ave,
Winnetka, IL 60093
Berkshire Hathaway HomeServices Chicago
SOLD
APR 17, 2026
$1,725,000
4 Beds
3.5 Baths
3,560 sqft
312 Rosewood Ave,
Winnetka, IL 60093
Fulton Grace Realty
SOLD
APR 8, 2026
$1,384,000
4 Beds
3 Baths
2,898 sqft
270 Euclid Ave,
Winnetka, IL 60093
Engel & Voelkers Chicago North Shore
SOLD
APR 3, 2026
$1,795,000
4 Beds
3.5 Baths
3,662 sqft
567 Hill Ter,
Winnetka, IL 60093
Jameson Sotheby's Intl Realty
SOLD
APR 2, 2026
$1,030,000
4 Beds
2.5 Baths
2,380 sqft
1492 Asbury Ave,
Winnetka, IL 60093
Perennial Properties
SOLD
APR 2, 2026
$3,500,000
4 Beds
2.5 Baths
5,198 sqft
576 Willow Rd,
Winnetka, IL 60093
SOLD
APR 1, 2026
$2,000,000
4 Beds
4 Baths
3,633 sqft
1215 Spruce St,
Winnetka, IL 60093
Jameson Sotheby's International Realty
SOLD
MAR 31, 2026
$1,225,000
4 Beds
2.5 Baths
2,777 sqft
706 Foxdale Ave,
Winnetka, IL 60093
@properties Christie's International Real Estate
SOLD
MAR 30, 2026
$1,950,000
4 Beds
3.5 Baths
5,482 sqft
500 Sheridan Rd,
Winnetka, IL 60093
SOLD
MAR 27, 2026
$1,020,000
4 Beds
3 Baths
1,704 sqft
674 Foxdale Ave,
Winnetka, IL 60093
Jameson Sotheby's International Realty
SOLD
MAR 27, 2026
$1,885,000
4 Beds
4 Baths
4,632 sqft
1370 Sunview Ln,
Winnetka, IL 60093
Compass
SOLD
MAR 25, 2026
$1,550,000
4 Beds
5.5 Baths
3,598 sqft
275 White Oak Ln,
Winnetka, IL 60093
Compass
SOLD
MAR 19, 2026
$950,000
4 Beds
1.5 Baths
1,396 sqft
913 Cherry St,
Winnetka, IL 60093
SOLD
MAR 12, 2026
$2,025,000
4 Beds
4 Baths
3,000 sqft
1311 Scott Ave,
Winnetka, IL 60093
@properties Christie's International Real Estate

Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information