Winnetka, IL Homes

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  /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
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  /34

  Est $1,228,367 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,870 Sq Ft

  1070 Cherry St, Winnetka, IL 60093

  1070 Cherry St, Winnetka, IL 60093
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  /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
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  /20

  Est $605,743 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  680 Green Bay Rd Unit 202, Winnetka, IL 60093

  680 Green Bay Rd Unit 202, Winnetka, IL 60093
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  /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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  /38

  Est $1,050,447 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  936 Spruce St, Winnetka, IL 60093

  936 Spruce St, Winnetka, IL 60093
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  /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
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  /57

  Est $4,811,069 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,800 Sq Ft

  1045 Starr Rd, Winnetka, IL 60093

  1045 Starr Rd, Winnetka, IL 60093
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  /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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  /10

  Est $1,809,365 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,854 Sq Ft

  827 Prospect Ave, Winnetka, IL 60093

  827 Prospect Ave, Winnetka, IL 60093
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  /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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  /42

  Est $1,682,993 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,270 Sq Ft

  1294 Scott Ave, Winnetka, IL 60093

  1294 Scott Ave, Winnetka, IL 60093
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  /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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  /29

  Est $1,665,322 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,397 Sq Ft

  618 Ridge Rd, Winnetka, IL 60093

  618 Ridge Rd, Winnetka, IL 60093
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  /2

  $565,000 Sold Feb 14, 2025

  • 3,200 Sq Ft
  • $177/SF
  • 126 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1963

  1143 Willow Rd, Winnetka, IL 60093

  A great opportunity for the visionary! The existing home is a large build from 1963 and has some MCM touches! Perfect opportunity for a gut Rehab! Very desirable location across from Historic CROW ISLAND WOODS and Crow Island School! Easy walk to wonderful Downtown Winnetka with Shopping, Dining and so much more! Property is being offered As Is and Shown.

  Kathleen Peters Coldwell Banker Realty

  1143 Willow Rd, Winnetka, IL 60093
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  /21

  Est $1,592,276 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  190 Chestnut St, Winnetka, IL 60093

  190 Chestnut St, Winnetka, IL 60093
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  /16

  $605,000 Sold Feb 11, 2025

  • 1,545 Sq Ft
  • $392/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  360 Green Bay Rd Unit 4C, Winnetka, IL 60093

  Ideal Winnetka location that is close to all in this coveted Hedge Row condo! Top floor unit with skylights and sunny western exposure! Welcoming entrance hall leads to spacious and attractive living room/dining room with newer wood floors and gas fireplace. This unit boasts the ever important outdoor space where you can sip your morning coffee or enjoy the evening sunset from your private

  Mary Sehlhorst Jameson Sotheby's International Realty

  360 Green Bay Rd Unit 4C, Winnetka, IL 60093
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  /16

  Est $1,500,045 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,771 Sq Ft

  355 Linden St, Winnetka, IL 60093

  355 Linden St, Winnetka, IL 60093
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  /32

  $1,311,375 Sold Feb 03, 2025

  • 3,746 Sq Ft
  • $350/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1926

  228 Sheridan Rd, Winnetka, IL 60093

  ***BROKER OPEN CANCELLED FOR TUESDAY 11/19!!!*** 228 Sheridan Road sits at the center of a unique cluster of iconic Winnetka homes reminiscent of Italian Renaissance Revival architectural style. This residence makes a visual statement with ornamental stonework around the Palladian-like windows that open to the lawn and a stone balustrade on the balcony that evoke a bygone era. Its front yard is

  Nancy Nugent Jameson Sotheby's Intl Realty

  228 Sheridan Rd, Winnetka, IL 60093
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  /33

  Est $1,829,718 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,287 Sq Ft

  217 Woodland Ave, Winnetka, IL 60093

  217 Woodland Ave, Winnetka, IL 60093
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  /22

  $950,000 Sold Jan 31, 2025

  • 2,756 Sq Ft
  • $345/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1930

  1260 Ash St, Winnetka, IL 60093

  Storybook Winnetka Tudor on oversized lot in the tree streets! Wonderfully refreshed home with well proportioned rooms and a great functional floorplan. First floor includes an airy living room with high beamed ceiling, stone wbfp, built-in shelving and light from windows on 3 sides. Separate formal dining room overlooks large fenced yard. Newer kitchen with granite countertops, stainless

