Winnetka, IL Homes

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  /39

  $1,151,000 Sold Nov 01, 2024

  • 3,100 Sq Ft
  • $371/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1942

  1156 Cherry St, Winnetka, IL 60093

  Welcome to the charm and elegance perfectly located on the prestigious "Tree Streets" of Winnetka. Step inside to find a beautifully UPDATED home that still gives homage to the original architecture for which Winnetka is esteemed. The first floor boasts a spacious WHITE KITCHEN, perfect for entertaining guests or enjoying a quiet family dinner overlooking the lush and professionally manicured

  Melissa Dondalski @properties Christie's International Real Estate

  1156 Cherry St, Winnetka, IL 60093
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  /65

  Est $4,324,300 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 10,126 Sq Ft

  8 Kent Rd, Winnetka, IL 60093

  8 Kent Rd, Winnetka, IL 60093
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  /45

  $1,750,000 Sold Oct 31, 2024

  • 5,000 Sq Ft
  • $350/SF
  • 5 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2008

  547 Hawthorn Ln, Winnetka, IL 60093

  Experience the pinnacle of East Winnetka living in this exquisite all-brick custom home, ideally situated just steps from Greeley Elementary & New Trier High School. Walk to pristine Michigan beaches, convenient train access, and the bustling downtown Winnetka. This residence features a chef's dream kitchen with top-of-the-line appliances and elegant hardwood floors. Modern comforts include

  Raad Eshoo Coldwell Banker Realty

  547 Hawthorn Ln, Winnetka, IL 60093
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  /26

  Est $2,153,619 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,900 Sq Ft

  334 Sheridan Rd, Winnetka, IL 60093

  334 Sheridan Rd, Winnetka, IL 60093
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  /24

  $1,400,000 Sold Oct 30, 2024

  • 3,157 Sq Ft
  • $443/SF
  • 131 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1966

  1099 Fisher Ln, Winnetka, IL 60093

  This Mid-Century Modern Masterpiece by noted architect Don Erickson is set on an extremely private .71-acre lot with wooded ravine views, but plenty of table land. Original details are all intact with beautiful wood beamed ceiling that soars over the living areas. Strategically placed skylights and window walls allow light and air to circulate throughout the house. The Living Room is centered

  Blanche Romey @properties Christie's International Real Estate

  1099 Fisher Ln, Winnetka, IL 60093
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  /30

  Est $1,151,849 Not Listed For Sale

  • 2 Beds
  • 4.5 Baths
  • 2,667 Sq Ft

  476 Linden St Unit D, Winnetka, IL 60093

  476 Linden St Unit D, Winnetka, IL 60093
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  /2

  $510,000 Sold Oct 28, 2024

  • 1,426 Sq Ft
  • $358/SF
  • 23 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  940 Cherry St, Winnetka, IL 60093

  Renovation opportunity for the right buyer- bring your contractor if you want. First floor features kitchen, powder room and a dining room that opens into the living room. 3 bedrooms, a full bath and a den are on the 2nd floor. Fabulous sought after neighborhood close to town, train and award winning schools! Being sold "as is".

  Maryann Burke Coldwell Banker Realty

  940 Cherry St, Winnetka, IL 60093
• 

  

  /49

  Est $1,725,937 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 2,959 Sq Ft

  188 Forest St, Winnetka, IL 60093

  188 Forest St, Winnetka, IL 60093
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  /48

  $1,700,000 Sold Oct 28, 2024

  • 3,279 Sq Ft
  • $518/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1976

  850 Bell Ln, Winnetka, IL 60093

  Gloriously set on a sensational half acre lot with the beautiful natural backdrop of Bell Woods & the Winnetka golf course in the distance, this private sanctuary is all about tranquil living. A custom home with a flexible floor plan lends to many options making this a unique opportunity as there is a huge office & full bath on main level that can easily be a first floor primary suite! Soaring

  Jena Radnay @properties Christie's International Real Estate

  850 Bell Ln, Winnetka, IL 60093
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  /56

  Est $1,502,844 Not Listed For Sale

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

  888 Forest Glen Dr E, Winnetka, IL 60093

  888 Forest Glen Dr E, Winnetka, IL 60093
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  /49

  $3,480,000 Sold Oct 25, 2024

  • 2 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1906

  1080 Fisher Crescent Ln, Winnetka, IL 60093

  Stately home located in the coveted east Winnetka Fisher Crescent Lane neighborhood, this elegant residence offers the perfect combination of luxury, tranquility and convenience. Situated on over half an acre, the home is nestled in a nature-filled setting that provides a serene escape from the hustle and bustle of daily life. Just three blocks from Lake Michigan, you can enjoy the beauty of the

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  1080 Fisher Crescent Ln, Winnetka, IL 60093
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  /62

  Est $3,475,963 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 8,109 Sq Ft

  860 Auburn Rd, Winnetka, IL 60093

  860 Auburn Rd, Winnetka, IL 60093
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  /39

  $1,802,722 Sold Oct 25, 2024

  • 3,000 Sq Ft
  • $601/SF
  • 20 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1923

