Winnetka, IL Homes

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  /58

  $2,850,000 Pending

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

  205 Scott Ave, Winnetka, IL 60093

  Beautifully renovated lannon stone luxury residence steps from town, train and the lake. Enter through the grand center hall that leads to both the dining room with floor to ceiling windows and an inviting living room with wood burning fireplace and views of the lush yard. The renovated Chef's kitchen features custom cabinets, high-end appliances including a La Cornue range, double oven, beverage

  Nicole Hajdu Baird & Warner

  205 Scott Ave, Winnetka, IL 60093
• Explore Winnetka

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  /5

  $1,845 per month

  458 Winnetka Ave

  Studio - 2 Beds

  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

  458 Winnetka Ave, Winnetka, IL 60093
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  /15

  $215,000 Sold Jan 30, 2025

  561 Hill Terrace Unit 310, Winnetka, IL 60093

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Built 1928

  Last Sold Summary

  • $430/SF
  • 67 Days On Market

  Current Estimated Value $227,208

  Last Listing Agent Michael Mitchell @properties Christie's International Real Estate

  561 Hill Terrace Unit 310, Winnetka, IL 60093
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  /33

  Est $1,403,701 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  883 Elm St, Winnetka, IL 60093

  883 Elm St, Winnetka, IL 60093
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  /25

  $899,000 Pending

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

  1288 Sunview Ln, Winnetka, IL 60093

  Discover an incredible opportunity to either construct a brand-new home or renovate this charming traditional residence situated on a picturesque half-acre lot. Step into the welcoming entrance hall, complete with a guest powder room and closet, leading to a spacious living room featuring a cozy fireplace and panoramic views of the property. The inviting dining room sits conveniently adjacent to

  Dinny Dwyer Compass

  1288 Sunview Ln, Winnetka, IL 60093
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  /29

  $8,800 per month

  • 4 Beds
  • 3.5 Baths
  • 3,076 Sq Ft
  • House for Rent

  526 Orchard Ln, Winnetka, IL 60093

  Discover an incredible rental opportunity in the highly sought-after East Winnetka! This beautiful home features 4 bedrooms, 3.5 bathrooms, and generous living spaces on a wide 65-foot lot. The interior showcases hardwood floors, a cozy fireplace, and a modern updated kitchen with stainless steel appliances and stunning Calcutta white marble countertops. The kitchen seamlessly connects to a

  Marlene Rubenstein Baird & Warner

  526 Orchard Ln, Winnetka, IL 60093
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  /61

  $9,575,000 Sold Jun 06, 2025

  381 Sheridan Rd, Winnetka, IL 60093

  • 5 Beds
  • 8 Baths
  • 8,086 Sq Ft
  • Built 2015

  Last Sold Summary

  • 7% Below List Price
  • $1,184/SF
  • 25 Days On Market

  Current Estimated Value $9,377,000

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

  381 Sheridan Rd, Winnetka, IL 60093
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  /14

  Est $347,468 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  134 Green Bay Rd Unit 106, Winnetka, IL 60093

  134 Green Bay Rd Unit 106, Winnetka, IL 60093
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  /21

  $7,275,000

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

  43 Indian Hill Rd, Winnetka, IL 60093

  New magnificent transitional home situated on 1 acre picturesque lot with approximately 15,000 square feet finished space. Exterior is constructed of stone and limestone with slate roof which represents timeless construction. The house features 6 bedrooms, 7.1 bath, 4 fireplaces, spectacular Neff kitchen with top-of-the-line appliances including Sub-Zero refrigerators/freezers, luxury Wolf range,

  Milena Birov @properties Christie's International Real Estate

  43 Indian Hill Rd, Winnetka, IL 60093
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  /14

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  545 Chestnut St Unit 545-303, 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 545-303, 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

  Last Listing Agent Grace Goro Compass

  917 Willow Rd, Winnetka, IL 60093
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  /55

  Est $2,534,438 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,000 Sq Ft

  70 Woodley Rd, Winnetka, IL 60093

  70 Woodley Rd, Winnetka, IL 60093
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  /49

  $2,499,900 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  180 Apple Tree Rd, Winnetka, IL 60093

  Storybook Cape Cod set on enchanting Apple Tree Road complete with that magical sidewalk to Crow Island School offers timeless comfort in a very special nook! Nestled on a lush half-acre lot with mature trees, a circular drive & attached 2-car garage accented by plantation shutter windows, this home radiates charm with fantastic curb appeal. Inside, the formal entry opens to a cozy wood-paneled

