Winnetka, IL Homes

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  $935,000 Sold Jul 30, 2025

  1442 Asbury Ave, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 1925

  Last Sold Summary

  • $413/SF
  • 4 Days On Market

  Current Estimated Value $1,039,033

  Last Listing Agent Sherry Molitor Compass

  1442 Asbury Ave, Winnetka, IL 60093
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  /59

  Est $1,532,234 Not Listed For Sale

  1321 Scott Ave, Winnetka, IL 60093

  • 6 Beds
  • 5 Baths
  • 3,358 Sq Ft
  • Built 1928

  1321 Scott Ave, Winnetka, IL 60093

  Last Sold Summary

  • 18% Above List Price
  • $386/SF
  • 3 Days On Market

  • Last Sold Price $1,295,000
  • Aug 29, 2023

  Last Listing Agent Joanne Hudson Compass
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  /20

  $300,000 Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  555 Hill Terrace Unit 307, Winnetka, IL 60093

  Welcome to the charming chimneys. Quiet and secluded. Pretty and bright top floor unit looking out on quaint, treelined courtyard. A large living room greets you with abundant natural light and a charming, wood burning fireplace. Separate, updated white kitchen with shaker style cabinets and granite countertops. Appliances include a double oven, gas stove, dishwasher and refrigerator/freezer.

  Celia Nelson @properties Christie's International Real Estate

  555 Hill Terrace Unit 307, Winnetka, IL 60093
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  $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 $725,900

  Last Listing Agent David Chung Compass

  736 Oak St Unit 736, Winnetka, IL 60093
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  /10

  Est $1,095,765 Not Listed For Sale

  826 Humboldt Ave, Winnetka, IL 60093

  • 3 Beds
  • 1.5 Baths
  • 1,059 Sq Ft
  • Built 1913

  826 Humboldt Ave, Winnetka, IL 60093

  Last Sold Summary

  • 55% Above List Price
  • $666/SF
  • 873 Days On Market

  • Last Sold Price $705,000
  • May 01, 2025

  Last Listing Agent Paul Harb Wilmette Real Estate & Management Company LLC
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  $1,895,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,231 Sq Ft

  91 Abbottsford Rd, Winnetka, IL 60093

  Refined elegance meets timeless North Shore charm in this premier East Winnetka location, served by Joseph Sears School (JK-8) and New Trier High School. This beautifully updated and impeccably appointed residence offers 5 bedrooms and 4.1 baths, gracious formal living and dining rooms, and a seamless open-concept layout designed for both sophisticated entertaining and everyday living. At the

  Laura Fitzpatrick @properties Christie's International Real Estate

  91 Abbottsford Rd, Winnetka, IL 60093
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  $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 $4,585,917

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

  66 Fox Ln, Winnetka, IL 60093
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  /26

  Est $1,635,574 Not Listed For Sale

  850 Eldorado St, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1945

  850 Eldorado St, Winnetka, IL 60093

  Last Sold Summary

  • 6% Above List Price
  • $692/SF
  • 3 Days On Market

  • Last Sold Price $1,550,000
  • Jan 15, 2024

  Last Listing Agent Meg Sudekum @ Properties
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  $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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  $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 $4,176,953

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

  865 Gordon Terrace, Winnetka, IL 60093
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  /25

  Est $529,350 Not Listed For Sale

  778 Green Bay Rd, Winnetka, IL 60093

  • 3 Beds
  • 3 Baths
  • 1,559 Sq Ft
  • Built 1968

  778 Green Bay Rd, Winnetka, IL 60093

  Last Sold Summary

  • 26% Above List Price
  • $269/SF
  • 4 Days On Market

  • Last Sold Price $419,250
  • Jul 17, 2024

  Last Listing Agent Joanne Hudson Compass
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  $1,739,000 Pending

