Winnetka, IL Homes

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  /45

  $2,299,000 Pending

  • 6 Beds
  • 7 Baths
  • 5,350 Sq Ft

  1423 Asbury Ave, Winnetka, IL 60093

  Better than NEW! This artfully restored & renovated home has the incredible combination of a classic center entry colonial home with sophisticated formal rooms and all the current amenities for today's modern lifestyle. This four-level home features abundant natural light, oversized windows, wide room openings and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end

  Laura McCain Compass

  1423 Asbury Ave, Winnetka, IL 60093
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  /7

  $1,745 Per Month

  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  733 Elm St Unit 301, Winnetka, IL 60093

  AWESOME Top Floor studio bedroom on Tree Lined Street in Winnetka! HEAT included! The unit features hardwood floors, separate dining area, dishwasher, ample closet space and lots of natural light! Laundry facilities are available in a separate room in the building. Additional amenities are shared backyard where residents can gather to have barbecue meals in the summer. Pets WELCOME! You can bike

  Renee Pehanich Fulton Grace Realty

  733 Elm St Unit 301, 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 $1,652,703

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

  567 Hill Terrace, Winnetka, IL 60093
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  /2

  Est $1,675,213 Not Listed For Sale

  1133 Scott Ave, Winnetka, IL 60093

  • 5 Beds
  • 4.5 Baths
  • 5,300 Sq Ft
  • Built 1923

  1133 Scott Ave, Winnetka, IL 60093

  Last Sold Summary

  • 3% Below List Price
  • $325/SF
  • 4 Days On Market

  • Last Sold Price $1,725,000
  • Jun 07, 2024

  Last Listing Agent Sherry Molitor Compass
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  /36

  $2,175,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,214 Sq Ft

  1255 Forest Glen Dr N, Winnetka, IL 60093

  Classic Hemphill Colonial on an oversized 75-foot-wide lot, completely renovated in 2014 with all the charm of a 1950s home but the newness of newer construction. What you will love is this home is all done for you with all the must haves that are hard to find- like attached garage, mudroom, high ceilings, newer windows, designer kitchen, dream primary suite, 2nd floor laundry, huge basement with

  Bonnie Tripton @properties Christie's International Real Estate

  1255 Forest Glen Dr N, Winnetka, IL 60093
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  /65

  $1,750 - $2,195

  Total Monthly Price

  • 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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  /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 $3,130,091

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

  Unlisted Address
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  /38

  Est $3,673,717 Not Listed For Sale

  745 Sheridan Rd, Winnetka, IL 60093

  • 6 Beds
  • 7.5 Baths
  • 9,930 Sq Ft
  • Built 1990

  745 Sheridan Rd, Winnetka, IL 60093

  Last Sold Summary

  • 47% Above List Price
  • $252/SF
  • 251 Days On Market

  • Last Sold Price $2,500,000
  • Dec 30, 2024

  Last Listing Agent Vaciliki Ress Berkshire Hathaway HomeServices Chicago
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  /2

  $2,500,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,184 Sq Ft

  355 Linden St, Winnetka, IL 60093

  Meticulously maintained, this exceptional Winnetka home blends timeless charm with modern luxury. The five-bedroom, four-and-a-half-bath residence features thoughtfully curated details throughout and is ideally situated near the lake, train, schools, parks, and downtown.The home offers beautifully appointed interiors.Outdoors, the fully fenced backyard offers a bluestone patio, fire pit, and

  Iris Kohl Compass

  355 Linden St, Winnetka, IL 60093
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  /10

  $1,995 Per Month

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

  733 Elm St Unit 302, Winnetka, IL 60093

  AWESOME Remodeled Top Floor one bedroom on Tree Lined Street in Winnetka! HEAT included! The unit features updated kitchen and bathroom, laundry in unit, lots of natural light! Laundry facilities are available on site at the building. Additional amenities are shared backyard where residents can gather to have barbecue meals in the summer. Pets WELCOME! You can bike to reach shopping centers and

  Renee Pehanich Fulton Grace Realty

  733 Elm St Unit 302, 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 $2,254,827

  Last Listing Agent Robert Milkowski Berger & Co. Realtors Ltd

  466 Chestnut St, Winnetka, IL 60093
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  /46

  Est $2,026,952 Not Listed For Sale

  17 Longmeadow Rd, Winnetka, IL 60093

  • 7 Beds
  • 7 Baths
  • 6,000 Sq Ft
  • Built 1966

  17 Longmeadow Rd, Winnetka, IL 60093

  Last Sold Summary

  • 23% Above List Price
  • $275/SF
  • 31 Days On Market

  • Last Sold Price $1,650,000
  • Nov 15, 2024

  Last Listing Agent Daniel Mirea Berkshire Hathaway HomeServices Chicago
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  /48