  38 Essex Rd, Winnetka, IL 60093

  Elegant brick Tudor home seamlessly blends historic elegance with contemporary updates. Built-in 1923, this move-in-ready home has been carefully updated to suit today's lifestyle while preserving its original details. Enjoy the best of both worlds with a Winnetka address and access to the highly regarded Kenilworth school system, including Joseph Sears (JK-8th grade), and within walking distance

  Christie Ascione @properties Christie's International Real Estate

  38 Essex Rd, Winnetka, IL 60093
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  /13

  Est $721,224 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,187 Sq Ft

  640 Winnetka Mews Unit 103, Winnetka, IL 60093

  640 Winnetka Mews Unit 103, Winnetka, IL 60093
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  /2

  $1,403,000 Sold Oct 22, 2024

  • 4,684 Sq Ft
  • $300/SF
  • 20 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1905

  687 Hill Rd, Winnetka, IL 60093

  Full of authentic character and charm, this one-of-a-kind country farmhouse offers over 4600 square feet of living space spread over three floors. Situated on over 1/3 of an acre in the heart of Winnetka, it is much larger than it appears from the street. While maintaining the original integrity of the home, an exceptional addition resulted in a great room, family room, master suite, home

  Margaret Jacoby Berkshire Hathaway HomeServices Chicago

  687 Hill Rd, Winnetka, IL 60093
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  /22

  Est $937,101 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 1,072 Sq Ft

  474 Chestnut St, Winnetka, IL 60093

  474 Chestnut St, Winnetka, IL 60093
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  /50

  $1,795,000 Sold Oct 15, 2024

  • 3,123 Sq Ft
  • $575/SF
  • 2 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  1509 Asbury Ave, Winnetka, IL 60093

  This modern, all-brick home in the popular Hubbard Woods neighborhood offers luxurious and functional living spaces. The main floor features an open layout with a high-end chef's kitchen equipped with a Viking oven and Sub-Zero refrigerator. The kitchen connects seamlessly to a spacious family room centered around a large island, ideal for casual family gatherings and formal entertaining.

  Nathan Freeborn Redfin Corporation

  1509 Asbury Ave, Winnetka, IL 60093
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  /13

  Est $351,194 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft

  134 Green Bay Rd Unit 304, Winnetka, IL 60093

  134 Green Bay Rd Unit 304, Winnetka, IL 60093
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  /37

  $3,010,000 Sold Oct 15, 2024

  • 3,768 Sq Ft
  • $799/SF
  • 2 Days On Market

  • 4 Beds
  • 6.5 Baths
  • Built 2004

  502 Willow Rd, Winnetka, IL 60093

  Exquisite East Winnetka Beauty, picture-perfect inside and out! Perfectly positioned on a manicured, oversized corner lot, this sun-filled classic 6-bed, 6.5 bath home enjoys an attached 2 car garage and a free standing 1 car garage for all of the bikes, paddle boards (for the beach down the street!), and toys you could want! The welcoming interior has a crisp and fresh design, creating a

  Bridget Orsic @properties Christie's International Real Estate

  502 Willow Rd, Winnetka, IL 60093
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  /4

  Est $1,863,646 Not Listed For Sale

  • 4 Beds

  1232 Westmoor Rd, Winnetka, IL 60093

  1232 Westmoor Rd, Winnetka, IL 60093
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  /64

  $3,510,000 Sold Oct 15, 2024

  • 5,589 Sq Ft
  • $628/SF
  • 8 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1996

  23 Indian Hill Rd, Winnetka, IL 60093

  Distinctive, award-winning designer's own home situated on almost 1 acre of lush, exceptionally groomed grounds in an idyllic, picturesque setting. Nestled within breathtaking, expertly manicured gardens, this unmatched take on Cape Cod simplicity, designed in collaboration with Paul Konstant, offers the most discerning buyer a seamless blend of contemporary and traditional with the highest

  Paige Dooley Compass

  23 Indian Hill Rd, Winnetka, IL 60093
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  /36

  Est $2,535,772 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  899 Ash St, Winnetka, IL 60093

  899 Ash St, Winnetka, IL 60093
• 

  /2

  $1,115,000 Sold Oct 11, 2024

  • 2,458 Sq Ft
  • $454/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1899

  372 Provident Ave, Winnetka, IL 60093

  Don't miss this beautiful 4-bedroom, 2 1/2 bath home in the heart of Winnetka! Located at 372 Provident Avenue, this stunning home exudes classic farmhouse charm and is ideally situated on a large, lush lot, just a short stroll from town, the Metra, and schools. The welcoming front porch invites you into a warm and stylish interior. The formal living room provides a cozy space for relaxation and

  David Chung Compass

  372 Provident Ave, Winnetka, IL 60093
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  /75

  Est $2,895,794 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,058 Sq Ft

  190 Linden St, Winnetka, IL 60093

  190 Linden St, Winnetka, IL 60093
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  /2

  $1,100,000 Sold Sep 12, 2025

  • Land
  • 0 Acre

  • 87 Days On Market

  455 Linden St, Winnetka, IL 60093

  Sold before Processing

  Julie Cassin @properties Christie's International Real Estate

  455 Linden St, Winnetka, IL 60093
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  /24

  Est $3,087,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  916 Cherry St, Winnetka, IL 60093

