Winnetka Homes

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  /26

  $1,190,000 Sold Jul 17, 2025

  • 2,646 Sq Ft
  • $450/SF
  • 96 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1917

  812 Rosewood Ave, Winnetka, IL 60093

  Lovely classic 4 square home on stellar street in walk-to town/Hubbard Woods location! Generous living room with wood-burning fireplace and built-in bookcases. Open to the sunroom, featuring three sides of windows. Formal dining room with 2 custom China cabinets. First floor den/family room. Separate, sunny kitchen with wood cabinets and stainless-steel appliances. Wonderful vintage details

  Jackie Mack Jameson Sotheby's International Realty

  812 Rosewood Ave, Winnetka, IL 60093
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  /59

  Est $1,948,597 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  1224 Asbury Ave, Winnetka, IL 60093

  1224 Asbury Ave, Winnetka, IL 60093
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  /44

  $1,300,000 Sold Jul 15, 2025

  • 1,488 Sq Ft
  • $874/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1913

  310 Fairview Ave, Winnetka, IL 60093

  Effortlessly sophisticated and meticulously updated, this East Winnetka residence merges timeless character with contemporary refinement just moments from the lake, schools, Metra and village. A marble-floored foyer sets the tone and introduces a layout that flows seamlessly from formal to casual living spaces. The living room boasts hardwood flooring, a wood-burning fireplace with brick surround

  Connie Dornan @properties Christie's International Real Estate

  310 Fairview Ave, Winnetka, IL 60093
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  /24

  Est $1,034,344 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,615 Sq Ft

  882 Willow Rd, Winnetka, IL 60093

  882 Willow Rd, Winnetka, IL 60093
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  /45

  $1,075,000 Sold Jul 15, 2025

  • 2,600 Sq Ft
  • $413/SF
  • 2 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1933

  1487 Tower Rd, Winnetka, IL 60093

  Once upon a time, in the picturesque village of Winnetka, a charming storybook home was crafted, now awaiting its next fortunate owner. This delightful cottage boasts enchanting details: arched & painted doorways reminiscent of a fairy tale entrance, and a grand, carved wood double staircase that gracefully connects the home's levels. The original sconces add a warm glow to the ambiance, with a

  Katie Hauser Compass

  1487 Tower Rd, Winnetka, IL 60093
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  /46

  Est $1,935,495 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,581 Sq Ft

  1357 Sunview Ln, Winnetka, IL 60093

  1357 Sunview Ln, Winnetka, IL 60093
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  /46

  $2,630,000 Sold Jul 15, 2025

  • 5,026 Sq Ft
  • $523/SF
  • 10 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2009

  953 Spruce St, Winnetka, IL 60093

  The one you've been waiting for-this Nantucket-style stunner checks every box and then some. Welcome to 953 Spruce Street, a picture-perfect, custom-built home by Orchard Glen Homes, nestled in the heart of Winnetka. Just steps from the train, town, restaurants, parks, and top-rated schools, this newer construction (2009) gem combines timeless design with thoughtful updates and everyday

  Bonnie Tripton @properties Christie's International Real Estate

  953 Spruce St, Winnetka, IL 60093
• 

  

  /22

  Est $1,406,452 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,869 Sq Ft

  707 Hill Rd, Winnetka, IL 60093

  707 Hill Rd, Winnetka, IL 60093
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  /42

  $1,725,000 Sold Jul 14, 2025

  • 3,560 Sq Ft
  • $485/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1954

  312 Rosewood Ave, Winnetka, IL 60093

  Welcome to 312 Rosewood Avenue, a very special home in a very special location, with quick closing available. Move in this summer and enjoy sunny days and starry nights in the private backyard with oversized patio, pergola and gorgeous perennial gardens. This home shows pride of ownership at every turn, as the longtime owners updated extensively and the current owners have made even more

  Susan Sullivan @properties Christie's International Real Estate

  312 Rosewood Ave, Winnetka, IL 60093
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  /31

  Est $509,317 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  772 Green Bay Rd, Winnetka, IL 60093

  772 Green Bay Rd, Winnetka, IL 60093
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  /52

  $1,900,000 Sold Jul 10, 2025

  • 3,524 Sq Ft
  • $539/SF
  • 19 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1888

  475 Maple St, Winnetka, IL 60093

  Just steps from the Village Green, this expansive 5 bedroom/3.2 bath classic sits on a sprawling .3 acre (94' frontage) a walk to everything in the most desirable east Winnetka location. A stylized architectural gem boasts the elegantly designed living space, offering classical charm with soaring ceilings and oversized windows - perfect for today's lifestyle. Enjoy breathtaking views from the

  Paige Dooley Compass

  475 Maple St, Winnetka, IL 60093
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  /5

  Est $1,304,075 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,348 Sq Ft

  1136 Cherry St, Winnetka, IL 60093

  1136 Cherry St, Winnetka, IL 60093
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  /53

  $3,000,000 Sold Jul 10, 2025

  • 3,420 Sq Ft
  • $877/SF
  • 14 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 1898