  $2,245,000

  • 5 Beds
  • 4.5 Baths
  • 4,390 Sq Ft

  1159 Chatfield Rd, Winnetka, IL 60093

  Blending timeless elegance with modern sophistication, this stunning 2016 Winnetka home feels better than new. Designed for light, flow, and effortless living, it features 10-foot ceilings, white oak floors, and expansive windows that fill each room with warmth. The gourmet kitchen showcases custom cabinetry, large island, and professional appliances is perfect for everyday living and

  Jason Rowland Compass

  1159 Chatfield Rd, Winnetka, IL 60093
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  /2

  $1,995

  Total Monthly Price

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

  811 Elm St Unit A07C, Winnetka, IL 60093

  Winnetka817 Elm , Unit 205Beds:1Baths:1Rent:Sq.Ft:700Available:No

  811 Elm St Unit A07C, Winnetka, IL 60093
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  /26

  $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 $1,285,597

  Last Listing Agent Jackie Mack Jameson Sotheby's International Realty

  812 Rosewood Ave, Winnetka, IL 60093
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  /15

  Est $215,739 Not Listed For Sale

  561 Hill Terrace Unit 310, Winnetka, IL 60093

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

  561 Hill Terrace Unit 310, Winnetka, IL 60093

  Last Sold Summary

  • $430/SF
  • 67 Days On Market

  • Last Sold Price $215,000
  • Jan 30, 2025

  Last Listing Agent Michael Mitchell @ Properties
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  /43

  $2,199,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 4,994 Sq Ft

  165 Fuller Ln, Winnetka, IL 60093

  Welcome to 165 Fuller Ln, where timeless charm meets thoughtful, high-end finishes in an unbeatable East Winnetka location within the coveted Greeley School district. Perfectly positioned for walkability to school, the lake, parks, and everything downtown Winnetka has to offer, this five-bedroom, five-and-a-half-bath home delivers both convenience and refined living. Extensively renovated

  Alexa Hara @properties Christie's International Real Estate

  165 Fuller Ln, Winnetka, IL 60093
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  $1,750 - $2,195

  Total Monthly Price

  • 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

  $1,117,000 Sold Mar 11, 2026

  380 Green Bay Rd Unit 1B, Winnetka, IL 60093

  • 2 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 1997

  Last Sold Summary

  • 16% Above List Price
  • $573/SF
  • 1 Day On Market

  Current Estimated Value $896,872

  Last Listing Agent Julie Miller Compass

  380 Green Bay Rd Unit 1B, Winnetka, IL 60093
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  /9

  Est $1,420,402 Not Listed For Sale

  338 Linden St, Winnetka, IL 60093

  • 3 Beds
  • 3 Baths
  • 2,407 Sq Ft
  • Built 1962

  338 Linden St, Winnetka, IL 60093

  Last Sold Summary

  • 26% Above List Price
  • $469/SF
  • 0 Days On Market

  • Last Sold Price $1,130,000
  • May 15, 2024

  Last Listing Agent Christina Fawcett @ Properties
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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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  /65

  $1,750 - $2,195

  Total Monthly Price

  • 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

  Current Estimated Value $978,971

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

  785 Locust St, Winnetka, IL 60093
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  /66

  Est $3,046,700 Not Listed For Sale

  270 Birch St, Winnetka, IL 60093

  • 6 Beds
  • 8.5 Baths
  • 6,298 Sq Ft
  • Built 1927

  270 Birch St, Winnetka, IL 60093

  Last Sold Summary

  • 2% Above List Price
  • $476/SF
  • 2 Days On Market

  • Last Sold Price $2,999,000
  • Jul 20, 2023

  Last Listing Agent Stacy Burgoon Compass
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  /2

  $1,950,000 Pending

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

  67 Brier St, Winnetka, IL 60093

  New construction home with 5BR, 6Bath,2 car detached garage, will be ready by March 2026. This more than 4000 sqft house boasts thoughtfully designed living space, combining modern luxury with everyday functionality, front and back porches and second floor primary BR with balcony, two heating and cooling zones, two laundries, two dishwashers, two wine coolers. Step inside to soaring ceilings, and

  Nehru Arunasalam @properties Christie's International Real Estate

  67 Brier St, Winnetka, IL 60093
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  /45

  $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 $2,484,689

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

  Unlisted Address
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  /22

  Est $1,483,365 Not Listed For Sale

  1028 Cherry St, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 2,711 Sq Ft
  • Built 1925

  1028 Cherry St, Winnetka, IL 60093

  Last Sold Summary

  • 6% Above List Price
  • $516/SF
  • 0 Days On Market

  • Last Sold Price $1,400,000
  • Mar 15, 2024

  Last Listing Agent Katie Traines @ Properties
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  /35