  Jena Radnay @properties Christie's International Real Estate

  180 Apple Tree Rd, Winnetka, IL 60093
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  /17

  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  1097 Tower Rd Unit A, Winnetka, IL 60093

  GREAT OPPORTUNITY IN WINNETKA! STEPS TO BOTH THE TRAIN AND DOWNTOWN, THIS SPRAWLING 2 BEDROOM UNIT FEELS LIKE HOME! SPACIOUS AND SUNNY UNIT HAS BEEN FRESHLY PAINTED WITH NEWLY REFINISHED HARDWOOD FLOORS FEATURES PLENTY OF CLOSET SPACE, LARGE BEDROOMS, AND MORE! WALK INTO YOUR UNIT FROM A PRIVATE ENTRANCE AND YOU ENTER THE BRIGHT LIVING ROOM FOLLOWED BY A FORMAL DINING ROOM. KITCHEN IS UPDATED W/

  Jim Streff Berkshire Hathaway HomeServices Chicago

  1097 Tower Rd Unit A, 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 $1,504,910

  Last Listing Agent Patricia Skirving Compass

  605 Lincoln Ave, Winnetka, IL 60093
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  /29

  Est $2,210,804 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  1060 Spruce St, Winnetka, IL 60093

  1060 Spruce St, Winnetka, IL 60093
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  /53

  $5,349,000

  • 6 Beds
  • 7 Baths
  • 13,000 Sq Ft

  320 Woodley Rd, Winnetka, IL 60093

  Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof,

  Susan Maman @properties Christie's International Real Estate

  320 Woodley Rd, Winnetka, IL 60093
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  /7

  $2,095 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  896 Green Bay Rd Unit 7, Winnetka, IL 60093

  Winnetka ~ Two Bedroom Small Pets WelcomeThis apartment has everything you need for stylish, convenient living in one of the North Shore s most desirable neighborhoods. Whether youre commuting to the city or enjoying the local charm of Winnetka, you ll love coming home to this beautifully updated space.Live in the heart of charming Downtown Winnetka in this beautifully updated one

  896 Green Bay Rd Unit 7, Winnetka, IL 60093
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  /18

  $1,500,000 Sold May 01, 2025

  965 Spruce St, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1886

  Last Sold Summary

  • 3% Above List Price
  • $500/SF
  • 18 Days On Market

  Current Estimated Value $1,616,561

  Last Listing Agent Glenn Pankau Compass

  965 Spruce St, Winnetka, IL 60093
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  /20

  Est $926,898 Not Listed For Sale

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

  812 Oak St Unit 201, Winnetka, IL 60093

  812 Oak St Unit 201, Winnetka, IL 60093
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  /18

  $5,975,000

  • 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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  /15

  $15,000 per month

  • 6 Beds
  • 5.5 Baths
  • House for Rent

  82 Woodley Rd, Winnetka, IL 60093

  Fantastic furnished short-term rental opportunity! Available August 12th, 2025 thru May 31st, 2026. This exquisite residence sits on just over 1.5 professionally, landscaped acres in sought after Indian Hill. The home boasts 6 bedrooms and 5.1 baths and has been tastefully renovated and lovingly maintained throughout the years. The incredible chef's kitchen features top of the line appliances

  Michael Mitchell @properties Christie's International Real Estate

  82 Woodley Rd, Winnetka, IL 60093
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  /21

  $575,000 Sold Mar 31, 2025

  606 Lincoln Ave Unit 606, Winnetka, IL 60093

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Above List Price
  • $383/SF
  • 0 Days On Market

  Current Estimated Value $586,011

  Last Listing Agent Sara Sullivan Compass

  606 Lincoln Ave Unit 606, Winnetka, IL 60093
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  /41

  Est $773,948 Not Listed For Sale

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

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

  720 Green Bay Rd Unit 2D, Winnetka, IL 60093
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  /11

  $90,000

  • 3 Beds
  • 2 Baths

  804 8th St, Winnetka, IL 60093

  Beautiful 3 bed 2 bath Almost New Mobile Home Built in 2015, in Glenview School district. Home features an open concept kitchen with a big island, recessed lighting, full bath in master bathroom, big laundry room, stainless steel appliances. With a bigger driveway and big back yard with patio for all your summer gatherings. Community has clubhouse, fitness center and park near walking path. Lot

  Virgilio Arreguin-Solorio My Casa Realty Corp.

