Cook, IL Homes

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  /36

  Est $1,655,937 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,623 Sq Ft

  404 Elder Ln, Winnetka, IL 60093

  404 Elder Ln, Winnetka, IL 60093
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  /89

  $5,157,000 Sold Jun 09, 2025

  • 3,117 Sq Ft
  • $1654/SF
  • 0 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2009

  675 Blackthorn Rd, Winnetka, IL 60093

  Tucked away on idyllic Blackthorn Road in the heart of Winnetka, this stunning newer-construction home offers the rare combination of privacy and convenience. Secluded, yet so close to schools, town, train and all of your favorite Winnetka shops and restaurants, the location cannot be beat. With 7 en suite bedrooms, 7 full baths, 3 half-baths, and a generous lot size of nearly a half-acre, this

  Kathryn Moor Compass

  675 Blackthorn Rd, Winnetka, IL 60093
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  /73

  Est $2,377,240 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,277 Sq Ft

  823 Humboldt Ave, Winnetka, IL 60093

  823 Humboldt Ave, Winnetka, IL 60093
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  /61

  $9,575,000 Sold Jun 06, 2025

  • 8,086 Sq Ft
  • $1184/SF
  • 25 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2015

  381 Sheridan Rd, Winnetka, IL 60093

  Extremely RARE opportunity to own this premier in-town "Sheridan Road-to Shore" dreamy lakefront showstopper on the best lakefront block nestled between the most posh North Shore estates! Trend Construction hit it out of the park with this new phenomenal walk-out entertainment galore lower level with a low voltage Control 4 system to run the house from anywhere in the world. Luxe designer touches

  Jena Radnay @properties Christie's International Real Estate

  381 Sheridan Rd, Winnetka, IL 60093
• 

  

  

  /13

  Est $219,399 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 532 Sq Ft

  1095 Merril St Unit D2, Winnetka, IL 60093

  1095 Merril St Unit D2, Winnetka, IL 60093
• 

  

  /37

  $1,000,000 Sold Jun 05, 2025

  • 1,594 Sq Ft
  • $627/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1916

  340 Walnut St, Winnetka, IL 60093

  Welcome to this charming home in East Winnetka! The delightful home boasts a bright, open floor plan that offers exceptional living space. The inviting living room features a stunning white quartz fireplace and elegant shelving, seamlessly connecting to the adjacent dining area. The spacious dining room is perfect for enjoying meals, surrounded by windows, beautiful built-ins, and charming window

  Katie Hauser Compass

  340 Walnut St, Winnetka, IL 60093
• 

  

  /22

  Est $1,078,952 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1065 Vine St, Winnetka, IL 60093

  1065 Vine St, Winnetka, IL 60093
• 

  

  /30

  $1,207,000 Sold Jun 05, 2025

  • 2,297 Sq Ft
  • $525/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1924

  867 Lincoln Ave, Winnetka, IL 60093

  Ideally located between downtown Hubbard Woods and Tower Road Beach, this beautifully maintained Colonial blends timeless charm with thoughtful modern updates. Step inside to find warm hardwood floors and sun-filled rooms that create an inviting, elegant atmosphere. The traditional floor plan offers a formal living room with a wood-burning fireplace, a spacious dining room perfect for gatherings,

  Cricket King @properties Christie's International Real Estate

  867 Lincoln Ave, Winnetka, IL 60093
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  /67

  Est $3,173,914 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  921 Fisher Ln, Winnetka, IL 60093

  921 Fisher Ln, Winnetka, IL 60093
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  /28

  $2,017,000 Sold Jun 05, 2025

  • 3,170 Sq Ft
  • $636/SF
  • 4 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2008

  1132 Oak St, Winnetka, IL 60093

  Nestled in sought after in town location. The front porch welcomes you as you enter the home! Beautiful LR and DR with hardwood floors, detailed custom molding and window treatments. Light and airy kitchen, with quartz counters, stainless steel appliances, breakfast bar, table space, planning desk, walk in pantry. Family room with hardwood floors, fireplace. Fabulous mud room with built-in

