Winnetka, IL Homes

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  /34

  $1,495,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,064 Sq Ft

  1347 Sunview Ln, Winnetka, IL 60093

  Set on a professionally landscaped half-acre in the coveted Hubbard Woods School District, this exceptional 4-bedroom, 3.1-bath home offers expansive living spaces, refined finishes, and an effortless floor plan. A gracious foyer opens to an elegant circular layout featuring a sun-filled living room anchored by a striking fireplace, a handsome private office overlooking the landscaped grounds,

  

  Mary Grant

  @properties Christie's International Real Estate

  1347 Sunview Ln, Winnetka, IL 60093
• Explore Winnetka

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  /7

  Starting at $1,870 Per Month

  • 1 Bed

  458 Winnetka Ave, Winnetka, IL 60093

  Renovated 1 bedroom in a well run vintage two story building! . Hardwood floors. Bright apartment w large picture windows, Eat in kitchen with dishwasher and microwave. Large bedroom (with closet) fitting for even a king size bed. Large bathroom.Heat and water included. Clean and tidy laundry room in building plus bike storage. Classic, original details combine with fresh updates to

  460 Winnetka Ave.

  458 Winnetka Ave, Winnetka, IL 60093
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  /58

  $2,750,000

  Sold Feb 13, 2026

  205 Scott Ave, Winnetka, IL 60093

  • 5 Beds
  • 5 Baths
  • 6,162 Sq Ft
  • Built 1933

  Last Sold Summary

  • 4% Below List Price
  • $446/SF
  • 21 Days On Market

  Current Estimated Value $2,808,427

  Last Listing Agent Nicole Hajdu Baird & Warner

  205 Scott Ave, Winnetka, IL 60093
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  /2

  Est $4,939,025

  Not Listed For Sale

  775 Sumac Ln, Winnetka, IL 60093

  • 5 Beds
  • 8.5 Baths
  • 6,240 Sq Ft
  • Built 2004

  775 Sumac Ln, Winnetka, IL 60093

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Annie flanagan @properties Christie's International Real Estate
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  /76

  $3,495,000

  • 6 Beds
  • 8 Baths
  • 5,894 Sq Ft

  Unlisted Address

  Set on over half an acre on private Indian Hill Road within the sought-after Greeley School District, this exceptional 6-bedroom, 6.2-bath home offers the perfect blend of timeless elegance and everyday livability. Striking curb appeal sets the tone for the gracious yet highly functional interior. A grand foyer with a dramatic curved staircase introduces beautifully scaled living spaces,

  

  Mary Grant

  @properties Christie's International Real Estate

  Unlisted Address
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  /13

  $2,050 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  894 Green Bay Rd Unit 896A-09, Winnetka, IL 60093

  Renovated 1 bedroom apartment in Winnetka! Features hardwood floors, spacious living area, updated kitchen & bath. Laundry available on-site. Pets welcome. Close to Hubbard Woods Park, Metra, restaurants and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  894 Green Bay Rd Unit 896A-09, Winnetka, IL 60093
• 

  /2

  $875,000

  Sold Jan 12, 2026

  1288 Sunview Ln, Winnetka, IL 60093

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft
  • Built 1955

  Last Sold Summary

  • 27% Below List Price
  • $322/SF
  • 158 Days On Market

  Current Estimated Value $1,169,281

  Last Listing Agent Dinny Dwyer Compass

  1288 Sunview Ln, Winnetka, IL 60093
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  /35

  Est $1,197,264

  Not Listed For Sale

  886 Willow Rd, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 2,534 Sq Ft
  • Built 1910

  886 Willow Rd, Winnetka, IL 60093

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Carly Jones Engel & Voelkers Chicago North Shore
• 

  

  /19

  $360,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  134 Green Bay Rd Unit 104, Winnetka, IL 60093

  Sun-drenched mornings define this coveted two-bedroom, two-bathroom residence. Located in a premier building within a highly sought-after location, this home welcomes you with a bright, cheerful, thoughtful layout. The east-facing exposure ensures the living spaces are bathed in natural light, while the charming private balcony offers the perfect spot for a morning coffee or an evening breeze.

  Dinny Dwyer Compass

  134 Green Bay Rd Unit 104, Winnetka, IL 60093
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  /14

  $2,150 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  545 Chestnut St Unit 545-301, Winnetka, IL 60093

  Renovated 1 bedroom apartment in Winnetka! Unit features hardwood floors, updated kitchen & bath, separate dining area, laundry in-unit. Pet friendly building. Great location close to Dwyer Park, Metra, restaurants and shopping! Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.