  916 Cherry St, Winnetka, IL 60093
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  /2

  $3,480,000 Sold Sep 06, 2025

  • 6,713 Sq Ft
  • $518/SF
  • 0 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2007

  603 Elm St, Winnetka, IL 60093

  SOLD BEFORE PROCESSING. Be immersed in timeless elegance in this exceptional Nantucket style retreat located on a 1/3 acre in the most prime location. Built and masterfully designed in 2007, this 6,713 square foot home sits on 87x166 of professionally landscaped grounds and offers extraordinary attention to detail that is evident throughout from the stunning entry foyer with lofty ceilings,

  Jody Savino Compass

  603 Elm St, Winnetka, IL 60093
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  /35

  Est $1,601,681 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,184 Sq Ft

  238 Ridge Ave, Winnetka, IL 60093

  238 Ridge Ave, Winnetka, IL 60093
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  /2

  $2,125,000 Sold Aug 28, 2025

  • 4,200 Sq Ft
  • $506/SF
  • 5 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1955

  9 Longmeadow Rd, Winnetka, IL 60093

  9 Longmeadow Road, an absolute gem! A cedar roofed, brick Cape Cod situated upon .93 of an acre on one of Winnetka's most beautiful streets. This exquisite home lives like a sprawling ranch with the primary suite on the first floor. Let's start at the convenient entry from the large circular drive where there is an attached, heated, 3 car garage with smart epoxied floor, carpenter bench, storage

  Margaret Gagliardo @properties Christie's International Real Estate

  9 Longmeadow Rd, Winnetka, IL 60093
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  /38

  Est $1,733,185 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,193 Sq Ft

  24 Longmeadow Rd, Winnetka, IL 60093

  24 Longmeadow Rd, Winnetka, IL 60093
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  /2

  $1,030,000 Sold Jul 07, 2025

  • 2,300 Sq Ft
  • $448/SF

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  770 Cherry St, Winnetka, IL 60093

  Sold before processing.

  Carrie Tarzon @properties Christie's International Real Estate

  770 Cherry St, Winnetka, IL 60093
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  /38

  Est $2,140,716 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 5,572 Sq Ft

  1288 Westmoor Trail, Winnetka, IL 60093

  1288 Westmoor Trail, Winnetka, IL 60093
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  /2

  $1,200,000 Sold Jun 16, 2025

  • 2,620 Sq Ft
  • $458/SF
  • 2 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1920

  791 Walden Rd, Winnetka, IL 60093

  Sold Before Processing.

  Karen Arenson Engel & Voelkers Chicago North Shore

  791 Walden Rd, Winnetka, IL 60093
• 

  

  /39

  Est $1,311,103 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,082 Sq Ft

  414 Winnetka Ave, Winnetka, IL 60093

  414 Winnetka Ave, Winnetka, IL 60093
• 

  /2

  $3,447,695 Sold Nov 26, 2024

  • 6,327 Sq Ft
  • $545/SF
  • 44 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2024

  1303 Scott Ave, Winnetka, IL 60093

  New construction home with over 5,500 square feet of living space, plus 3 car attached garage in Hubbard Woods. Buyer has the option to work with the designer and select the finishes at this time. This brick and stone home will feature a contemporary fully integrated kitchen with Italian cabinetry, paneled appliances, 30" refrigerator column, 30" freezer column, double oven with speed oven,

  Darin Marcus Marcus Real Estate Group

  1303 Scott Ave, Winnetka, IL 60093
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  /28

  Est $1,163,037 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1037 Cherry St, Winnetka, IL 60093

  1037 Cherry St, Winnetka, IL 60093
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  /2

  $650,000 Sold Nov 18, 2024

  • 1,337 Sq Ft
  • $486/SF

  • 2 Beds
  • 2 Baths
  • Built 1891

  557 Orchard Ln, Winnetka, IL 60093

  Sold before print

  Eric Booth @properties Christie's International Real Estate

  557 Orchard Ln, Winnetka, IL 60093
• 

  

  /30

  Est $1,309,481 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  566 Lincoln Ave Unit 2D, Winnetka, IL 60093

  566 Lincoln Ave Unit 2D, Winnetka, IL 60093
• 

  /2

  $60,000 Sold Nov 18, 2024

  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  1110 11th St, Winnetka, IL 60093

  Located in Sunset Village in Northfield/Glenview AREA!!! Excellent school district. 3 beds / 2 full baths. 2017 appliances all stay. Kitchen island with drawers and plenty of kitchen storage. Walk in closet in main bedroom. Large shed on property for extra storage. Quite neighborhood. Spacious 2 car tandem private driveway. Home is in good condition. No rentals allowed.

  Nicole Gavrick Realtopia Real Estate Inc

  1110 11th St, Winnetka, IL 60093
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  /19

  Est $614,126 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 862 Sq Ft

  996 Chatfield Rd, Winnetka, IL 60093

  996 Chatfield Rd, Winnetka, IL 60093

Showing Results 441 - 480, Page 12 of 18