Winnetka, IL Homes

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  /2

  $750,000 Sold Jul 03, 2025

  736 Oak St Unit 736, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1965

  Last Sold Summary

  • 19% Above List Price
  • $469/SF
  • 1 Day On Market

  Current Estimated Value $719,979

  Last Listing Agent David Chung Compass

  736 Oak St Unit 736, Winnetka, IL 60093
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  /28

  Est $1,313,794 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  1476 Scott Ave, Winnetka, IL 60093

  1476 Scott Ave, Winnetka, IL 60093
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  /53

  $2,799,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,748 Sq Ft

  334 Woodland Ave, Winnetka, IL 60093

  Absolutely breathtaking "better-than-new" East Winnetka Classic on an oversized (75' wide) property in a desirable walk-to-all location beautifully balances elegance and ease. Exquisitely renovated with timeless details and high-end designer finishes, it offers a harmonious blend of refined design and modern comfort on 1/3-acre of beautifully landscaped grounds with an attached two-car garage.

  Paige Dooley Compass

  334 Woodland Ave, Winnetka, IL 60093
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  /44

  $4,625,000 Sold Jun 16, 2025

  66 Fox Ln, Winnetka, IL 60093

  • 6 Beds
  • 8 Baths
  • 8,025 Sq Ft
  • Built 1926

  Last Sold Summary

  • 12% Below List Price
  • $576/SF
  • 84 Days On Market

  Current Estimated Value $4,566,667

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

  66 Fox Ln, Winnetka, IL 60093
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  /59

  Est $1,674,538 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,358 Sq Ft

  1321 Scott Ave, Winnetka, IL 60093

  1321 Scott Ave, Winnetka, IL 60093
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  /59

  $1,995,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,288 Sq Ft

  335 Fairview Ave, Winnetka, IL 60093

  This meticulously renovated and turn-key home offers a blend of exceptional design and tranquil privacy. Completely gutted and renovated in 2022, every corner of this three-story residence has been thoughtfully finished to suit modern living. The first floor welcomes you with a welcoming entrance hall that seamlessly connects to the family room, kitchen, dining, and living room - or an ideal

  Joanne Hudson Compass

  335 Fairview Ave, Winnetka, IL 60093
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  /71

  $3,900,000 Sold May 14, 2025

  865 Gordon Terrace, Winnetka, IL 60093

  • 5 Beds
  • 6.5 Baths
  • 9,350 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $417/SF
  • 45 Days On Market

  Current Estimated Value $4,303,722

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

  865 Gordon Terrace, Winnetka, IL 60093
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  /26

  Est $1,639,500 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  850 Eldorado St, Winnetka, IL 60093

  850 Eldorado St, Winnetka, IL 60093
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  /26

  $1,550,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  764 Boal Pkwy, Winnetka, IL 60093

  Set amidst a stunning wooded backdrop between the tranquil Skokie Lagoons and the lush Winnetka Golf Club, this remarkable home offers three bedrooms and 3.1 baths across more than 3,000 square feet of thoughtfully designed living space. Situated at the end of a peaceful lane, the setting is as serene as it is beautiful. The interiors feature exceptional open spaces with elegant hardwood floors

  Gloria Matlin Compass

  764 Boal Pkwy, Winnetka, IL 60093
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  /10

  $705,000 Sold May 01, 2025

  826 Humboldt Ave, Winnetka, IL 60093

  • 3 Beds
  • 1.5 Baths
  • 1,059 Sq Ft

  Last Sold Summary

  • 20% Below List Price
  • $666/SF
  • 873 Days On Market

  Current Estimated Value $887,086

  Last Listing Agent Paul Harb Wilmette Real Estate & Management Company LLC

  826 Humboldt Ave, Winnetka, IL 60093
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  /25

  Est $537,262 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,559 Sq Ft

  778 Green Bay Rd, Winnetka, IL 60093

  778 Green Bay Rd, Winnetka, IL 60093
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  /71

  $3,199,900

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

  Unlisted Address

  Centrally located in a premiere "get to everything" A+ location, this quintessential North Shore coastal shingle home delivers the best of both worlds. Thoughtfully remodeled and reimagined by notable North Shore architect Paul Konstant that beautifully blends classic character with a refreshed, modern floor plan that marries timeless architecture with designer-perfected living. Step inside to a

