Cook, IL Homes

• 

  

  

  /10

  Est $439,725 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,073 Sq Ft

  747 Cherry St Unit 747, Winnetka, IL 60093

  747 Cherry St Unit 747, Winnetka, IL 60093
• 

  

  

  /36

  $975,000 Sold Apr 02, 2025

  • 1,700 Sq Ft
  • $574/SF
  • 10 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1914

  1066 Tower Rd, Winnetka, IL 60093

  Experience the renovated charm of this delightful 3 bedroom, 2.2 bathroom home nestled in the heart of Hubbard Woods. The bright, updated kitchen with fabulous southern exposures, complete with an adjacent dining area, offers sunny views of the lush backyard. This fabulous kitchen flows seamlessly into the family room, which features a cozy fireplace and also connects to the first-floor office

  Joanne Hudson Compass

  1066 Tower Rd, Winnetka, IL 60093
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  /55

  Est $1,253,766 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft

  290 Poplar St, Winnetka, IL 60093

  290 Poplar St, Winnetka, IL 60093
• 

  

  

  /21

  $575,000 Sold Mar 31, 2025

  • 1,500 Sq Ft
  • $383/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  606 Lincoln Ave Unit 606, Winnetka, IL 60093

  Discover this rarely available, updated end-unit townhouse in the serene Lincoln Gardens of East Winnetka. Situated in a private courtyard, this home gives city living vibes with suburban benefits, conveniently located near Lake Michigan beaches, Metra, dining, and shopping. Spread across three floors, it boasts abundant natural light. The updated kitchen features subway tiled backsplash, newer

  Sara Sullivan Compass

  606 Lincoln Ave Unit 606, Winnetka, IL 60093
• 

  

  

  /27

  Est $1,598,066 Not Listed For Sale

  • 5 Beds

  844 Prospect Ave, Winnetka, IL 60093

  844 Prospect Ave, Winnetka, IL 60093
• 

  

  /49

  $1,900,000 Sold Mar 31, 2025

  • 6,554 Sq Ft
  • $290/SF
  • 85 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1985

  1344 Edgewood Ln, Winnetka, IL 60093

  MUCH BIGGER THAN IT LOOKS - Nestled in a private cul-de-sac, this beautifully renovated Cape Cod home offers a perfect blend of classic architecture and modern amenities, ideally located to enjoy all that Winnetka has to offer. The first floor, spanning over 2400 sq ft, boasts an open and airy layout. The expansive kitchen features custom cabinetry, an enormous island with seating, and high-end

  John Mawicke @properties Christie's International Real Estate

  1344 Edgewood Ln, Winnetka, IL 60093
• 

  

  /12

  Est $966,897 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,800 Sq Ft

  111 Church Rd, Winnetka, IL 60093

  111 Church Rd, Winnetka, IL 60093
• 

  

  /38

  $1,675,000 Sold Mar 28, 2025

  • 3,200 Sq Ft
  • $523/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  429 Walnut St, Winnetka, IL 60093

  Welcome to 429 Walnut, in the picturesque East Winnetka neighborhood. This charming English-style residence has remarkable architectural features, including graceful archways, an elegant staircase, and hardwood floors. The home seamlessly blends classic design with modern updates, featuring a Benvenuti & Stein kitchen and a sunlit family room. The stunning living room, with its charming

  Katie Hauser Compass

  429 Walnut St, Winnetka, IL 60093
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  /46

  Est $1,266,713 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,181 Sq Ft

  268 Auburn Ave, Winnetka, IL 60093

  268 Auburn Ave, Winnetka, IL 60093
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  /91

  $4,495,000 Sold Mar 28, 2025

  • 5,709 Sq Ft
  • $787/SF

  • 5 Beds
  • 8 Baths
  • Built 1975

  89 Indian Hill Rd, Winnetka, IL 60093

  Welcome to 89 Indian Hill Road, a beautifully renovated estate home along the historic Indian Hill Country Club. This property includes 5 bedrooms, 5.2 baths, and a rare, newer two-story guest house! This property presents a unique opportunity, combining the timeless elegance of classic Georgian architecture with sleek modern sophistication. Every detail of this home has been thoughtfully

