Winnetka, IL Homes

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  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,681 Sq Ft

  33 Longmeadow Rd, Winnetka, IL 60093

  The house is being sold as-is. Property is being sold as a two-lot subdivision. Property is in the process of being surveyed and owner is working with Northfield to subdivide the lot. Beautify private setting with mature trees along the perimeter.

  Joseph Nash @properties Christie's International Real Estate

  33 Longmeadow Rd, Winnetka, IL 60093
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  $1,625 per month

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

  916 Green Bay Rd, Winnetka, IL 60093

  Welcome to your ideal rental in the charming district of Winnetka, IL! This inviting property features comfortable living spaces that are perfect for anyone seeking a vibrant neighborhood close to local amenities.Key property features include bedrooms and bathrooms that offer privacy and functionality, along with a spacious floor area that allows for versatile use. Step outside to enjoy

  916 Green Bay Rd, Winnetka, IL 60093
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  $1,575,000 Sold Mar 05, 2025

  928 Pine St, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,153 Sq Ft
  • Built 1924

  Last Sold Summary

  • 2% Above List Price
  • $500/SF
  • 4 Days On Market

  Current Estimated Value $1,640,910

  Last Listing Agent Carrie Tarzon @properties Christie's International Real Estate

  928 Pine St, Winnetka, IL 60093
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  /29

  Est $1,086,546 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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  $1,995,000 Pending

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

  1215 Spruce St, Winnetka, IL 60093

  A RARE find...Amazing home with an expansive *first floor Primary suite, set on a spectacular half-acre in a prime Winnetka location! This deceptively spacious home offers exceptional indoor-outdoor living and a versatile floor plan. The professionally landscaped backyard is a true showstopper, featuring mature trees, perennial gardens and a spacious bluestone patio...perfect for large-scale

  Megan Mawicke Jameson Sotheby's International Realty

  1215 Spruce St, Winnetka, IL 60093
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  $2,095 - $2,395 per month

  • 1 - 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  545 Chestnut St, Winnetka, IL 60093

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Renovated 1 bedroom apartment in Winnetka! Unit features hardwood floors, updated kitchen & bath, separate dining area, laundry

  545 Chestnut St, Winnetka, IL 60093
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  /7

  $2,350,000 Sold Oct 24, 2025

  466 Chestnut St, Winnetka, IL 60093

  • 5 Beds
  • 5.5 Baths
  • 4,433 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $530/SF

  Current Estimated Value $2,251,911

  Last Listing Agent Robert Milkowski Berger & Co. Realtors Ltd

  466 Chestnut St, Winnetka, IL 60093
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  /16

  Est $628,166 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  680 Green Bay Rd Unit 201, Winnetka, IL 60093

  680 Green Bay Rd Unit 201, 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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  /17

  $2,095 per month

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

  811 Elm St Unit A07C, Winnetka, IL 60093

  Winnetka817 Elm , Unit 205Beds:1Baths:1Rent:$2095Sq.Ft:700Available:NowGorgeous one bedroom, one bathroom in heart of downtown Winnetka features brand new kitchen with espresso cabinets, granite countertops, stainless steel appliances, dishwasher, spacious living area, large bedroom, great closet space, new bathroom, hardwood floors throughout, laundry in unit, and

  811 Elm St Unit A07C, Winnetka, IL 60093
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  $1,190,000 Sold Jul 17, 2025

  812 Rosewood Ave, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 2,646 Sq Ft
  • Built 1917

  Last Sold Summary

  • 4% Below List Price
  • $450/SF
  • 96 Days On Market

  Current Estimated Value $1,252,257

  Last Listing Agent Jackie Mack Jameson Sotheby's International Realty

  812 Rosewood Ave, Winnetka, IL 60093
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  /23

  Est $909,994 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,955 Sq Ft

  660 Winnetka Mews Unit 214, Winnetka, IL 60093

  660 Winnetka Mews Unit 214, Winnetka, IL 60093
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  /25

  $65,000

  • 3 Beds
  • 2 Baths

  1300 W Branch Rd, Winnetka, IL 60093

  Beautiful 3 bed 2 bath mobile home in Glenview Schoool District. Home features an open concept kitchen. The primary bedroom features its own bathroom and a spacious closet. This charming home is located with a school bus stop right out front-perfect for busy mornings. Community has a clubhouse, fitness center and park with walking path.Lot rent is only $1397.83 per month and no rentals allowed.