  Jena Radnay @properties Christie's International Real Estate

  Unlisted Address
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  /2

  $31,250,000 Sold Aug 29, 2025

  419 Sheridan Rd, Winnetka, IL 60093

  • 7 Beds
  • 13 Baths
  • 13,894 Sq Ft
  • Built 1928

  Last Sold Summary

  • 11% Below List Price
  • $2,249/SF
  • 145 Days On Market

  Current Estimated Value $5,005,286

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

  419 Sheridan Rd, Winnetka, IL 60093
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  /23

  Est $816,638 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  800 Green Bay Rd, Winnetka, IL 60093

  800 Green Bay Rd, Winnetka, IL 60093
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  /22

  $615,000 Sold Jan 06, 2025

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

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

  Last Sold Summary

  • 4% Below List Price
  • $367/SF
  • 38 Days On Market

  Current Estimated Value $648,982

  Last Listing Agent Katie Marx Coldwell Banker Realty

  720 Green Bay Rd Unit 3B, Winnetka, IL 60093
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  /50

  Est $2,170,417 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,311 Sq Ft

  1162 Scott Ave, Winnetka, IL 60093

  1162 Scott Ave, Winnetka, IL 60093
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  /36

  $1,716,000 Sold Aug 15, 2025

  567 Provident Ave, Winnetka, IL 60093

  • 5 Beds
  • 4.5 Baths
  • 3,747 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Above List Price
  • $458/SF
  • 6 Days On Market

  Current Estimated Value $1,709,783

  Last Listing Agent Kathryn Moor Compass

  567 Provident Ave, Winnetka, IL 60093
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  /24

  Est $1,536,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  740 Humboldt Ave, Winnetka, IL 60093