  681 Lincoln Ave, Winnetka, IL 60093

  Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nestled on 2/3rds of an acre in the heart of the Village. The property boasts professional landscaping, including an oversized pool, putting green, and a 1/2 basketball court. Enjoy the expansive outdoor spaces with large patios, a cozy screened-in porch, and a balcony off the

  Annika Valdiserri @properties Christie's International Real Estate

  681 Lincoln Ave, Winnetka, IL 60093
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  /29

  Est $1,809,467 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,751 Sq Ft

  1216 Scott Ave, Winnetka, IL 60093

  1216 Scott Ave, Winnetka, IL 60093
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  /63

  $11,400,000 Sold Jul 09, 2025

  • 15,784 Sq Ft
  • $722/SF
  • 8 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 2005

  765 Sheridan Rd, Winnetka, IL 60093

  Special opportunity awaits with this impeccably maintained sole owner in-town premier Winnetka 1.3 acre lakefront estate. Truly the "ultimate lake oasis" as this house can never be built the same way with 4 full floors of luxury living space, a boutique level pool & spa on the waters edge overlooking the huge 100 ft wide sandy beach, fab entertainment walk out lower level to tiered patios,

  Jena Radnay @properties Christie's International Real Estate

  765 Sheridan Rd, Winnetka, IL 60093
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  /37

  Est $1,373,455 Not Listed For Sale

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

  845 Locust St, Winnetka, IL 60093

  845 Locust St, Winnetka, IL 60093
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  /33

  $1,801,000 Sold Jul 07, 2025

  • 3,645 Sq Ft
  • $494/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1924

  143 Fuller Ln, Winnetka, IL 60093

  Enjoy lake breezes on quiet coveted lane, steps to Centennial Park, Elder Beach, train, and schools. Classic 5-bedroom, 3.1-bath center entrance colonial offers a wonderful lifestyle, blending timeless design and solid construction with thoughtful modern updates. A gracious foyer highlights a gracious staircase welcomes you into a beautifully flowing floor plan designed for comfortable living

  Paige Dooley Compass

  143 Fuller Ln, Winnetka, IL 60093
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  /50

  Est $1,840,446 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,262 Sq Ft

  780 Rosewood Ave, Winnetka, IL 60093

  780 Rosewood Ave, Winnetka, IL 60093
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  /2

  $750,000 Sold Jul 03, 2025

  • 1,600 Sq Ft
  • $469/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  736 Oak St Unit 736, Winnetka, IL 60093

  Welcome to this beautifully renovated townhouse in the heart of Winnetka, located in the coveted New Trier School District. This spacious 3-bedroom, 2.1-bath home offers the perfect blend of style, comfort, and convenience. The open-concept main floor is filled with natural light, featuring a large open kitchen with quartz countertops, a breakfast bar, incredible storage, and stainless steel

  David Chung Compass

  736 Oak St Unit 736, Winnetka, IL 60093
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  /36

  Est $1,755,300 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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  /2

  $5,500,000 Sold Jul 02, 2025

  • 7,451 Sq Ft
  • $738/SF

  • 5 Beds
  • 9 Baths
  • Built 2012

  125 Birch St, Winnetka, IL 60093

  Sold before processing.

  Carrie Tarzon @properties Christie's International Real Estate

  125 Birch St, Winnetka, IL 60093
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  /13

  Est $228,477 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
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  /2

  $1,500,000 Sold Jun 30, 2025

  • 3,433 Sq Ft
  • $437/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1914

  1293 Scott Ave, Winnetka, IL 60093

  Sold before listing

  Bonnie Tripton @properties Christie's International Real Estate

  1293 Scott Ave, Winnetka, IL 60093
• 

  

  /22

  Est $1,158,477 Not Listed For Sale

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

  1065 Vine St, Winnetka, IL 60093

  1065 Vine St, Winnetka, IL 60093
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  /35

  $1,685,000 Sold Jun 30, 2025

  • 2,800 Sq Ft
  • $602/SF
  • 3 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1926

  1149 Scott Ave, Winnetka, IL 60093

  Situated on one third of an acre of beautifully landscaped grounds just steps from town, train, parks, and top-rated schools, this classic Winnetka home offers the ideal combination of convenience, charm, and unbelievable indoor and outdoor spaces. The sun-filled main level offers a functional and elegant layout with beautiful hardwood floors throughout. A spacious living room with a cozy wood

  Danielle Wylie Baird & Warner

  1149 Scott Ave, Winnetka, IL 60093
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  /67

  Est $3,372,739 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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  /2

  $570,000 Sold Jun 30, 2025

  • 1,960 Sq Ft
  • $291/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  711 Oak St Unit 408, Winnetka, IL 60093