  Kathleen Doron Coldwell Banker Realty

  1132 Oak St, Winnetka, IL 60093
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  /49

  Est $1,303,086 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,620 Sq Ft

  434 Elder Ln, Winnetka, IL 60093

  434 Elder Ln, Winnetka, IL 60093
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  /51

  $2,400,000 Sold Jun 03, 2025

  • 5,300 Sq Ft
  • $453/SF
  • 1 Day On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2006

  390 Hawthorn Ln, Winnetka, IL 60093

  Nestled in the heart of East Winnetka, an exceptional, "better-than-new" sophisticated home on a wider lot (63') in the best in-town, walk-to-beach/park/train/schools location designed with distinction for the most discriminating buyer. Offering a harmonious blend of modern design and luxurious living with an acute attention to detail and the finest, high-end finishes. Crisp moldings, soaring

  Paige Dooley Compass

  390 Hawthorn Ln, Winnetka, IL 60093
• 

  /2

  Est $2,058,325 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 5,510 Sq Ft

  315 Woodland Ave, Winnetka, IL 60093

  315 Woodland Ave, Winnetka, IL 60093
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  /40

  $1,760,000 Sold Jun 03, 2025

  • 3,708 Sq Ft
  • $475/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1890

  815 Rosewood Ave, Winnetka, IL 60093

  Situated in the most charming neighborhood between Winnetka and Hubbard Woods, this sunny, meticulously maintained 4+ bedroom, 3 and a half bath home is the perfect combination of vintage character and modern decor: full of classic architectural details, tall ceilings, lovely millwork and hardwood floors. Nestled on a generous double-wide lot with gorgeous green vistas in a serene setting, the

  Paige Dooley Compass

  815 Rosewood Ave, Winnetka, IL 60093
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  /50

  Est $1,524,282 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  480 Rosewood Ave, Winnetka, IL 60093

  480 Rosewood Ave, Winnetka, IL 60093
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  /26

  $75,000 Sold May 30, 2025

  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  84 N Branch Rd, Winnetka, IL 60093

  Beautiful Regan model prefab home with spacious floor plan that accommodates the whole family and is perfect for hosting guests! Large living room and kitchen that's equipped with a full set of modern appliances, granite countertops, tons of cabinet space and an island. The cabinets compliment the rustic wood finish of the floor and kitchen island top, creating a harmonious, charming atmosphere.

  Kevin Roy HomeSmart Connect LLC

  84 N Branch Rd, Winnetka, IL 60093
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  /38

  Est $2,212,233 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,399 Sq Ft

  920 Pine St, Winnetka, IL 60093

  920 Pine St, Winnetka, IL 60093
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  /54

  $2,520,000 Sold May 30, 2025

  • 4,819 Sq Ft
  • $523/SF
  • 3 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1888

  800 Lincoln Ave, Winnetka, IL 60093

  Come see this classic Winnetka beauty: packed with both vintage charm and all the updates of today! 800 Lincoln Avenue is a beautiful home perfectly situated in sought after East Winnetka location where you can walk to town and the lake. Enter through the charming front porch to a lovely foyer with hand-stenciled floor. Enjoy the bright living and dining room overlooking the tree-lined street,

  Katharine Hackett @properties Christie's International Real Estate

  800 Lincoln Ave, Winnetka, IL 60093
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  /25

  Est $1,819,792 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,948 Sq Ft

  6 Woodley Manor, Winnetka, IL 60093

  6 Woodley Manor, Winnetka, IL 60093
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  /37

  $2,650,000 Sold May 30, 2025

  • 4,536 Sq Ft
  • $584/SF
  • 6 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1901

  822 Bryant Ave, Winnetka, IL 60093

  One of Winnetka's most extraordinary retreats in the most desired walk to location reminiscent of the iconic homes of the era with a stylized full house renovation and addition in 2004. This "better than new" meticulous lovingly restored Historical Home that blends all of life's comforts from the dreamlike screened porches over 1/2 acre of breathtaking grounds and spectacular kitchen//family room

