Winnetka, IL Homes

• 

  

  

  /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
• 

  

  

  /72

  Est $4,475,739 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,318 Sq Ft

  1201 Lindenwood Dr, Winnetka, IL 60093

  1201 Lindenwood Dr, 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
• 

  

  

  /60

  Est $1,733,641 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,795 Sq Ft

  524 Provident Ave, Winnetka, IL 60093

  524 Provident 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
• 

  

  /42

  Est $6,410,590 Not Listed For Sale

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

  931 Sunset Rd, Winnetka, IL 60093

  931 Sunset 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
• 

  

  /31

  Est $1,826,304 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
• 

  

  /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
• 

  

  /24

  Est $753,122 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
• 

  

  /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
• 

  

  /34

  Est $1,386,916 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,883 Sq Ft

  302 Walnut St, Winnetka, IL 60093

  302 Walnut 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
• 

  

  /34

  Est $1,296,822 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
• 

  

  /59

  $2,675,000 Sold May 12, 2025

  • 6,102 Sq Ft
  • $438/SF
  • 30 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 1917

  332 Elder Ln, Winnetka, IL 60093

  Gracious, grand and set less than a half of block off Lake Michigan, prepare to fall in love with this very special, solidly built East Winnetka generational home. Only the 4th owner, this approx. 6,000 square ft. of finished space over 3 floors lives large & shines bright with that desired south facing orientation. Brought to a new level of today's comfort with a fabulous addition of a Benvenuti

  Jena Radnay @properties Christie's International Real Estate

  332 Elder Ln, Winnetka, IL 60093
• 

  

  /52

  Est $2,424,435 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
• 

  

  /39

  $2,850,000 Sold May 05, 2025

  • 6,000 Sq Ft
  • $475/SF
  • 4 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2015

  526 Sunset Rd, Winnetka, IL 60093

  Stunning 6-Bed, 5.5-Bath Classic Brick Georgian with Modern Elegance. Step into timeless sophistication with this newer-construction classic brick Georgian, where traditional charm meets contemporary luxury. Designed for both everyday living and grand entertaining, this home boasts an open floor plan that seamlessly blends style and function. Inside, you'll find wide plank hardwood floors and

  Colleen Archer Daugherty @properties Christie's International Real Estate

  526 Sunset Rd, Winnetka, IL 60093
• 

  

  /24

  Est $1,138,472 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
• 

  

  /27

  $625,000 Sold May 02, 2025

  • 1,300 Sq Ft
  • $481/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  640 Winnetka Mews Unit 307, Winnetka, IL 60093

  Step into style and comfort with this freshly renovated 2-bedroom, 2-bath condo in one of Winnetka's best locations. This spacious unit has it all-brand-new kitchen; boasting soft close cabinets, drawers, new stainless steel appliances equipped with ABT warranty, quartz counter tops, two modern spa- like bathrooms, in-unit laundry, and an open, airy layout that just feels like home. The unit sits

  Nicholas Hansen Home One Realty

  640 Winnetka Mews Unit 307, Winnetka, IL 60093
• 

  

  /26

  Est $1,274,943 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
• 

  

  /18

  $1,500,000 Sold May 01, 2025

  • 3,000 Sq Ft
  • $500/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1886

  965 Spruce St, Winnetka, IL 60093

  In the heart of Winnetka, a home with soul. Distinguished architecture and custom craftsmanship mark this updated masterpiece in the most walkable neighborhood in our lovely village. The perfectly proportioned rooms and thoughtful layout exude the signature warmth that greets you on the heated front porch. The unique features of each of the 4 upstairs bedrooms make it tough to pick a favorite.

  Glenn Pankau Compass

  965 Spruce St, Winnetka, IL 60093
• 

  

  /46

  Est $3,283,832 Not Listed For Sale

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

  812 Hibbard Rd, Winnetka, IL 60093

  812 Hibbard Rd, Winnetka, IL 60093
• 

  

  /10

  $705,000 Sold May 01, 2025

  • 1,059 Sq Ft
  • $666/SF
  • 873 Days On Market

  • 3 Beds
  • 1.5 Baths

  826 Humboldt Ave, Winnetka, IL 60093

  Incredible Opportunity to build in East Winnetka. Building on property is being sold "AS IS WHERE IS." Please do not walk the property without calling to schedule an appointment. Survey is attached under Documents. Call LA for additional information.

  Paul Harb Wilmette Real Estate & Management Company LLC

  826 Humboldt Ave, Winnetka, IL 60093
• 

  

  /28

  Est $1,514,190 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
• 

  /2

  $1,502,000 Sold Apr 30, 2025

  • 2,737 Sq Ft
  • $549/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths

  1050 Elm St, Winnetka, IL 60093

  Some homes have a presence-you can feel it before you even walk through the door. 1050 Elm Street, set on a beautifully landscaped corner lot, is one of those homes. Thoughtfully updated yet full of original character, it's a place that feels both timeless and effortlessly livable. A front porch welcomes you inside, where high ceilings, stained glass windows, and rich millwork set the tone. The

  Howard Meyers Compass

  1050 Elm St, Winnetka, IL 60093
• 

  

  /32

  Est $1,547,204 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
• 

  

  /71

  $2,920,000 Sold Apr 30, 2025

  • 4,753 Sq Ft
  • $614/SF
  • 16 Days On Market

  • 4 Beds
  • 8 Baths
  • Built 2004

  1234 Westmoor Rd, Winnetka, IL 60093

  Welcome to your dream home on idyllic Westmoor Road! This exceptional custom residence blends sophistication with California flair, offering an incredibly livable space designed for easy first-floor living and gracious entertaining. Step into the sun-filled great room with a handsome fireplace, creating a warm ambiance that permeates throughout the home. The exquisite kitchen seamlessly flows