  • 5 Beds
  • 5 Baths
  • 3,162 Sq Ft

  838 Lincoln Ave, Winnetka, IL 60093

  Welcome home to this beautiful east Winnetka home, where classic charm meets modern comfort and the design, ceiling heights, flow and quality is is exceptional. A gracious foyer (15 x 13) welcomes you and flows effortlessly into the inviting living room with gas fireplace and to the formal dining room - complete with a cozy window seat and timeless built-ins - the perfect setting for holiday

  Joanne Hudson Compass

  838 Lincoln Ave, Winnetka, IL 60093
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  $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

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

  419 Sheridan Rd, Winnetka, IL 60093
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  /23

  Est $795,907 Not Listed For Sale

  800 Green Bay Rd, Winnetka, IL 60093

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1921

  800 Green Bay Rd, Winnetka, IL 60093

  Last Sold Summary

  • 47% Above List Price
  • $335/SF
  • 12 Days On Market

  • Last Sold Price $540,000
  • Jul 31, 2023

  Last Listing Agent Michael Mitchell @ Properties
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  $1,700,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,347 Sq Ft

  1368 Scott Ave, Winnetka, IL 60093

  Spacious 5 bedroom 4 1/2 bath Dutch Colonial in desirable Hubbard Woods, ideally situated in a wonderful neighborhood just moments from Hubbard Woods School, the Metra train, downtown shops, restaurants and scenic forest preserve trails for biking, running, kayaking and fishing. The first floor offers loads of natural light, with welcoming living and dining areas plus a dedicated office. The

  Alan Meyerowitz @properties Christie's International Real Estate

  1368 Scott Ave, Winnetka, IL 60093
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  $1,515,000 Sold Apr 30, 2026

  916 Oak St, Winnetka, IL 60093

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • Built 1911

  Last Sold Summary

  • 8% Above List Price
  • $716/SF
  • 4 Days On Market

  Current Estimated Value $1,405,716

  Last Listing Agent Joanne Hudson Compass

  916 Oak St, Winnetka, IL 60093
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  /50

  Est $2,117,261 Not Listed For Sale

  1162 Scott Ave, Winnetka, IL 60093

  • 5 Beds
  • 6 Baths
  • 4,311 Sq Ft
  • Built 1920

  1162 Scott Ave, Winnetka, IL 60093

  Last Sold Summary

  • 10% Above List Price
  • $447/SF
  • 16 Days On Market

  • Last Sold Price $1,925,000
  • Jul 31, 2023

  Last Listing Agent Bonnie Tripton @ Properties
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  $4,500,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,212 Sq Ft

  140 Birch St, Winnetka, IL 60093

  Set behind mature landscaping on a breathtaking and rarely available full acre, this extraordinary Winnetka residence offers the kind of space, privacy, and walk-to-everything convenience that almost never coexist. Thoughtfully reimagined through a complete gut renovation and expansion in 2010-including a new lower level, this 6-bedroom, 5.2-bath home lives beautifully for today while honoring

  Julie Miller Compass

  140 Birch St, Winnetka, IL 60093
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  $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 $1,718,434

  Last Listing Agent Kathryn Moor Compass

  567 Provident Ave, Winnetka, IL 60093
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  /36

  Est $1,789,553 Not Listed For Sale

  385 Provident Ave, Winnetka, IL 60093

  • 4 Beds
  • 4.5 Baths
  • 3,178 Sq Ft
  • Built 1996

  385 Provident Ave, Winnetka, IL 60093

  Last Sold Summary

  • 11% Above List Price
  • $508/SF
  • 3 Days On Market

  • Last Sold Price $1,615,000
  • Apr 24, 2024

  Last Listing Agent Leslie Maguire @ Properties
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  $1,439,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  373 Sunset Rd, Winnetka, IL 60093

  Welcome to 373 Sunset Road, an spacious 5-bedroom, 3.1-bath brick and frame home in sought-after East Winnetka. Ideally located near Greeley Elementary, New Trier High School, the Indian Hill Metra, and just moments from Lake Michigan beaches, this home offers a wonderful blend of classic architecture and exceptional space. The gracious floor plan features a welcoming foyer, office/music room,