  Roberta Brennan @properties Christie's International Real Estate

  1260 Ash St, Winnetka, IL 60093
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  /15

  Est $2,140,392 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,755 Sq Ft

  395 Elder Ln, Winnetka, IL 60093

  395 Elder Ln, Winnetka, IL 60093
• 

  

  /19

  $684,500 Sold Jan 31, 2025

  • 1,995 Sq Ft
  • $343/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  711 Oak St Unit 303, Winnetka, IL 60093

  Recently remodeled and spacious - this 3rd floor (nearly 2,000 sq ft) corner unit is in the heart of downtown Winnetka and offers abundant versatile space combined with quality improvements. As you enter, there is a generous foyer leading to the large L shaped living room and dining room, which is adjacent to the newly renovated eat-in kitchen. The largest balcony in the complex (30') spans the

  Meredith Schreiber @properties Christie's International Real Estate

  711 Oak St Unit 303, Winnetka, IL 60093
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  /52

  Est $1,663,926 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,010 Sq Ft

  447 Sunset Rd, Winnetka, IL 60093

  447 Sunset Rd, Winnetka, IL 60093
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  /15

  $215,000 Sold Jan 30, 2025

  • 500 Sq Ft
  • $430/SF
  • 67 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1928

  561 Hill Terrace Unit 310, Winnetka, IL 60093

  Charming one bedroom, top-floor condo with courtyard entrance in the vintage Dickens-esque Chimneys complex. Cheerful & bright unit has a proper 6' x 6' entry foyer, newer, sky-lit Kitchen with White Shaker Cabinets, Quartz Counters & Stainless Appliances including gas range, microwave, dishwasher, fridge/freezer. Windows facing East, West & South. Good-sized primary bedroom (10' x 14'). Spacious

  Michael Mitchell @properties Christie's International Real Estate

  561 Hill Terrace Unit 310, Winnetka, IL 60093
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  /43

  Est $2,062,825 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,260 Sq Ft

  950 Westmoor Rd, Winnetka, IL 60093

  950 Westmoor Rd, Winnetka, IL 60093
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  /5

  $1,175,000 Sold Jan 21, 2025

  • Land

  • 2 Days On Market

  945 Pine Tree Ln, Winnetka, IL 60093

  Incredible super deep lot on a beautiful street full of new construction houses. Land is on a cul de sac and backs to a large park. Lot is 82.3 x 321.7. It's the perfect place to build your dream home!!!!!

  Elise Dayan @properties Christie's International Real Estate

  945 Pine Tree Ln, Winnetka, IL 60093
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  /2

  Est $2,728,853 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,637 Sq Ft

  1045 Pine St, Winnetka, IL 60093

  1045 Pine St, Winnetka, IL 60093
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  /44

  $2,050,000 Sold Jan 17, 2025

  • 4,176 Sq Ft
  • $491/SF
  • 27 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  1432 Asbury Ave, Winnetka, IL 60093

  Better than brand-new construction and located on one of the most iconic streets in Hubbard Woods, 1432 Asbury Ave is a rare opportunity you won't want to miss. Recently renovated to blend the latest design trends with timeless elegance, this 5-bedroom, 4.5-bathroom home masterfully combines sophistication and comfort. Originally built by renowned builder George Adamcyk in 2003, the home features

  Bonnie Tripton @properties Christie's International Real Estate

  1432 Asbury Ave, Winnetka, IL 60093
• 

  

  /25

  Est $848,110 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1044 Tower Rd, Winnetka, IL 60093

  1044 Tower Rd, Winnetka, IL 60093
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  /46

  $2,300,000 Sold Jan 16, 2025

  • 4,438 Sq Ft
  • $518/SF
  • 0 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1903