  Frank Capitanini Compass

  89 Indian Hill Rd, Winnetka, IL 60093
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  /39

  Est $2,061,532 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,249 Sq Ft

  601 Cherry St, Winnetka, IL 60093

  601 Cherry St, Winnetka, IL 60093
• 

  

  /45

  $2,300,000 Sold Mar 28, 2025

  • 5,200 Sq Ft
  • $442/SF
  • 125 Days On Market

  • 5 Beds
  • 7 Baths

  399 Ridge Ave, Winnetka, IL 60093

  Stunning Total Gut Rehab Project Resulting In A 3-Story Modern Victorian Farmhouse Of Nearly 5,200sf, 6 Bed/5.2 Bath On A Gorgeous Corner Lot In Walking Distance To All Winnetka Offers.

  Rich Aronson Compass

  399 Ridge Ave, Winnetka, IL 60093
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  /74

  Est $7,196,138 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 6,174 Sq Ft

  445 Sheridan Rd, Winnetka, IL 60093

  445 Sheridan Rd, Winnetka, IL 60093
• 

  

  /51

  $1,540,000 Sold Mar 24, 2025

  • 3,000 Sq Ft
  • $513/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1954

  686 Foxdale Ave, Winnetka, IL 60093

  This fully renovated home in a prime East Winnetka location has been completely gutted in 2015 and is set on an extra wide lot (61x120). The renovation included an expansion on the first floor, and a completely reimagined brand-new second floor. The stunning chef's kitchen, featuring a walk-in pantry, island, and breakfast area, seamlessly flows into the great room. Through sliding barn doors

  Paige Dooley Compass

  686 Foxdale Ave, Winnetka, IL 60093
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  /68

  Est $4,415,720 Not Listed For Sale

  • 6 Beds
  • 10 Baths
  • 8,500 Sq Ft

  940 Private Rd, Winnetka, IL 60093

  940 Private Rd, Winnetka, IL 60093
• 

  

  /20

  $1,000,000 Sold Mar 18, 2025

  • 1,956 Sq Ft
  • $511/SF
  • 4 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1926

  624 Elder Ln, Winnetka, IL 60093

  OFFERS DUE by 10:00 AM on Monday, 2/10. Vintage brick ranch oozes curb appeal and period charm with gracious rooms, high ceilings, arched doorways, hardwood floors, and other classic architectural details. Light-filled throughout, with a wonderful large living room with gas fireplace, entertainment-worthy dining room, and a lovely sun-washed den with access to the fabulous wraparound deck. Two of

  Cathy Deutsch @properties Christie's International Real Estate

  624 Elder Ln, Winnetka, IL 60093
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  /42

  Est $6,071,811 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 13,425 Sq Ft

  931 Sunset Rd, Winnetka, IL 60093

  931 Sunset Rd, Winnetka, IL 60093
• 

  

  /56

  $1,640,000 Sold Mar 14, 2025

  • 4,443 Sq Ft
  • $369/SF
  • 58 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1942

  550 Sheridan Rd, Winnetka, IL 60093

  With a beautiful presence perched up high on the premier corner of Sheridan Road & Elm Street, this coastal colonial captures the essence of East Winnetka living with the lake only a stone's throw away with access to 2 beaches, a 3 min walk to Village Green, 5 min walk to grab a Hometown bagel sandwich on the way before jumping on an express train to be downtown in 23 min. Yes, it's that easy...

  Jena Radnay @properties Christie's International Real Estate

  550 Sheridan Rd, Winnetka, IL 60093
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  /16

  Est $833,408 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,704 Sq Ft

  587 Woodland Ln N, Winnetka, IL 60093

  587 Woodland Ln N, Winnetka, IL 60093
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  /26

  $700,000 Sold Mar 07, 2025

  • 1,218 Sq Ft
  • $575/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1911

  972 Tower Rd, Winnetka, IL 60093

  Location, Location, Location! Charming East Winnetka home with finished basement! From the moment you enter the timeless foyer, you'll be welcomed by a sunlit living room featuring a large picture window overlooking the expansive backyard. The open-concept layout flows seamlessly into the dining room, complete with plantation shutters, custom built-ins, and an updated kitchen. The kitchen shines

  Selma Nemeth @properties Christie's International Real Estate

  972 Tower Rd, Winnetka, IL 60093
• 

  

