Winnetka Homes

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  /92

  $12,000,000 Sold Jun 17, 2025

  • 9,653 Sq Ft
  • $1,243/SF
  • 10 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2020

  973 Sheridan Rd, Winnetka, IL 60093

  Secluded from it all with only the sound of the waves from Lake Michigan, this immaculate, turn-key lakefront property will make every day feel like a vacation. Behind the gated entrance, you are instantly transported to a private oasis on 1.75 acres with 100 feet of beachfront, and a residence that spans over 18,000 square feet. Built in 2020 by a best-in-class collaboration between Paul

  Cricket King @properties Christie's International Real Estate

  973 Sheridan Rd, Winnetka, IL 60093
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  /26

  Est $1,841,090 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,409 Sq Ft

  269 Locust Rd, Winnetka, IL 60093

  269 Locust Rd, Winnetka, IL 60093
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  /64

  $2,350,000 Sold Jun 16, 2025

  • 3,434 Sq Ft
  • $684/SF

  • 4 Beds
  • 7 Baths
  • Built 2007

  384 Hawthorn Ln, Winnetka, IL 60093

  Ideally situated in the heart of East Winnetka, within the coveted radius of New Trier, Greeley, Sheridan Road, and Lake Michigan, this stunning newer-construction home-refinished by renowned Heritage Luxury Builders in 2010-offers timeless elegance and modern comfort. The stately stone and stucco exterior with classic center entry warmly welcomes you inside. Throughout all three finished levels,

  Kelly Dunn Rynes Berkshire Hathaway HomeServices Chicago

  384 Hawthorn Ln, Winnetka, IL 60093
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  /47

  Est $1,390,719 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
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  /44

  $4,625,000 Sold Jun 16, 2025

  • 8,025 Sq Ft
  • $576/SF
  • 84 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 1926

  66 Fox Ln, Winnetka, IL 60093

  Deck the halls with boughs of holly at this magical English manor estate nestled down one of Winnetka's most cherished private lanes close to it all! Decorated in full holiday cheer, this is the home you want to come home to. When an estate can illustrate its own story without words, then you know you have discovered something truly unique. This English manor masterpiece by renowned Jazz Age

  Jena Radnay @properties Christie's International Real Estate

  66 Fox Ln, Winnetka, IL 60093
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  /52

  Est $2,563,122 Not Listed For Sale

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

  1045 Dinsmore Rd, Winnetka, IL 60093

  1045 Dinsmore Rd, Winnetka, IL 60093
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  /62

  $1,865,000 Sold Jun 13, 2025

  • 3,600 Sq Ft
  • $518/SF
  • 11 Days On Market

  • 4 Beds
  • 8 Baths
  • Built 2003

  1522 Edgewood Ln, Winnetka, IL 60093

  STUNNING HOME REBUILT IN 2024-25 ACROSS FROM NICK CORWIN PARK - UNBELIEVABLE FINISHES IN THIS STATELY BRICK AND LIMESTONE HOME IN HUBBARD WOODS. NOTE THE 2C GARAGE IS DETACHED. LIVE ACROSS FROM THE PARK, PLAYGROUND & SOCCER FIELDS. EXQUISITE DETAILS INCLUDE HANDSOME MILLWORK, TALL CEILINGS, 4 FIREPLACES, SO MUCH NEW! NEW KITCHEN, APPLIANCES, GRANITE AND STONE SURFACES, PREP ISLAND WITH

  Robin Wilson @properties Christie's International Real Estate

  1522 Edgewood Ln, Winnetka, IL 60093
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  /47

  Est $2,103,194 Not Listed For Sale

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

  428 Cedar St, Winnetka, IL 60093

  428 Cedar St, Winnetka, IL 60093
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  /18

  $1,400,000 Sold Jun 12, 2025

  • 2,466 Sq Ft
  • $568/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  1215 Hill Rd, Winnetka, IL 60093

  This wonderful and hard-to-find 3-bedroom, 2-bathroom RANCH home sits on an expansive 110 x 200 lot. As you enter, you'll be greeted by the warmth of a sun-filled living room featuring a large bay window, built-in bookshelves, a beautiful fireplace, and a large wet bar. Adjacent to the living room is the family room, with walls of windows, a hidden dry bar, and ample closet space. The bright