  545 Chestnut St Unit 545-301, Winnetka, IL 60093
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  /15

  $1,675,000

  Sold Aug 28, 2025

  917 Willow Rd, Winnetka, IL 60093

  • 4 Beds
  • 5 Baths
  • 4,352 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $385/SF
  • 38 Days On Market

  Current Estimated Value $1,658,000

  Last Listing Agent Grace Goro Compass

  917 Willow Rd, Winnetka, IL 60093
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  /73

  Est $2,547,060

  Not Listed For Sale

  3 Woodley Manor, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 6,322 Sq Ft
  • Built 1955

  3 Woodley Manor, Winnetka, IL 60093

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Tommy Choi Keller Williams ONEChicago
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  /84

  $3,850,000

  Pending

  • 7 Beds
  • 5.5 Baths

  605 Arbor Vitae Rd, Winnetka, IL 60093

  A RARE OPPORTUNITY...in the HEART of East Winnetka, this iconic home is among the Village's most admired residences! Commanding an elevated setting atop Arbor Vitae, the magnificent home was designed by renowned architects Otis & Clark and has earned its grand reputation as Winnetka's own "Castle on the Hill." It boasts one of the most exceptional backyard retreats! Featured in Luxe Magazine and

  Megan Panje-Wilson Jameson Sotheby's International Realty

  605 Arbor Vitae Rd, Winnetka, IL 60093
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  /10

  $1,670 Per Month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  918 Green Bay Rd Unit 3E, Winnetka, IL 60093

  UNIT FEATURES: * Hardwood Floors * Dishwasher * Mini Blinds * Ceiling Fans * Plenty of Closet Space

  918 Green Bay Rd Unit 3E, Winnetka, IL 60093
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  /49

  $1,520,000

  Sold Aug 12, 2025

  605 Lincoln Ave, Winnetka, IL 60093

  • 4 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • Built 1914

  Last Sold Summary

  • 17% Above List Price
  • $507/SF
  • 5 Days On Market

  Current Estimated Value $1,644,687

  Last Listing Agent Patricia Skirving Compass

  605 Lincoln Ave, Winnetka, IL 60093
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  /44

  Est $3,705,300

  Not Listed For Sale

  180 De Windt Rd, Winnetka, IL 60093

  • 5 Beds
  • 3.5 Baths
  • 5,735 Sq Ft
  • Built 1930

  180 De Windt Rd, Winnetka, IL 60093

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Grace Goro Compass
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  /18

  $5,975,000

  New Construction

  • 7 Beds
  • 8.5 Baths
  • 11,000 Sq Ft

  455 Sheridan Rd, Winnetka, IL 60093

  New magnificent transitional home with approximately 11,000 square feet finished space. Exterior is constructed of brick and limestone with slate roof which represents timeless construction. Close to Plaza del Lago with its numerous shops and restaurants, Kenilworth beach, schools and train the house features 7 bedrooms, 8.1 bath, 3 fireplaces, spectacular kitchen with top-of-the-line appliances

  Milena Birov @properties Christie's International Real Estate

  455 Sheridan Rd, Winnetka, IL 60093
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  /2

  $1,670 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  916 Green Bay Rd Unit 918-3E, Winnetka, IL 60093

  Charming 1 bedroom apartment in Winnetka! Unit features hardwood floors, spacious living area. Electric heat. Close to Metra, Hubbard Woods Park, grocery, restaurants and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  916 Green Bay Rd Unit 918-3E, Winnetka, IL 60093
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  /5

  $5,600,000

  Sold Feb 26, 2026

  674 Hill Rd, Winnetka, IL 60093

  • 6 Beds
  • 6 Baths
  • 9,000 Sq Ft
  • Built 1916

  Last Sold Summary

  • 32% Above List Price
  • $622/SF
  • 16 Days On Market

  Current Estimated Value $5,356,786

  Last Listing Agent Lori Neuschel @properties Christie's International Real Estate

  674 Hill Rd, Winnetka, IL 60093
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  /63

  Est $2,294,454

  Not Listed For Sale

  350 Elder Ln, Winnetka, IL 60093

  • 5 Beds
  • 5 Baths
  • 5,675 Sq Ft
  • Built 1926

  350 Elder Ln, Winnetka, IL 60093

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Alyson Tesar @properties Christie's International Real Estate
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  /55