  Joanne Hudson Compass

  1234 Westmoor Rd, Winnetka, IL 60093
• 

  

  /27

  Est $1,778,895 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,056 Sq Ft

  315 Ridge Ave, Winnetka, IL 60093

  315 Ridge Ave, Winnetka, IL 60093
• 

  

  /38

  $2,475,000 Sold Apr 30, 2025

  • 4,713 Sq Ft
  • $525/SF

  • 5 Beds
  • 4.5 Baths
  • Built 1965

  345 Birch St, Winnetka, IL 60093

  Here is your rare in-town opportunity to own a super cool Lannon stone Mid Century ranch-like home with a great natural vibe & endless options as this house has been impeccably maintained & cared for. With a sanctuary oasis 1st floor primary featuring its own private patio overlooking the mature, serene landscaped backyard on a half acre lot, this special home has remarkable features: desirable

  Jena Radnay @properties Christie's International Real Estate

  345 Birch St, Winnetka, IL 60093
• 

  

  /34

  Est $1,438,752 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,550 Sq Ft

  81 High St, Winnetka, IL 60093

  81 High St, Winnetka, IL 60093
• 

  

  /82

  $1,650,000 Sold Apr 22, 2025

  • 3,377 Sq Ft
  • $489/SF
  • 33 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2001

  705 Oak St, Winnetka, IL 60093

  Location, location, location! This stunning home is ideally situated near downtown Winnetka and just minutes from the beach. Enjoy the convenience of being close to top-rated restaurants, boutique shops, transportation, and expressways-all while living in a serene and picturesque setting. From the moment you step into the grand foyer, featuring an elegant staircase, this home will captivate you.

  Christopher Paul Redfin Corporation

  705 Oak St, Winnetka, IL 60093
• 

  

  /35

  Est $1,853,968 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,124 Sq Ft

  34 Longmeadow Rd, Winnetka, IL 60093

  34 Longmeadow Rd, Winnetka, IL 60093
• 

  

  /60

  $4,975,000 Sold Apr 22, 2025

  • 11,234 Sq Ft
  • $443/SF
  • 142 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 1936

  40 Woodley Rd, Winnetka, IL 60093

  One word...breathtaking! Sole ownership of this exquisite rehab & seamless expansion to ultra luxe perfection brings the essence of a French estate to life with 360 degrees of beauty from inside to out! From the moment you journey down the pea gravel driveway, you're transported to a world of extraordinary elegance & charm. Perfectly lime stained Chicago common brick sets the prominent tone

  Jena Radnay @properties Christie's International Real Estate

  40 Woodley Rd, Winnetka, IL 60093
• 

  

  /60

  Est $1,458,083 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  899 Vernon Ave, Winnetka, IL 60093

  899 Vernon Ave, Winnetka, IL 60093
• 

  

  /36

  $1,450,000 Sold Apr 21, 2025

  • 3,510 Sq Ft
  • $413/SF
  • 13 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1997

  838 Cherry St, Winnetka, IL 60093

  "Seller is requesting Best and Final Offers for purchase of 838 Cherry by 12:00 Noon on Sunday. February 23rd." Captivating English Country Garden home in ideal "walk-to" location to Metra, library, village shopping & dining, schools, parks, playground & beach. Ivy covered side entrance with 2 car attached garage with tool/garden prep alcove. Custom built in 1997, this one-owner home was

  Beverly Fleischman Coldwell Banker Realty

  838 Cherry St, Winnetka, IL 60093
• 

  

  /55

  Est $4,218,437 Not Listed For Sale

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

  368 Ridge Ave, Winnetka, IL 60093

  368 Ridge Ave, Winnetka, IL 60093
• 

  

  /9

  $1,525,000 Sold Apr 18, 2025

  • 3,000 Sq Ft
  • $508/SF
  • 15 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1916

  843 Cherry St, Winnetka, IL 60093

  This exceptional residence is nestled in an enviable, close-to-everything location, offering unparalleled convenience and charm. Impeccably redesigned with European craftsmanship and architectural sophistication, this home exudes elegance from top to bottom. Upon entry, you are welcomed by a captivating vaulted three-season room, featuring floor-to-ceiling windows and a welcoming fireplace,

  James Qiu Kale Realty

  843 Cherry St, Winnetka, IL 60093
• 

  

  /9

  Est $3,331,351 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,200 Sq Ft

  72 Woodley Rd, Winnetka, IL 60093

  72 Woodley Rd, Winnetka, IL 60093
• 

  

  /53

  $2,750,000 Sold Apr 18, 2025

  • 5,761 Sq Ft
  • $477/SF
  • 5 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1973

  201 Linden St, Winnetka, IL 60093

  Welcome to an unparalleled fusion of luxury and functionality in this stunning 6BD/5.2BA home on nearly a half acre (100x187) with nearly 6000 sq ft of living space above grade seamlessly combining exceptional design along with a comprehensive, full gut renovation in 2021. The unique and flexible floor plan offers a fabulous option for one floor living with an incredible first floor primary suite

  Paige Dooley Compass

  201 Linden St, Winnetka, IL 60093
• 

  

  /35

  Est $2,415,512 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  82 Locust Rd, Winnetka, IL 60093

  82 Locust Rd, Winnetka, IL 60093

Showing Results 241 - 280, Page 7 of 18