Winnetka IL Homes for Sale

Included below are homes for sale in Winnetka, IL, in the Chicago North Suburbs. These Winnetka real estate listings are updated daily from the Chicago area MLS.

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Winnetka October 3, 2023
28
Listed
80
Avg. DOM
$523.93
Avg. $ / Sq.Ft.
$2,812,500
Med. List Price
28 Properties
Page 1 of 3
9
Beds
7F21/2
Baths
9,673
Sq.Ft.
2
Days on Site
11896382
MLS
Experience timeless elegance in this architectural masterpiece situated on 3.25 manicured acres in a parklike setting complete with pool, pool house, tennis court, play yard and gardens. Stunning...
6
Beds
6F31/2
Baths
1.33
Acres
139
Days on Site
11786905
MLS
When the curb appeal of a house is so exquisite, it speaks for itself! This is the most exquisite full house restoration in the entire North Shore. The flawless blend of a carefully selected hue of...
6
Beds
6F31/2
Baths
13,425
Sq.Ft.
24
Days on Site
11870023
MLS
A remarkable opportunity awaits to acquire one of Winnetka's most sought-after properties. This extraordinary 5+BD/6.3BA Nantucket-inspired residence seamlessly combines coastal charm and comfortable...
5
Beds
6F21/2
Baths
10,126
Sq.Ft.
43
Days on Site
11849043
MLS
Get ready to be taken into world of enchantment & beauty as this sole owner custom brick manor masterpiece transports you into the English countryside. Award winning collaboration of picturesque...
5
Beds
7F11/2
Baths
7,000
Sq.Ft.
439
Days on Site
11472645
MLS
Magnificent transitional home with approximately 10,000 square feet finished space. Exterior is constructed of brick and limestone with slate roof which represents timeless construction on one of the...
5
Beds
5F21/2
Baths
7,700
Sq.Ft.
57
Days on Site
11853694
MLS
Welcome to the #1 Prospect in East Winnetka! This new construction gem will be beautifully situated on a wide property (100x150) just 3 blocks to the beach, and 4 blocks to the finest restaurants in...
6
Beds
6F31/2
Baths
2.5
Acres
49
Days on Site
11837429
MLS
The largest property in coveted Crow Island school district with over 2.5 acres of the most spectacular rolling green lush grounds, 151 Meadow is truly a pinnacle opportunity to own the most...
6
Beds
7F11/2
Baths
8,909
Sq.Ft.
103
Days on Site
11816185
MLS
LOCATION, LOCATION, LOCATION! This magnificent French Chateau located on the North Shore of Chicago is magically set on the premier "Sheridan to Shore" drive in East Winnetka, This spectacular home's...
5
Beds
6F11/2
Baths
4,192
Sq.Ft.
62
Days on Site
11843423
MLS
New construction! Contemporary home with 6 br/6.1 ba, fully finished basement on the corner lot in Winnetka . The exterior is a combination of stucco and limestone. Open concept first floor: kitchen,...
6
Beds
5F31/2
Baths
7,000
Sq.Ft.
96
Days on Site
11820938
MLS
Exceptional family home situated on beautifully manicured 3/4 acre in Winnetka. The setting is idyllic and retreat-like on a highly sought after private road -close to school, town, beach and city....
6
Beds
6F21/2
Baths
6,058
Sq.Ft.
5
Days on Site
11897027
MLS
Just like the classic "Home Alone" house, there is something about a beautiful center entrance red brick colonial that speaks the quintessential language of what makes the North Shore real estate so...
5
Beds
5F21/2
Baths
6,300
Sq.Ft.
65
Days on Site
11847154
MLS
Beautifully built in 2019, this 5 bedroom Winnetka Preservation Award Winning home is timelessly-designed, sits on almost a half acre, and is surrounded by trees and views looking over the golf...