  Joanne Hudson Compass

  373 Sunset Rd, Winnetka, IL 60093
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  $1,875,000 Sold Apr 24, 2026

  1092 Ash St, Winnetka, IL 60093

  • 4 Beds
  • 3 Baths
  • 3,622 Sq Ft
  • Built 1926

  Last Sold Summary

  • 6% Above List Price
  • $518/SF

  Current Estimated Value $1,663,305

  Last Listing Agent Sally O'Donnell @properties Christie's International Real Estate

  1092 Ash St, Winnetka, IL 60093
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  Est $1,636,186 Not Listed For Sale

  1271 Asbury Ave, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft
  • Built 1920

  1271 Asbury Ave, Winnetka, IL 60093

  Last Sold Summary

  • 9% Above List Price
  • $483/SF
  • 3 Days On Market

  • Last Sold Price $1,502,000
  • Jun 02, 2023

  Last Listing Agent Bonnie Tripton @ Properties
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  $1,299,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,316 Sq Ft

  1295 Sunview Ln, Winnetka, IL 60093

  Exciting chance to refashion this light-filled ranch home to your personal vision. Large windows throughout the home offer beautiful views and light. The spacious kitchen opens to the vaulted family room. The master bedroom and second bedroom are on the first floor, plus two full baths, family room, living room, dining room, and screened porch. Outdoors, there is an expansive stone patio and pond

  Margaret Goss @properties Christie's International Real Estate

  1295 Sunview Ln, Winnetka, IL 60093
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  $950,000 Sold Jan 20, 2026

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,062 Sq Ft
  • Built 1928

  Last Sold Summary

  • $461/SF
  • 2 Days On Market

  Current Estimated Value $1,015,262

  Last Listing Agent Susan Duffey @properties Christie's International Real Estate

  Unlisted Address
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  /37

  Est $1,503,628 Not Listed For Sale

  807 Cherry St, Winnetka, IL 60093

  • 6 Beds
  • 4.5 Baths
  • 2,284 Sq Ft
  • Built 1921

  807 Cherry St, Winnetka, IL 60093

  Last Sold Summary

  • 7% Above List Price
  • $613/SF
  • 4 Days On Market

  • Last Sold Price $1,400,000
  • Apr 03, 2024

  Last Listing Agent Susan Maman @ Properties
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  $1,885,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,932 Sq Ft

  1082 Ash St, Winnetka, IL 60093

  Picture perfect 4 bed, 3.1 bath colonial farmhouse set on a deep (50 X 178) lot in the coveted "tree streets" of Winnetka. (prime location - walking to preschool thru 8th grade) Lovingly renovated and maintained, 1082 Ash offers an artful blend of charm, modern amenities, and the finest of finishes. This home boasts gracious rooms, timeless architectural details, and exceptional millwork

  Sara Sullivan Compass

  1082 Ash St, Winnetka, IL 60093
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  $910,000 Sold Dec 17, 2025

  158 Woodland Ave, Winnetka, IL 60093

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $414/SF

  Current Estimated Value $962,916

  Last Listing Agent Catherine O'Connell @properties Christie's International Real Estate

  158 Woodland Ave, Winnetka, IL 60093
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  Est $1,762,197 Not Listed For Sale

  550 Sheridan Rd, Winnetka, IL 60093

  • 5 Beds
  • 4.5 Baths
  • 4,443 Sq Ft
  • Built 1942

  550 Sheridan Rd, Winnetka, IL 60093

  Last Sold Summary

  • 7% Above List Price
  • $369/SF
  • 58 Days On Market

  • Last Sold Price $1,640,000
  • Mar 14, 2025

  Last Listing Agent Jena Radnay @ Properties
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  $50,000

  • 3 Beds
  • 2 Baths

  431 4th St, Winnetka, IL 60093

  This mobile home features 3 bedrooms and 2 bathrooms and is located within the desirable Glenview School District. The home offers an large kitchen with an additional eating area, in addition to the large dining room. A laundry room is right off the kitchen. The master bathroom includes a full bath. Two additional bedrooms round out this spaces 45X25 mobile home. The furnace and boiler are newer.