  /31

  Est $1,769,037 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,822 Sq Ft

  1209 Cherry St, Winnetka, IL 60093

  1209 Cherry St, Winnetka, IL 60093
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  /54

  $2,130,000 Sold Mar 06, 2025

  • 3,700 Sq Ft
  • $576/SF
  • 18 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  1087 Cherry St, Winnetka, IL 60093

  Spectacular new construction in the heart of Winnetka's picturesque "tree streets" & minutes to Winnetka's vibrant downtown & award-winning schools. Unparalleled design & craftsmanship featuring 4 bedrooms / 4.1 baths expanding 3700 square feet. Expansive first floor level includes formal living, dining, family room, custom mudroom all with 9-6 ft ceilings, engineered hardwood floors & custom

  Rachel Moltz @properties Christie's International Real Estate

  1087 Cherry St, Winnetka, IL 60093
• 

  

  /24

  Est $733,232 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,453 Sq Ft

  380 Green Bay Rd Unit 3803C, Winnetka, IL 60093

  380 Green Bay Rd Unit 3803C, Winnetka, IL 60093
• 

  

  /32

  $1,575,000 Sold Mar 05, 2025

  • 3,153 Sq Ft
  • $500/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1924

  928 Pine St, Winnetka, IL 60093

  This Classic Nantucket Colonial blends timeless charm with modern updates and an effortless flow for everyday living and entertaining. The welcoming foyer leads into a formal living room, complete with a fireplace and charming built-ins. This living area opens seamlessly into the updated all white kitchen. Featuring stainless steel appliances and a gracious breakfast nook-this kitchen is happy

  Carrie Tarzon @properties Christie's International Real Estate

  928 Pine St, Winnetka, IL 60093
• 

  

  /34

  Est $1,262,842 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,426 Sq Ft

  281 Scott Ave, Winnetka, IL 60093

  281 Scott Ave, Winnetka, IL 60093
• 

  

  /35

  $1,550,000 Sold Mar 03, 2025

  • 3,222 Sq Ft
  • $481/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  1340 Edgewood Ln, Winnetka, IL 60093

  This spacious, sun-filled newer construction home in the desirable Hubbard Woods neighborhood is a must-see! Come inside to see all of its magic plus the gorgeous & huge one third acre yard. Located close to Hubbard Woods school, the Metra, and town, this home is tucked away on a quiet cul-de-sac and sits on a generous .34-acre lot (67 x 233!!). Offering an open floor plan and many updated

  Chris Veech @properties Christie's International Real Estate

  1340 Edgewood Ln, Winnetka, IL 60093
• 

  

  /52

  Est $2,295,929 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,780 Sq Ft

  648 Pine St, Winnetka, IL 60093

  648 Pine St, Winnetka, IL 60093
• 

  

  /35

  $4,350,000 Sold Mar 03, 2025

  • 9,754 Sq Ft
  • $446/SF
  • 64 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2013

  780 Lincoln Ave, Winnetka, IL 60093

  Better than new stunning house that is an entertainer's dream- a gorgeously appointed luxury oasis with designer finishes, tucked away in highly sought after Prime East Winnetka! Great street appeal with stone and brick exterior. Incredible backyard landscaping provided by renowned Midwest Arbor with custom new pool and spa, two large multi season pergolas with automated louvers and built in

  Milena Birov @properties Christie's International Real Estate

  780 Lincoln Ave, Winnetka, IL 60093
• 

  

  /24

  Est $1,101,085 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,605 Sq Ft

  955 Willow Rd, Winnetka, IL 60093

  955 Willow Rd, Winnetka, IL 60093
• 

  

  /30

  $2,200,000 Sold Feb 28, 2025

  • 5,300 Sq Ft
  • $415/SF

  • 4 Beds
  • 6.5 Baths
  • Built 2024

  901 Greenwood Ave, Winnetka, IL 60093

  Stunning New Construction in Hubbard Woods. This 5300+ square foot Hardie Shingled Cape Cod Home offers 5 Bed/6.1 Bath with the finest appointments throughout. The considered floor plan offers the best in modern living with a massive Kitchen/Family Room combo. Kitchen is equipped with a beautiful mixture of White/White Oak Custom Cabinetry, high end appliance package, and a massive 15-foot