  Paige Dooley Compass

  822 Bryant Ave, Winnetka, IL 60093
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  /35

  Est $1,713,189 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,039 Sq Ft

  637 Garland Ave, Winnetka, IL 60093

  637 Garland Ave, Winnetka, IL 60093
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  /41

  $1,950,000 Sold May 29, 2025

  • 4,206 Sq Ft
  • $464/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1961

  54 Indian Hill Rd, Winnetka, IL 60093

  Situated handsomely on beautifully manicured and professionally landscaped 1/3 acre grounds, this elegant 4-bedroom, 3.1-bath home offers timeless charm and exceptional living in one of the most sought-after locations-Indian Hill. The fabulous floor plan unfolds with a grand entryway leading to a generous living room adorned with beautiful millwork, architectural details, and a cozy gas-burning

  Paige Dooley Compass

  54 Indian Hill Rd, Winnetka, IL 60093
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  /62

  Est $3,445,536 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,000 Sq Ft

  114 De Windt Rd, Winnetka, IL 60093

  114 De Windt Rd, Winnetka, IL 60093
• 

  

  /45

  $2,400,000 Sold May 29, 2025

  • 5,073 Sq Ft
  • $473/SF
  • 3 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1938

  1170 Oakley Ave, Winnetka, IL 60093

  Exquisitely maintained and masterfully designed, this stunning residence on one of Winnetka's most beloved lanes offers the perfect blend of luxury, functionality, and charm. Nestled on an oversized .32-acre, park-like lot, the home is ideally located within walking distance to Hubbard Woods School, Sacred Heart, the Metra, parks, boutique shops, restaurants, coffee houses, the Green Bay Trail,

  Laura Fitzpatrick @properties Christie's International Real Estate

  1170 Oakley Ave, Winnetka, IL 60093
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  /47

  Est $1,422,514 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  839 Locust St, Winnetka, IL 60093

  839 Locust St, Winnetka, IL 60093
• 

  

  /22

  $1,200,000 Sold May 28, 2025

  • 2,300 Sq Ft
  • $522/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  812 Oak St Unit 200, Winnetka, IL 60093

  If you've been looking for single floor living in the heart of Winnetka, you found it! The unbeatable location is within walking distance of the best restaurants, shops, the train, and more. This 3-bed 2.5-bath condo in a highly sought-after boutique elevator building has over 2300 square feet so you can really spread out. After entering through a gracious foyer you are ushered into this lovely

  Cricket King @properties Christie's International Real Estate

  812 Oak St Unit 200, Winnetka, IL 60093
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  /52

  Est $2,438,997 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,670 Sq Ft

  1045 Dinsmore Rd, Winnetka, IL 60093

  1045 Dinsmore Rd, Winnetka, IL 60093
• 

  

  /70

  $2,200,000 Sold May 28, 2025

  • 5,400 Sq Ft
  • $407/SF
  • 133 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 1916

  747 Walden Rd, Winnetka, IL 60093

  Step into this bright and airy modern farmhouse new construction in coveted Hubbard Woods, and call it home. Situated between Hubbard Woods and Winnetka Metra stations, this charming light-filled 7 bed 6.5 bath home is situated on Walden Road, a serene tree-lined street just a 5 minute walk to the heart of the village's commercial and social center. The house boasts every detail for comfortable

  Joshua Ha EAR Real Estate, Ltd.

  747 Walden Rd, Winnetka, IL 60093
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  /47

  Est $2,003,925 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  428 Cedar St, Winnetka, IL 60093

  428 Cedar St, Winnetka, IL 60093
• 

  

  /41

  $3,055,000 Sold May 19, 2025

  • 5,461 Sq Ft
  • $559/SF
  • 4 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1894

  644 Oak St, Winnetka, IL 60093

  Stunning architectural gem in East Winnetka, where history meets modern sophistication. This magnificent 5+ bedroom, 3.2-bath classic, set on an expansive .4-acre lot, offers a unique blend of timeless charm and contemporary luxury overlooking the serene vistas of the iconic Village Green. Originally designed and built by the renowned architect William A. Otis for his own family, this home

  Paige Dooley Compass

  644 Oak St, Winnetka, IL 60093
• 

  

  /42

  Est $2,579,915 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,076 Sq Ft

  717 Park Ave, Winnetka, IL 60093

  717 Park Ave, Winnetka, IL 60093
• 

  