  Shelley Shelly @properties Christie's International Real Estate

  1215 Hill Rd, Winnetka, IL 60093
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  /42

  Est $2,660,417 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
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  /2

  $2,550,000 Sold Jun 12, 2025

  • 4,460 Sq Ft
  • $572/SF
  • 133 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1912

  1155 Chatfield Rd, Winnetka, IL 60093

  Gorgeous new construction home on a quiet street in Hubbard Woods! Close to town, schools, train and the lake! Best value for new construction in Winnetka! First floor includes an open floor plan including a Chef's kitchen with high end appliances, custom cabinetry & spacious island. Kitchen flows into the family room with fireplace and French doors to patio. Too much to mention! Tons of

  Annie flanagan @properties Christie's International Real Estate

  1155 Chatfield Rd, Winnetka, IL 60093
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  /17

  Est $958,193 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
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  /40

  $2,400,000 Sold Jun 11, 2025

  • 6,000 Sq Ft
  • $400/SF
  • 2 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1921

  495 Willow Rd, Winnetka, IL 60093

  Steps from Lake Michigan, this stunning 5BR+/4.1BA brick home is ideally situated on an expansive extra-wide lot (70x186) in a prime walk-to-everything east Winnetka location. Renovated down to the studs with an addition in 2002 plus a kitchen refresh in 2019, this home combines timeless architecture, modern sophistication and thoughtfully designed interiors boasting soaring ceilings, arched

  Paige Dooley Compass

  495 Willow Rd, Winnetka, IL 60093
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  /34

  Est $2,003,838 Not Listed For Sale

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

  870 Bryant Ave, Winnetka, IL 60093

  870 Bryant Ave, Winnetka, IL 60093
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  /89

  $5,157,000 Sold Jun 09, 2025

  • 3,117 Sq Ft
  • $1,654/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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  /40

  Est $2,002,822 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
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  /61

  $9,575,000 Sold Jun 06, 2025

  • 8,086 Sq Ft
  • $1,184/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
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  /66

  Est $2,248,779 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 3,235 Sq Ft

  1283 Westmoor Trail, Winnetka, IL 60093

  1283 Westmoor Trail, Winnetka, IL 60093
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  /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
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  /35

  Est $1,571,005 Not Listed For Sale

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

  888 Cherry St, Winnetka, IL 60093

  888 Cherry St, Winnetka, IL 60093
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  /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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  /31

  Est $865,555 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,769 Sq Ft

  1137 Willow Rd, Winnetka, IL 60093

  1137 Willow Rd, 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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  /32

  Est $1,693,288 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,379 Sq Ft

  1509 Edgewood Ln, Winnetka, IL 60093

  1509 Edgewood 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
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  /33

  Est $1,622,242 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,142 Sq Ft

  955 Vernon Ave, Winnetka, IL 60093

  955 Vernon 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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  /2

  Est $2,133,889 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,616 Sq Ft

  1412 Scott Ave, Winnetka, IL 60093

  1412 Scott Ave, 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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  /16

  Est $742,506 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  Unlisted Address

  Unlisted Address
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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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  /31

  Est $2,024,456 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,867 Sq Ft

  1044 Elm St, Winnetka, IL 60093

  1044 Elm St, Winnetka, IL 60093
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  /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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  /36

  Est $1,744,086 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,880 Sq Ft

  564 Arbor Vitae Rd, Winnetka, IL 60093

  564 Arbor Vitae Rd, Winnetka, IL 60093
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  /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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  /48

  Est $2,400,764 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,954 Sq Ft

  1148 Scott Ave, Winnetka, IL 60093

  1148 Scott Ave, Winnetka, IL 60093
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  /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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  /35

  Est $1,364,139 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  329 Rosewood Ave, Winnetka, IL 60093

  329 Rosewood Ave, Winnetka, IL 60093
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  /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
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  /42

  Est $2,395,903 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,114 Sq Ft

  520 Oak St, Winnetka, IL 60093

  520 Oak St, Winnetka, IL 60093

Showing Results 161 - 200, Page 5 of 18