  Michelle Galindo Baird & Warner

  431 4th St, Winnetka, IL 60093
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  $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 $3,513,914

  Last Listing Agent Grace Goro Compass

  180 De Windt Rd, Winnetka, IL 60093
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  Est $553,980 Not Listed For Sale

  711 Oak St Unit 210, Winnetka, IL 60093

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 1983

  711 Oak St Unit 210, Winnetka, IL 60093

  Last Sold Summary

  • 18% Above List Price
  • $251/SF
  • 4 Days On Market

  • Last Sold Price $469,000
  • Jul 06, 2023

  Last Listing Agent Chris Veech @ Properties
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  $1,290,000

  • Land
  • 1.36 Acres
  • $948,529 per Acre

  2033 Winnetka Rd, Winnetka, IL 60093

  Reduced new price for the land is more than $100,000 less than the original !! Rare chance to own 1.36 acres of land on beautiful Winnetka rd will provide you endless possibilities to build your dream home. Incredible opportunity to collaborate with experienced luxury builder or bring your own builder. Winnetka High School District. Amazing location- close to Northfield Park District,Westfield

  Natalya Gorodetsky Core Realty & Investments, Inc

  2033 Winnetka 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 $4,763,530

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

  775 Sumac Ln, Winnetka, IL 60093
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  Est $2,715,574 Not Listed For Sale

  1024 Westmoor Rd, Winnetka, IL 60093

  • 5 Beds
  • 8 Baths
  • 5,619 Sq Ft
  • Built 2008

  1024 Westmoor Rd, Winnetka, IL 60093

  Last Sold Summary

  • 12% Above List Price
  • $432/SF
  • 48 Days On Market

  • Last Sold Price $2,425,000
  • Aug 28, 2023

  Last Listing Agent Rene Firmin @ Properties
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  $16,900,000

  • 6 Beds
  • 10 Baths
  • 15,000 Sq Ft

  915 Sunset Rd, Winnetka, IL 60093

  A Home That Redefines Scale and Lifestyle. With over 17,000 square feet of meticulously designed living space-including 7,500 square feet dedicated to main-floor living and entertaining-this residence represents one of the most comprehensive lifestyle homes ever built in Winnetka. Designed and built by noted builder, every element was curated for collectors, entertainers, and owners who value

  Mary Maris Village Realty Group Inc

  915 Sunset Rd, Winnetka, IL 60093
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  $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

  Current Estimated Value $2,093,678

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

  1503 Edgewood Ln, Winnetka, IL 60093
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  Est $2,917,211 Not Listed For Sale

  1016 Westmoor Rd, Winnetka, IL 60093

  • 5 Beds
  • 6.5 Baths
  • 4,600 Sq Ft
  • Built 2005

  1016 Westmoor Rd, Winnetka, IL 60093

  Last Sold Summary

  • 1% Above List Price
  • $630/SF
  • 20 Days On Market

  • Last Sold Price $2,900,000
  • May 28, 2024

  Last Listing Agent Jeannie Kurtzhalts Baird Warner
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  $2,995,000 Pending

  • 5 Beds
  • 7 Baths
  • 5,900 Sq Ft

  358 Winnetka Ave, Winnetka, IL 60093

  Incredible Coveted Home with 5 bedrooms, 5.2 bathrooms, 3 garages on 1/3 acre property boasts Winnetka address and Kenilworth School District. Built in 2004, this beautiful brick home feels like new construction with a complete first floor renovation in 2019 and upgrades throughout the home. As you enter the sun filled foyer, you are greeted with an open floor plan and 9'.5" ceilings. Flanking

  Kathryn Mangel @properties Christie's International Real Estate

  358 Winnetka Ave, Winnetka, IL 60093
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  $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 $1,843,868

  Last Listing Agent Paige Dooley Compass

  54 Indian Hill Rd, Winnetka, IL 60093

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