  /26

  $1,600,000 Sold May 16, 2025

  • 5,126 Sq Ft
  • $312/SF

  • 4 Beds
  • 3.5 Baths
  • Built 1963

  1338 Sunview Ln, Winnetka, IL 60093

  Nestled on the sought-after Sunview Lane, this stunning brick and stone home offers 4 bedrooms, 3.5 bathrooms, and sits on nearly half an acre of beautifully landscaped grounds. The first floor features a formal living room with a gas log fireplace and a charming raised nook-perfect for a reading area or music room. The dining room, seamlessly connecting the living room and kitchen, provides

  Liz Anderson @properties Christie's International Real Estate

  1338 Sunview Ln, Winnetka, IL 60093
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  /49

  Est $2,168,625 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,546 Sq Ft

  1183 Tower Rd, Winnetka, IL 60093

  1183 Tower Rd, Winnetka, IL 60093
• 

  

  /13

  $540,000 Sold May 15, 2025

  • 1,216 Sq Ft
  • $444/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  720 Green Bay Rd Unit 2E, Winnetka, IL 60093

  Enjoy maintenance free living in this charming two bedroom, two bathroom home in an elevator building in desirable Winnetka. The unit has eastern exposure, filling the space with natural light. Featuring hardwood floors throughout, with custom drapery and stunning designer hardwood sliding door, this residence combines comfort and luxury. The primary bedroom has abundant space with a large

  Marjorie Richter Baird & Warner

  720 Green Bay Rd Unit 2E, Winnetka, IL 60093
• 

  

  /17

  Est $905,589 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  1408 Edgewood Ln, Winnetka, IL 60093

  1408 Edgewood Ln, Winnetka, IL 60093
• 

  

  /4

  $3,199,900 Sold May 14, 2025

  • 9,160 Sq Ft
  • $349/SF
  • 3 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1919

  346 Sheridan Rd, Winnetka, IL 60093

  This is the house that inspires so many to copy with its magical presence...a white-framed architectural beauty accented by the perfect blue hue Farrow & Ball painted front door, inviting you into a space that is both refined & rehabbed to perfection making it the best of both worlds. Step inside to discover a "preppy chic dream" vibe with a winning circular floor plan that has been tweaked to

  Jena Radnay @properties Christie's International Real Estate

  346 Sheridan Rd, Winnetka, IL 60093
• 

  

  /34

  Est $1,887,463 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,762 Sq Ft

  870 Bryant Ave, Winnetka, IL 60093

  870 Bryant Ave, Winnetka, IL 60093
• 

  

  /71

  $3,900,000 Sold May 14, 2025

  • 9,350 Sq Ft
  • $417/SF
  • 45 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2017

  865 Gordon Terrace, Winnetka, IL 60093

  Discover the pinnacle of custom design with this stunning Nantucket-inspired Adamczyk home, exuding timeless elegance with a modern and transitional twist. Drawing inspiration from the grand estates of Maine, this 9,000+ sq. ft. masterpiece harmoniously blends classic Winnetka charm with unexpected contemporary touches. Behind the striking light blue front door, step into an open reception foyer

  Jena Radnay @properties Christie's International Real Estate

  865 Gordon Terrace, Winnetka, IL 60093
• 

  

  /40

  Est $1,957,067 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,288 Sq Ft

  982 Oak St, Winnetka, IL 60093

  982 Oak St, Winnetka, IL 60093
• 

  

  /46

  $2,300,000 Sold May 12, 2025

  • 4,916 Sq Ft
  • $468/SF
  • 5 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1899

  577 Ash St, Winnetka, IL 60093

  Award winning home, professionally manicured corner lot, on one of the most desirable blocks in Winnetka (Ash Street). Recipient of the prestigious Winnetka Preservation Award, due to the thoughtful gut-renovation with Kip & Keeler which honored the vintage details while also modernizing all systems. The 5Bd + office/4.5Ba layout is paired with gracious living spaces on the main level, 9-foot

  Julie Cassin @properties Christie's International Real Estate

  577 Ash St, Winnetka, IL 60093

Showing Results 161 - 200, Page 5 of 18