  Sought after Oak Hill condominium building in the heart of Winnetka. Spacious 1960 sq ft condo on the 4th floor looking west for beautiful sunsets. This 3 bedroom (3rd bedroom currently used as a family room with kitchen access), 2 bath condo offers plentiful closets and has a side by side washer and dryer along with more storage in the laundry room. The primary bedroom is huge with a private

  Laurie Baker Lawlor @properties Christie's International Real Estate

  711 Oak St Unit 408, Winnetka, IL 60093
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  /49

  Est $1,376,398 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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  /44

  $2,495,000 Sold Jun 27, 2025

  • 5,800 Sq Ft
  • $430/SF
  • 3 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1908

  548 Cherry St, Winnetka, IL 60093

  Looking for an East Winnetka home full of charm to check all of your boxes? Look no further! Premiere location - walk, cycle, skip to Greeley or New Trier schools, town, train, and lake - it's all here! A covered front entry porch draws you into the welcoming foyer. This spacious open floor plan was designed for ease of living with great traffic "flow" and gobs of natural light thru-out! The

  Sally O'Donnell @properties Christie's International Real Estate

  548 Cherry St, Winnetka, IL 60093
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  /2

  Est $2,174,601 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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  /76

  $1,650,000 Sold Jun 26, 2025

  • 3,756 Sq Ft
  • $439/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1984

  938 Old Green Bay Rd, Winnetka, IL 60093

  Your own private retreat on a lush, expansive 4/10 acre property! This open, soft contemporary design offers large, light-filled rooms on a idyllic wooded lot plus a 3 car attached garage. An ideal combination of light, and space with an excellent floor plan creates an incredible living experience. Beautiful renovations include a new kitchen and 3 renovated bathrooms, new pitched roofs (2025)

  Joanne Hudson Compass

  938 Old Green Bay Rd, Winnetka, IL 60093
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  /50

  Est $1,564,943 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
• 

  

  /35

  $1,505,000 Sold Jun 26, 2025

  • 2,511 Sq Ft
  • $599/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1986

  989 Ash St, Winnetka, IL 60093

  Showings begin Friday, May 2nd. Discover an exceptional 5-bedroom, 3.1-bath Colonial located in a prime area. Step onto the newly installed bluestone walkway, leading to an inviting foyer with a formal dining room and a living room featuring floor-to-ceiling windows. The kitchen is thoughtfully designed with a sitting counter, stainless steel Bosch appliances, and a planning desk. Adjacent is a

  John Phillips Compass

  989 Ash St, Winnetka, IL 60093
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  /38

  Est $2,350,925 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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  /33

  $1,381,000 Sold Jun 25, 2025

  • 3,029 Sq Ft
  • $456/SF
  • 5 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1930

  1413 Tower Rd, Winnetka, IL 60093

  California Cool meets classic Tudor-style architecture in this effortlessly stylish home. Nestled in Hubbard Woods, this home radiates retro vibes, creating the perfect fusion of old-world charm and laid-back West Coast living. Step inside to discover a spacious, sunlit interior where graceful archways are paired with mid-century modern accents. The living room features a dramatic retro

  Cricket King @properties Christie's International Real Estate

  1413 Tower Rd, Winnetka, IL 60093
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  /35

  Est $1,805,518 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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  /23

  $950,000 Sold Jun 20, 2025

  • 2,008 Sq Ft
  • $473/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  283 Ridge Ave, Winnetka, IL 60093

  Two thousand square feet of Winnetka charm, graciousness and elegance. A center entry Dutch colonial in a prime location in Winnetka, walk to schools, town, Metra, etc. A big beautiful semi-circle of windows ushers daylight into the large living room, the foyer grandly separates the living room & dining room, efficient kitchen has easy access to all areas, and additionally, the adorable three

  Marilee Moyer @properties Christie's International Real Estate

  283 Ridge Ave, Winnetka, IL 60093
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  /39

  Est $1,470,686 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,138 Sq Ft

  480 Provident Ave, Winnetka, IL 60093

  480 Provident Ave, Winnetka, IL 60093
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  /36

  $2,675,000 Sold Jun 17, 2025

  • 4,251 Sq Ft
  • $629/SF
  • 67 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1937

  474 Sheridan Rd, Winnetka, IL 60093

  Welcome to sophisticated living on Sheridan Road, where elegance meets comfort in the heart of East Winnetka. This exquisite 6-bedroom, 4.1-bathroom home is a true oasis, offering a sanctuary from the hustle and bustle of everyday life. Step inside to discover a gracious living room bathed in natural sunlight, featuring hardwood floors, original plaster moldings, and views of the expansive

  Carrie Healy Compass

  474 Sheridan Rd, Winnetka, IL 60093
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  /62

  Est $3,614,975 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

Showing Results 121 - 160, Page 4 of 18