  Virgilio Arreguin-Solorio My Casa Realty Corp.

  1300 W Branch Rd, Winnetka, IL 60093
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  /20

  $2,195 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  913 Green Bay Rd Unit J07P, Winnetka, IL 60093

  894 Green BayGreen Bay + TowerWinnetka$2195 per MonthAvailable: NowAVAILABLE NOW! Peaceful two bedroom, one bathroom in beautiful Winnetka courtyard building features newer kitchen with stainless steel appliances, dishwasher, spacious living area, equal sized bedrooms, great closet space, new bathroom, hardwood floors throughout, laundry room in building, and pets are

  913 Green Bay Rd Unit J07P, Winnetka, IL 60093
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  $2,050,000 Sold Apr 15, 2025

  484 Hawthorn Ln, Winnetka, IL 60093

  • 4 Beds
  • 4.5 Baths
  • 4,147 Sq Ft
  • Built 2009

  Last Sold Summary

  • 8% Above List Price
  • $494/SF

  Current Estimated Value $2,140,344

  Last Listing Agent Nathan Freeborn Redfin Corporation

  484 Hawthorn Ln, Winnetka, IL 60093
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  /2

  Est $1,719,521 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  1133 Scott Ave, Winnetka, IL 60093

  1133 Scott Ave, Winnetka, IL 60093
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  $1,995,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,632 Sq Ft

  1370 Sunview Ln, Winnetka, IL 60093

  Exquisitely crafted for luxurious living and effortless entertaining, this exceptional residence, custom designed by the homeowner and noted local architectural firm W.D. Murphy Associates, backs onto the serene golf course, offering picturesque views from every room and utmost privacy. Encompassing over 4,600 square feet of refined living space, this home lives like a ranch, with the vast

  Janet Borden Compass

  1370 Sunview Ln, Winnetka, IL 60093
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  /65

  $1,750 - $2,195 per month

  • 1 - 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  894 Green Bay Rd, Winnetka, IL 60093

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Renovated 2 bedroom apartment in Winnetka! Features hardwood floors, spacious living area, updated kitchen & bath. Laundry available on-site. Pets

  894 Green Bay Rd, Winnetka, IL 60093
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  /19

  $985,000 Sold Nov 20, 2025

  785 Locust St, Winnetka, IL 60093

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft
  • Built 1911

  Last Sold Summary

  • 12% Above List Price
  • $805/SF
  • 12 Days On Market

  Last Listing Agent Crawford Group @properties Christie's International Real Estate

  785 Locust St, Winnetka, IL 60093
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  Est $3,071,729 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 9,930 Sq Ft

  745 Sheridan Rd, Winnetka, IL 60093

  745 Sheridan Rd, Winnetka, IL 60093
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  /16

  $875,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 3,100 Sq Ft

  436 Maple St, Winnetka, IL 60093

  First time on the market in 55 years. Discover a rare opportunity in coveted East Winnetka on this generous 50 x 150 lot. This stately stucco residence offers exceptional bones and tremendous potential, ideally positioned within walking distance to top-rated schools, Metra station, and vibrant downtown shops and restaurants. Main Level: The welcoming center hall flows seamlessly through the

  Mark Jak @properties Christie's International Real Estate

  436 Maple St, Winnetka, IL 60093
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  $2,095 - $2,395 per month

  • 1 - 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  545 Chestnut St, Winnetka, IL 60093

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Renovated 1 bedroom apartment in Winnetka! Unit features hardwood floors, updated kitchen & bath, separate dining area, laundry

  545 Chestnut St, Winnetka, IL 60093
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  $2,400,000 Sold May 29, 2025

  Unlisted Address

  • 4 Beds
  • 5 Baths
  • 5,073 Sq Ft
  • Built 1938

  Last Sold Summary

  • 9% Above List Price
  • $473/SF
  • 3 Days On Market

  Current Estimated Value $2,457,934

  Last Listing Agent Laura Fitzpatrick @properties Christie's International Real Estate