  $3,799,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 3,487 Sq Ft

  785 Mount Pleasant St, Winnetka, IL 60093

  Relax in this storybook setting reminiscent of rural Connecticut...An exceptional and rare opportunity to find a luxuriously simplistic, stylized Colonial classic located in the heart of Winnetka! Designed by noted architect, Paul Konstant, this breathtaking home is artfully sited on an oversized lot (120' wide) of abundant, panoramic landscaped grounds that exudes quality in every thoughtful

  Paige Dooley Compass

  785 Mount Pleasant St, Winnetka, IL 60093
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  /16

  $2,250

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  953 Westmoor Rd Unit 1, Winnetka, IL 60093

  Beautiful and bright 3 Bedroom unit with large private patio. Hardwood floors throughout and bedrooms upstairs. One and one half baths and in unit laundry. One garage spot included and easy street parking. Living room dining room opens to the stone patio. Updated kitchen with stainless steel appliances. Master bedroom and 2 large bedrooms - good closet space and storage in the attic with pull

  953 Westmoor Rd Unit 1, Winnetka, IL 60093
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  /2

  $1,890,008

  Sold May 18, 2026

  67 Brier St, Winnetka, IL 60093

  • 5 Beds
  • 6 Baths
  • 4,200 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $450/SF
  • 34 Days On Market

  Current Estimated Value $1,872,662

  Last Listing Agent Nehru Arunasalam @properties Christie's International Real Estate

  67 Brier St, Winnetka, IL 60093
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  /20

  Est $883,469

  Not Listed For Sale

  812 Oak St Unit 201, Winnetka, IL 60093

  • 2 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 1997

  812 Oak St Unit 201, Winnetka, IL 60093

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Laura McCain Compass
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  /27

  $950,000

  • 4 Beds
  • 1.5 Baths
  • 2,105 Sq Ft

  979 Vine St, Winnetka, IL 60093

  This 4-Bedrm and 2-Bath Cottage style home sits on a 5,267 Sq Ft lot in coveted Winnetka Hubbard Woods. This property located in top -rated schools (Hubbard Elementary) presents potential to renovate, expand or reimagine in a premier North Shore setting. The main floor plan unveils an open concept with a sprawling Family room filled with natural light next to separate sitting room with a gorgeous

  Jacek Piktel Coldwell Banker Realty

  979 Vine St, Winnetka, IL 60093
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  /8

  $1,545

  Total Monthly Price

  • Studio
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  930 Green Bay Rd Unit 2C`, Winnetka, IL 60093

  UPDATED STUDIOS & 1BRS IN THE HEART OF WINNETKAUPDATED APARTMENTS:- Hardwood Floors- Restored Wood Trim- Updated Kitchen- SS Appliances- Washer/Dryer Combo- Dishwasher- Quartz Countertop- Backsplash- Updated Bathroom- Mini Blinds- Ceiling Fans- Plenty of Closet SpaceBUILDING FEATURES:- On-site Laundry- Cable/Internet

  930 Green Bay Rd Unit 2C`, Winnetka, IL 60093
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  /56

  $2,450,000

  Sold Oct 06, 2025

  107 Woodley Rd, Winnetka, IL 60093

  • 5 Beds
  • 4.5 Baths
  • 5,001 Sq Ft
  • Built 1956

  Last Sold Summary

  • 14% Above List Price
  • $490/SF
  • 8 Days On Market

  Current Estimated Value $2,603,405

  Last Listing Agent Jena Radnay @properties Christie's International Real Estate

  107 Woodley Rd, Winnetka, IL 60093
• 

  

  /22

  Est $1,240,702

  Not Listed For Sale

  812 Oak St Unit 200, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1997

  812 Oak St Unit 200, Winnetka, IL 60093

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Cricket King @properties Christie's International Real Estate
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  /34

  $2,195,000

  Pending

  • 6 Beds
  • 6 Baths
  • 4,142 Sq Ft

  757 Locust St, Winnetka, IL 60093

  757 Locust is a stunning 6-bedroom, 4.2-bath home set on a 15,000-square-foot lot in the heart of Hubbard Woods. Built in 1920 and thoughtfully updated over the years, this exceptional residence blends timeless architecture with modern comfort, with large, light-filled rooms, soaring ceilings, and oversized windows that create a sense of space throughout. A bluestone walkway leads to a gracious

