Recently Sold 2 Bedroom Homes in Winnetka, IL

132 homes

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SOLD
APR 17, 2026
$3,000,000
6 Beds
5.5 Baths
7,200 sqft
985 Pine Tree Ln,
Winnetka, IL 60093
Compass, Closed
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SOLD
APR 17, 2026
$1,860,000
5 Beds
4.5 Baths
3,338 sqft
277 Hibbard Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
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SOLD
APR 17, 2026
$1,725,000
4 Beds
3.5 Baths
3,560 sqft
312 Rosewood Ave,
Winnetka, IL 60093
Fulton Grace Realty, Closed
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SOLD
APR 14, 2026
$1,300,000
3 Beds
3 Baths
1,982 sqft
607 Orchard Ln,
Winnetka, IL 60093
Baird & Warner, Closed
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SOLD
APR 10, 2026
$1,875,000
5 Beds
3.5 Baths
3,142 sqft
955 Vernon Ave,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
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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, Closed
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SOLD
APR 8, 2026
$2,562,500
5 Beds
4 Baths
331 Sheridan Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
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, Closed
SOLD
APR 2, 2026
$1,030,000
4 Beds
2.5 Baths
2,380 sqft
1492 Asbury Ave,
Winnetka, IL 60093
Perennial Properties, Closed
SOLD
APR 2, 2026
$589,000
3 Beds
2 Baths
1,960 sqft
711 Oak St #106,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
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, Closed
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, Closed
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
$639,000
3 Beds
3 Baths
1,862 sqft
640 Winnetka Mews #405,
Winnetka, IL 60093
Compass, Closed
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, Closed
SOLD
MAR 27, 2026
$1,885,000
4 Beds
4 Baths
4,632 sqft
1370 Sunview Ln,
Winnetka, IL 60093
Compass, Closed
SOLD
MAR 25, 2026
$1,550,000
4 Beds
5.5 Baths
3,598 sqft
275 White Oak Ln,
Winnetka, IL 60093
Compass, Closed
SOLD
MAR 19, 2026
$950,000
4 Beds
1.5 Baths
1,396 sqft
913 Cherry St,
Winnetka, IL 60093
SOLD
MAR 17, 2026
$3,300,000
5 Beds
5 Baths
7,935 sqft
1070 Fisher Ln,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
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, Closed
SOLD
MAR 11, 2026
$1,117,000
2 Beds
2 Baths
1,950 sqft
380 Green Bay Rd #1B,
Winnetka, IL 60093
Compass, Closed
SOLD
FEB 26, 2026
$5,600,000
6 Beds
5 Baths
9,000 sqft
674 Hill Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 26, 2026
$4,255,000
6 Beds
5.5 Baths
8,549 sqft
640 Hill Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 24, 2026
$925,000
3 Beds
3.5 Baths
2,216 sqft
925 Elm St,
Winnetka, IL 60093
Exit Strategy Realty, Closed
SOLD
FEB 24, 2026
$987,000
4 Beds
1.5 Baths
3,100 sqft
436 Maple St,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 24, 2026
$3,750,000
5 Beds
6 Baths
7,548 sqft
145 Woodley Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 18, 2026
$450,000
2 Beds
2 Baths
1,630 sqft
650 Winnetka Mews #310,
Winnetka, IL 60093
Compass, Closed
SOLD
FEB 17, 2026
$575,000
3 Beds
1.5 Baths
1,927 sqft
471 Linden St,
Winnetka, IL 60093
Compass, Closed
SOLD
FEB 17, 2026
$3,100,000
6 Beds
6 Baths
5,338 sqft
Address Not Disclosed,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 17, 2026
$4,100,000
5 Beds
5 Baths
7,589 sqft
54 Woodley Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
FEB 9, 2026
$1,925,000
4 Beds
4.5 Baths
3,128 sqft
983 Cherry St,
Winnetka, IL 60093
Compass, Closed
SOLD
FEB 4, 2026
$2,950,000
6 Beds
4.5 Baths
6,411 sqft
680 Walden Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
JAN 30, 2026
$3,350,000
6 Beds
6 Baths
7,218 sqft
861 Bell Ln,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
JAN 30, 2026
$1,995,000
4 Beds
4 Baths
3,700 sqft
Address Not Disclosed,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
JAN 29, 2026
$2,030,000
4 Beds
3.5 Baths
5,284 sqft
386 Fairview Ave,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
JAN 26, 2026
$1,715,000
3 Beds
2.5 Baths
2,695 sqft
480 Orchard Ln,
Winnetka, IL 60093
SOLD
JAN 26, 2026
$3,600,000
8 Beds
6 Baths
7,168 sqft
5 Woodley Rd,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed
SOLD
JAN 22, 2026
$1,210,000
3 Beds
3 Baths
2,114 sqft
259 Ridge Ave,
Winnetka, IL 60093
SOLD
JAN 21, 2026
$2,945,000
5 Beds
5.5 Baths
5,500 sqft
1004 Oak St,
Winnetka, IL 60093
@properties Christie's International Real Estate, Closed

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