  475 Cedar St, Winnetka, IL 60093

  Experience the perfect blend of modern luxury and timeless elegance in this fully renovated beauty, in the most perfect location in the heart of East Winnetka. The stunning redesign has transformed this home from ordinary to extraordinary offering four levels of expertly designed living space and luxurious finishes at every turn-no expense has been spared. As you step through the front door,

  Melissa Mastros Compass

  475 Cedar St, Winnetka, IL 60093
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  /31

  Est $2,773,718 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 6,405 Sq Ft

  649 Pine St, Winnetka, IL 60093

  649 Pine St, Winnetka, IL 60093
• 

  /2

  $5,500,000 Sold Jan 15, 2025

  • 9,126 Sq Ft
  • $603/SF
  • 5 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1921

  671 Lincoln Ave, Winnetka, IL 60093

  A legendary holiday dream home, reimagined for modern-day luxury: The stately brick Georgian residence of "Home Alone" fame brings forward a rare opportunity to own one of the most iconic movie residences in American pop culture. Nestled on a picturesque, tree-lined street in the heart of east Winnetka and elegantly poised behind a wrought-iron gate, the property epitomizes classic Chicago

  Dawn McKenna Coldwell Banker Realty

  671 Lincoln Ave, Winnetka, IL 60093
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  /51

  Est $3,701,847 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 3,558 Sq Ft

  1005 Mount Pleasant Rd, Winnetka, IL 60093

  1005 Mount Pleasant Rd, Winnetka, IL 60093
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  /36

  $1,495,000 Sold Jan 09, 2025

  • 3,267 Sq Ft
  • $458/SF
  • 3 Days On Market

  • 5 Beds
  • 5 Baths

  326 Ridge Ave, Winnetka, IL 60093

  Welcome to 326 Ridge Avenue, an exquisite home where character and charm blend seamlessly with opportunities to customize and expand. Nestled on a lush .36-acre lot (85' x 187') in a premier, in-town location, this timeless property features a 4-bedroom, 2.2-bath main house and a rare, two-story coach house. Think high ceilings, marble fireplace, elegant built-ins, crown molding, and sun-drenched

  Susan Sullivan @properties Christie's International Real Estate

  326 Ridge Ave, Winnetka, IL 60093
• 

  

  /29

  Est $1,680,207 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,112 Sq Ft

  333 Fairview Ave, Winnetka, IL 60093

  333 Fairview Ave, Winnetka, IL 60093
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  /44

  $3,625,000 Sold Jan 09, 2025

  • 3,792 Sq Ft
  • $956/SF
  • 12 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1961

  1066 Mount Pleasant Rd, Winnetka, IL 60093

  Completely renovated 5+bed/5.1 bath Colonial done by premier North Shore builder, Scott Lyon, renowned architect, Paul Konstant and designed by luxury interior designer, Alexandra Kaehler. Move right into this bright, warm and classically done home with an ideal floorplan. 5 bedrooms and 3 full bathrooms on second level plus studio above the garage has a separate entrance and features split HVAC

  Marlene Rubenstein Baird & Warner

  1066 Mount Pleasant Rd, Winnetka, IL 60093
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  /50

  Est $2,277,165 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,407 Sq Ft

  797 Pine St, Winnetka, IL 60093

  797 Pine St, Winnetka, IL 60093
• 

  

  /24

  $4,675,000 Sold Jan 08, 2025

  • 7,000 Sq Ft
  • $668/SF
  • 490 Days On Market

  • 5 Beds
  • 7.5 Baths
  • Built 2023

  1330 Westmoor Trail, Winnetka, IL 60093

  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 most picturesque streets in Winnetka. Close to town, schools and train the house features 6 bedrooms, 7.1 bath, 4 fireplaces, spectacular kitchen with top of the line appliances including Sub-Zero

  Milena Birov @properties Christie's International Real Estate

  1330 Westmoor Trail, Winnetka, IL 60093
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  /52

  Est $2,358,697 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 7,950 Sq Ft

  195 Ridge Ave, Winnetka, IL 60093

  195 Ridge Ave, Winnetka, IL 60093

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