  Lisa Weis @properties Christie's International Real Estate

  757 Locust St, Winnetka, IL 60093
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  /20

  $1,795

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  701 Elm St Unit J04P, Winnetka, IL 60093

  701 Elm St Unit J04P, Winnetka, IL 60093
• 

  

  /59

  $2,000,000

  Sold Apr 01, 2026

  1215 Spruce St, Winnetka, IL 60093

  • 4 Beds
  • 5 Baths
  • 3,633 Sq Ft
  • Built 1955

  Last Sold Summary

  • $551/SF
  • 6 Days On Market

  Current Estimated Value $2,002,248

  Last Listing Agent Megan Mawicke Jameson Sotheby's International Realty

  1215 Spruce St, Winnetka, IL 60093
• 

  

  /22

  Est $622,869

  Not Listed For Sale

  720 Green Bay Rd Unit 3B, Winnetka, IL 60093

  • 2 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 2007

  720 Green Bay Rd Unit 3B, Winnetka, IL 60093

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Katie Marx Coldwell Banker Realty
• 

  

  /21

  $2,785,000

  • 6 Beds
  • 5.5 Baths

  82 Woodley Rd, Winnetka, IL 60093

  Tucked away on one of Winnetka's most prestigious and serene lanes, this estate offers a rare blend of timeless North Shore elegance and a sense of true sanctuary. This isn't just a home; it's a sprawling residence designed for a lifestyle of both grand-scale entertaining and quiet, sun-drenched mornings. From the moment you pull up the winding drive, the home's commanding presence and lush,

  Michael Mitchell @properties Christie's International Real Estate

  82 Woodley Rd, Winnetka, IL 60093
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  /27

  $1,545 - $1,670

  Total Monthly Price

  • Studio - 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  924 Green Bay Rd, Winnetka, IL 60093

  924 Green Bay Rd, Winnetka, IL 60093
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  /72

  $1,795,000

  Sold Apr 03, 2026

  567 Hill Terrace, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,662 Sq Ft
  • Built 1924

  Last Sold Summary

  • 6% Above List Price
  • $490/SF
  • 4 Days On Market

  Current Estimated Value $1,802,035

  Last Listing Agent Lauren Schuh-Dayton Jameson Sotheby's Intl Realty

  567 Hill Terrace, Winnetka, IL 60093
• 

  

  /13

  Est $508,345

  Not Listed For Sale

  720 Green Bay Rd Unit 2E, Winnetka, IL 60093

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2007

  720 Green Bay Rd Unit 2E, Winnetka, IL 60093

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Marjorie Richter Baird & Warner
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  /67

  $7,999,900

  • 6 Beds
  • 9 Baths
  • 10,588 Sq Ft

  919 Hill Rd, Winnetka, IL 60093

  An extraordinary "boutique hotel" living experience, impeccably situated in the heart of Winnetka. Beyond a stately solid-iron gate adorned with gold medallion accents lies a private sanctuary just 18 miles from Chicago and less than half a mile from the sandy shores of Lake Michigan. Evoking the glamour and grandeur of a Roaring Twenties estate, this remarkable residence channels the elegance of

  Jena Radnay @properties Christie's International Real Estate

  919 Hill Rd, Winnetka, IL 60093
• 

  

  /21

  $1,425 - $1,670

  Total Monthly Price

  • Studio - 1 Bed
  • 1 Bath
  • 350 Sq Ft
  • Condo for Rent

  910 Green Bay Rd, Winnetka, IL 60093

  910 Green Bay Rd, Winnetka, IL 60093
• 

  /2

  $3,100,000

  Sold Feb 17, 2026

  Unlisted Address

  • 6 Beds
  • 7 Baths
  • 5,338 Sq Ft
  • Built 1915

  Last Sold Summary

  • 3% Below List Price
  • $581/SF
  • 16 Days On Market

  Current Estimated Value $3,208,303

  Last Listing Agent Jena Radnay @properties Christie's International Real Estate

  Unlisted Address
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  /41

  Est $773,183

  Not Listed For Sale

  720 Green Bay Rd Unit 2D, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 1,931 Sq Ft
  • Built 2007

  720 Green Bay Rd Unit 2D, Winnetka, IL 60093

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Vickie Liu Baird & Warner

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