  804 8th St, Winnetka, IL 60093
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  /13

  $2,295 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  894 Green Bay Rd Unit 894B-05, Winnetka, IL 60093

  Renovated 2 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 894B-05, Winnetka, IL 60093
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  /35

  $1,100,000 Sold Aug 01, 2025

  886 Willow Rd, Winnetka, IL 60093

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

  Last Sold Summary

  • $434/SF
  • 19 Days On Market

  Current Estimated Value $1,132,480

  Last Listing Agent Carly Jones Engel & Voelkers Chicago North Shore

  886 Willow Rd, Winnetka, IL 60093
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  /52

  Est $4,037,000 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 10,753 Sq Ft

  102 Longmeadow Rd, Winnetka, IL 60093

  102 Longmeadow Rd, Winnetka, IL 60093
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  /44

  $1,995,000 Pending

  • 6 Beds
  • 7 Baths
  • 4,546 Sq Ft

  1235 Scott Ave, Winnetka, IL 60093

  Built in 2003 by Greystone Builders, this custom-designed stucco French Tudor residence blends timeless old-world craftsmanship with modern luxury. Offering 6 bedrooms and 7 baths, every detail has been thoughtfully curated to evoke warmth, character, and elegance throughout its gracious floor plan. Step inside to discover 10-foot coffered ceilings, rich crown moldings, arched doorways, and

  Cynthia Poulakidas Tobin @properties Christie's International Real Estate

  1235 Scott Ave, Winnetka, IL 60093
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  /10

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  894 Green Bay Rd Unit 1, Winnetka, IL 60093

  Winnetka - Live in the heart of vibrant Downtown Winnetka, just steps from trendy coffee shops, delicious restaurants, unique boutiques, and the beautiful Hubbard Woods Park and very close to the Lake!! With convenient access to both bus and Metra stations, commuting is a breeze.Features:Gorgeous hardwood floorsBrand new kitchen with stainless steel appliancesCentral

  894 Green Bay Rd Unit 1, Winnetka, IL 60093
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  /52

  $1,900,000 Sold Jul 10, 2025

  475 Maple St, Winnetka, IL 60093

  • 4 Beds
  • 5 Baths
  • 3,524 Sq Ft
  • Built 1888

  Last Sold Summary

  • 5% Below List Price
  • $539/SF
  • 19 Days On Market

  Current Estimated Value $1,976,753

  Last Listing Agent Paige Dooley Compass

  475 Maple St, Winnetka, IL 60093
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  /5

  Est $2,820,500 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 7,400 Sq Ft

  269 Woodlawn Ave, Winnetka, IL 60093

  269 Woodlawn Ave, Winnetka, IL 60093
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  /3

  $1,345,000

  • Land
  • 1.36 Acres
  • $988,971 per Acre

  2033 Winnetka Rd, Winnetka, IL 60093

  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 Shopping Center, Edens Expressway,the Glen Metra station.

  Natalya Gorodetsky Core Realty & Investments, Inc

  2033 Winnetka Rd, Winnetka, IL 60093
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  /2

  $2,195 per month

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

  811 Elm St Unit A07C, Winnetka, IL 60093

  811 Elm St Unit A07C, Winnetka, IL 60093
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  /2

  $2,600,000 Sold Apr 09, 2025

  1172 Hamptondale Ave, Winnetka, IL 60093

  • 5 Beds
  • 6 Baths
  • 4,870 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $534/SF
  • 4 Days On Market

  Current Estimated Value $2,586,264

  Last Listing Agent Howard Meyers Compass

  1172 Hamptondale Ave, Winnetka, IL 60093
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  /30

  Est $1,996,727 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,656 Sq Ft

  285 Woodlawn Ave, Winnetka, IL 60093

  285 Woodlawn Ave, Winnetka, IL 60093
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  /37

  $1,299,000

  • 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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  /19

  $1,750 per month

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

  890 Green Bay Rd Unit J01P, Winnetka, IL 60093

  894 Green BayGreen Bay + TowerWinnetka$1750 per MonthAvailable: NowAVAILABLE NOW! Lovely one bedroom, one bathroom in beautiful Winnetka courtyard building features newer kitchen with stainless steel appliances, dishwasher, spacious living area, large bedroom, great closet space, newer bathroom, hardwood floors throughout, laundry room in building, and pets welcome! Steps

  890 Green Bay Rd Unit J01P, 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

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

  107 Woodley Rd, Winnetka, IL 60093
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  /29

  Est $1,082,310 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,637 Sq Ft

  1103 Willow Rd, Winnetka, IL 60093

  1103 Willow Rd, Winnetka, IL 60093

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