  740 Humboldt Ave, Winnetka, IL 60093
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  /35

  $4,350,000 Sold Mar 03, 2025

  780 Lincoln Ave, Winnetka, IL 60093

  • 5 Beds
  • 8 Baths
  • 9,754 Sq Ft
  • Built 2013

  Last Sold Summary

  • 9% Below List Price
  • $446/SF
  • 64 Days On Market

  Current Estimated Value $4,001,589

  Last Listing Agent Milena Birov @properties Christie's International Real Estate

  780 Lincoln Ave, Winnetka, IL 60093
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  /36

  Est $1,791,546 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,178 Sq Ft

  385 Provident Ave, Winnetka, IL 60093

  385 Provident Ave, Winnetka, IL 60093
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  /44

  $3,750,000 Sold Aug 01, 2025

  180 De Windt Rd, Winnetka, IL 60093

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

  Last Sold Summary

  • 3% Above List Price
  • $654/SF
  • 2 Days On Market

  Current Estimated Value $3,582,333

  Last Listing Agent Grace Goro Compass

  180 De Windt Rd, Winnetka, IL 60093
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  /19

  Est $4,327,500 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,650 Sq Ft

  41 Indian Hill Rd, Winnetka, IL 60093

  41 Indian Hill Rd, Winnetka, IL 60093
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  /2

  $4,700,000 Sold Aug 05, 2025

  775 Sumac Ln, Winnetka, IL 60093

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

  Last Sold Summary

  • 2% Below List Price
  • $753/SF
  • 9 Days On Market

  Current Estimated Value $4,516,667

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

  775 Sumac Ln, Winnetka, IL 60093
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  /39

  Est $1,724,333 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft

  1271 Asbury Ave, Winnetka, IL 60093

  1271 Asbury Ave, Winnetka, IL 60093
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  /46

  $2,200,000 Sold Oct 15, 2025

  1503 Edgewood Ln, Winnetka, IL 60093

  • 4 Beds
  • 5 Baths
  • 3,319 Sq Ft
  • Built 1927

  Last Sold Summary

  • 23% Above List Price
  • $663/SF
  • 3 Days On Market

  Last Listing Agent Sarah Lyons @properties Christie's International Real Estate

  1503 Edgewood Ln, Winnetka, IL 60093
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  /37

  Est $1,649,031 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 2,284 Sq Ft

  807 Cherry St, Winnetka, IL 60093

  807 Cherry St, Winnetka, IL 60093
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  /41

  $1,950,000 Sold May 29, 2025

  54 Indian Hill Rd, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 4,206 Sq Ft
  • Built 1961

  Last Sold Summary

  • 15% Above List Price
  • $464/SF
  • 2 Days On Market

  Current Estimated Value $1,724,152

  Last Listing Agent Paige Dooley Compass

  54 Indian Hill Rd, Winnetka, IL 60093
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  /30

  Est $599,955 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  711 Oak St Unit 210, Winnetka, IL 60093

  711 Oak St Unit 210, Winnetka, IL 60093
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  /45

  $2,300,000 Sold Mar 28, 2025

  399 Ridge Ave, Winnetka, IL 60093

  • 5 Beds
  • 7 Baths
  • 5,200 Sq Ft

  Last Sold Summary

  • $442/SF
  • 125 Days On Market

  Current Estimated Value $2,171,455

  Last Listing Agent Rich Aronson Compass

  399 Ridge Ave, Winnetka, IL 60093
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  /38

  Est $2,798,994 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,619 Sq Ft

  1024 Westmoor Rd, Winnetka, IL 60093

  1024 Westmoor Rd, Winnetka, IL 60093
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  /33

  $1,925,000 Sold Oct 23, 2025

  355 Myrtle St, Winnetka, IL 60093

  • 5 Beds
  • 4.5 Baths
  • 4,544 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $424/SF
  • 45 Days On Market

  Last Listing Agent Mary Grant @properties Christie's International Real Estate

  355 Myrtle St, Winnetka, IL 60093
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  /48

  Est $2,760,967 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 4,600 Sq Ft

  1016 Westmoor Rd, Winnetka, IL 60093

  1016 Westmoor Rd, Winnetka, IL 60093
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  /2

  $1,502,000 Sold Apr 30, 2025

  1050 Elm St, Winnetka, IL 60093

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft

  Last Sold Summary

  • 11% Above List Price
  • $549/SF
  • 3 Days On Market

  Current Estimated Value $1,513,799

  Last Listing Agent Howard Meyers Compass

  1050 Elm St, Winnetka, IL 60093
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  /50

  Est $1,875,768 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,123 Sq Ft

  1509 Asbury Ave, Winnetka, IL 60093

  1509 Asbury Ave, Winnetka, IL 60093
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  /16

  $605,000 Sold Feb 11, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $392/SF
  • 22 Days On Market

  Current Estimated Value $650,890

  Last Listing Agent Mary Sehlhorst Jameson Sotheby's International Realty

  360 Green Bay Rd Unit 4C, Winnetka, IL 60093
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  /42

  Est $1,605,191 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,354 Sq Ft

  1041 Elm St, Winnetka, IL 60093

  1041 Elm St, Winnetka, IL 60093
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  /35

  $1,477,000 Sold Aug 15, 2025

  1218 Cherry St, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 1,962 Sq Ft
  • Built 1940

  Last Sold Summary

  • 21% Above List Price
  • $753/SF
  • 4 Days On Market

  Current Estimated Value $1,426,483

  Last Listing Agent Mary Egebrecht Jameson Sotheby's Intl Realty

  1218 Cherry St, Winnetka, IL 60093
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  /20

  Est $605,880 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  711 Oak St Unit 401, Winnetka, IL 60093

  711 Oak St Unit 401, Winnetka, IL 60093
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  /22

  $1,200,000 Sold May 28, 2025

  812 Oak St Unit 200, Winnetka, IL 60093

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

  Last Sold Summary

  • 21% Above List Price
  • $522/SF
  • 5 Days On Market

  Current Estimated Value $1,238,138

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

  812 Oak St Unit 200, Winnetka, IL 60093
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  /54

  Est $1,622,934 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,949 Sq Ft

  1168 Hamptondale Ave, Winnetka, IL 60093

  1168 Hamptondale Ave, Winnetka, IL 60093

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