  Unlisted Address
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  /46

  Est $2,133,960 Not Listed For Sale

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

  17 Longmeadow Rd, Winnetka, IL 60093

  17 Longmeadow Rd, Winnetka, IL 60093
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  /27

  $1,225,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,777 Sq Ft

  706 Foxdale Ave, Winnetka, IL 60093

  Move in ready and walk to everything! 706 Foxdale has the layout and amenities you are looking for. Step into this welcoming home and enjoy the soaring ceilings in the 2 story family room. The first floor layout is perfect for family gatherings, offering a formal living and dining rooms, as well as the family room with a fireplace and abuilt-ins with a wet bar. The kitchen opens to the family

  Kate Huff @properties Christie's International Real Estate

  706 Foxdale Ave, Winnetka, IL 60093
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  /16

  $2,250 per month

  • 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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  /23

  $950,000 Sold Jun 20, 2025

  283 Ridge Ave, Winnetka, IL 60093

  • 3 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1926

  Last Sold Summary

  • $473/SF
  • 3 Days On Market

  Current Estimated Value $1,021,216

  Last Listing Agent Marilee Moyer @properties Christie's International Real Estate

  283 Ridge Ave, Winnetka, IL 60093
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  /9

  Est $1,407,668 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,407 Sq Ft

  338 Linden St, Winnetka, IL 60093

  338 Linden St, Winnetka, IL 60093
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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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  /20

  $2,195 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  890 Green Bay Rd Unit J07W, Winnetka, IL 60093

  894 Green BayGreen Bay + TowerWinnetka$2195 per MonthAvailable: NowAVAILABLE NOW! Peaceful two bedroom, one bathroom in beautiful Winnetka courtyard building features newer kitchen with stainless steel appliances, dishwasher, spacious living area, equal sized bedrooms, great closet space, new bathroom, hardwood floors throughout, laundry room in building, and pets are

  890 Green Bay Rd Unit J07W, Winnetka, IL 60093
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  $1,381,000 Sold Jun 25, 2025

  1413 Tower Rd, Winnetka, IL 60093

  • 4 Beds
  • 4 Baths
  • 3,029 Sq Ft
  • Built 1930

  Last Sold Summary

  • 15% Above List Price
  • $456/SF
  • 5 Days On Market

  Current Estimated Value $1,412,521

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

  1413 Tower Rd, Winnetka, IL 60093
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  Est $3,150,875 Not Listed For Sale

  • 6 Beds
  • 8.5 Baths
  • 6,298 Sq Ft

  270 Birch St, Winnetka, IL 60093

  270 Birch St, Winnetka, IL 60093
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  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  312 Rosewood Ave, Winnetka, IL 60093

  This home delivers space, style, and everyday ease. The outdoor space is elegantly appointed with a large patio, pergola, and beautifully landscaped. Inside, this 4 bedroom, 3 and a half bath home offers a smart, flexible layout with generous room sizes, hardwood floors, and natural light throughout. The primary suite has been reimagined with custom closets and a new spa-inspired bath, plus a

  Nick Nastos Fulton Grace Realty

  312 Rosewood Ave, Winnetka, IL 60093
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  /65

  $1,750 - $2,195 per month

  • 1 - 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  894 Green Bay Rd, Winnetka, IL 60093

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Renovated 2 bedroom apartment in Winnetka! Features hardwood floors, spacious living area, updated kitchen & bath. Laundry available on-site. Pets

  894 Green Bay Rd, Winnetka, IL 60093
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  $1,311,375 Sold Feb 03, 2025

  228 Sheridan Rd, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,746 Sq Ft
  • Built 1926

  Last Sold Summary

  • 2% Below List Price
  • $350/SF
  • 1 Day On Market

  Current Estimated Value $1,468,637

  Last Listing Agent Nancy Nugent Jameson Sotheby's Intl Realty

  228 Sheridan Rd, Winnetka, IL 60093
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  /22

  Est $1,562,814 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,711 Sq Ft

  1028 Cherry St, Winnetka, IL 60093

  1028 Cherry St, 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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  /22

  $261,000 Sold Oct 31, 2025

  1101 Merrill St Unit M1, Winnetka, IL 60093

  • 2 Beds
  • 1 Bath

  Last Sold Summary

  • 5% Below List Price
  • 30 Days On Market

  Current Estimated Value $261,714

  Last Listing Agent Hilde Wheeler Carter Coldwell Banker Realty

  1101 Merrill St Unit M1, Winnetka, IL 60093
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  Est $1,858,757 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,490 Sq Ft

  804 Boal Pkwy, Winnetka, IL 60093

  804 Boal Pkwy, 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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