  Stephen Todd Jameson Sotheby's Intl Realty

  901 Greenwood Ave, Winnetka, IL 60093
• 

  

  /26

  Est $1,189,931 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  779 Foxdale Ave, Winnetka, IL 60093

  779 Foxdale Ave, Winnetka, IL 60093
• 

  

  /3

  $260,000 Sold Feb 28, 2025

  • 627 Sq Ft
  • $415/SF
  • 20 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1920

  1099 Merril St Unit 2, Winnetka, IL 60093

  Multiple offers received. Best and final offers requested by Thursday 12/26/24 at 1pm. Thanks! Nestled in the heart of Hubbard Woods, just off Greenbay Road, this beautifully renovated 1-bedroom, 1-bathroom condo invites you to experience refined North Shore living at its finest. Step into a sophisticated space featuring high ceilings and new solid hardwood floors that add warmth and elegance

  Paul Frischer Berkshire Hathaway HomeServices Chicago

  1099 Merril St Unit 2, Winnetka, IL 60093
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  /46

  Est $3,391,106 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,148 Sq Ft

  812 Hibbard Rd, Winnetka, IL 60093

  812 Hibbard Rd, Winnetka, IL 60093
• 

  

  /31

  $3,988,472 Sold Feb 27, 2025

  • 7,500 Sq Ft
  • $532/SF
  • 3 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2026

  870 Heather Ln, Winnetka, IL 60093

  Spectacular opportunity to customize this beautiful proposed new construction property on a HALF ACRE in gorgeous Winnetka. Featuring 6-bedrooms, 6.1-bathrooms, and over 7,000 square feet of total living space, every detail in this program has been thoughtfully crafted to suit your needs. The elegantly designed floor plan includes a gorgeous chef's kitchen flooded with natural light, custom white

  Grace Goro Compass

  870 Heather Ln, Winnetka, IL 60093
• 

  

  /28

  Est $1,454,589 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  210 Fuller Ln, Winnetka, IL 60093

  210 Fuller Ln, Winnetka, IL 60093
• 

  

  /44

  $1,450,000 Sold Feb 21, 2025

  • 2,907 Sq Ft
  • $499/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  538 Meadow Rd, Winnetka, IL 60093

  Fall in love with the curb appeal and All-American charm of this beautiful home in Kenilworth's Award-Winning Joseph Sears School District! 4 bedrooms, 3 1/2 baths - this beauty boasts a surprisingly deep lot for the area (50 x 190!) The first floor has great circular flow - perfect for entertaining in the large, sunny living room with handsome fireplace and cozy bay window. You can host large

  Megan Mawicke @properties Christie's International Real Estate

  538 Meadow Rd, Winnetka, IL 60093
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  /48

  Est $4,439,394 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 8,000 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /51

  $2,850,000 Sold Feb 19, 2025

  • 4,203 Sq Ft
  • $678/SF
  • 0 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1937

  484 Cedar St, Winnetka, IL 60093

  Exceptional East Winnetka Masterpiece meticulously renovated to combine timeless charm with modern luxury situated in a A+ East Winnetka location with Village Green as your welcoming neighbor! A Benjamin Marshall classic architectural gem with 6 beds/ 4.2 baths has been completely transformed into a modern showpiece that is better than new construction as this delivers the charm & beauty with

  Jena Radnay @properties Christie's International Real Estate

  484 Cedar St, Winnetka, IL 60093
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  /32

  Est $1,497,386 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,100 Sq Ft

  45 Warwick Rd, Winnetka, IL 60093

  45 Warwick Rd, Winnetka, IL 60093
• 

  

  /54

  $1,150,000 Sold Feb 14, 2025

  • 3,040 Sq Ft
  • $378/SF
  • 4 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1923

  351 Ridge Ave, Winnetka, IL 60093

  Step into this exquisite 4-bedroom, 4.1-bathroom gem, nestled in a coveted in-town location just moments from the train, top-rated schools, and lush parks. This elegant home boasts a circular floor plan awash with natural light, featuring a sophisticated living room complete with a wood-burning fireplace, expansive windows, and exquisite built-ins. The dining room offers a refined space for

  Mike LeFevere Compass

  351 Ridge Ave, Winnetka, IL 60093

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