  $950,000

  • 4 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  979 Vine St, Winnetka, IL 60093

  Nestled just blocks from Winnetka's famed lakefront, this 4-bed/1.5-bath single-family home at 979 Vine St offers approximately 2,100 sq ft of living space, hardwood floors, a spacious kitchen, and thoughtful layout across levels. Located a few blocks to Tower Road Park/ beach - Lake Michigan and Lloyd Park Boat Launch.. Steps to Green Bay Train - for biking, running, and casual strolls. Plus

  Vernon Spence Jason Mitchell Real Estate IL

  979 Vine St, Winnetka, IL 60093
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  /41

  $1,550,000 Sold Apr 30, 2026

  1004 Elm St, Winnetka, IL 60093

  • 5 Beds
  • 3.5 Baths
  • 3,047 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $509/SF
  • 9 Days On Market

  Current Estimated Value $1,434,271

  Last Listing Agent Stephanie Cutter Coldwell Banker Realty

  1004 Elm St, Winnetka, IL 60093
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  /32

  Est $1,837,495 Not Listed For Sale

  804 Boal Pkwy, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 4,490 Sq Ft
  • Built 1955

  804 Boal Pkwy, Winnetka, IL 60093

  Last Sold Summary

  • 19% Above List Price
  • $345/SF
  • 16 Days On Market

  • Last Sold Price $1,550,000
  • Sep 10, 2024

  Last Listing Agent Selma Nemeth @ Properties
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  /33

  $995,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,225 Sq Ft

  1505 Tower Rd, Winnetka, IL 60093

  Renovated in 2019, this home was completely reimagined with a fresh modern aesthetic and refined mid-century edge. Ideally located in a sought-after neighborhood near parks, schools, the train, and town, it offers incredible natural light, an easy-flow layout, and the kind of space, style, and functionality that is hard to find. A generous foyer opens to sun-filled living and dining spaces with

  Bonnie Tripton @properties Christie's International Real Estate

  1505 Tower Rd, 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 $1,032,279

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

  283 Ridge Ave, Winnetka, IL 60093
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  /31

  Est $2,901,397 Not Listed For Sale

  824 Boal Pkwy, Winnetka, IL 60093

  • 5 Beds
  • 7 Baths
  • 6,300 Sq Ft
  • Built 2019

  824 Boal Pkwy, Winnetka, IL 60093

  Last Sold Summary

  • 14% Above List Price
  • $405/SF
  • 6 Days On Market

  • Last Sold Price $2,550,000
  • Jul 16, 2024

  Last Listing Agent Paul Gorney eXp Realty
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  /53

  $5,149,000

  • 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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  /33

  $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 $1,416,795

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

  1413 Tower Rd, Winnetka, IL 60093
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  /5

  Est $1,568,410 Not Listed For Sale

  1501 Tower Rd, Winnetka, IL 60093

  • 4 Beds
  • 4.5 Baths
  • 3,462 Sq Ft
  • Built 1949

  1501 Tower Rd, Winnetka, IL 60093

  Last Sold Summary

  • 8% Above List Price
  • $419/SF
  • 22 Days On Market

  • Last Sold Price $1,450,000
  • Jul 19, 2024

  Last Listing Agent Carrie Tarzon @ Properties
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  /35

  $1,450,000 Pending

  • 5 Beds
  • 3.5 Baths

  841 Prospect Ave, Winnetka, IL 60093

  Coveted East Winnetka location just two blocks from Tower Road Beach! This charming 5-bedroom, 3.1-bath home offers timeless character and wonderful living space, complete with an inviting front porch. The living room showcases a coffered ceiling, oversized wood-burning fireplace, and beautiful period millwork. A bright sunroom with built-in bookcases provides the perfect retreat. Hardwood floors

  Christie Ascione @properties Christie's International Real Estate

  841 Prospect Ave, 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 $261,838

  Last Listing Agent Hilde Wheeler Carter Coldwell Banker Realty

  1101 Merrill St Unit M1, Winnetka, IL 60093
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  /28

  Est $1,290,763 Not Listed For Sale

  1476 Scott Ave, Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft
  • Built 1967

  1476 Scott Ave, Winnetka, IL 60093

  Last Sold Summary

  • 31% Above List Price
  • $332/SF
  • 4 Days On Market

  • Last Sold Price $985,000
  • Feb 06, 2024

  Last Listing Agent Joanne Hudson Compass
• 

  

  /55

  $1,495,000 Pending

  • 4 Beds
  • 4 Baths

  Unlisted Address

  Reimagined, refreshed, and beautifully renovated, this 4-bedroom plus office, 2 full and 2 half bath home is ideally situated in a prime East Winnetka location-just moments from Greeley, New Trier, the Indian Hill Metra stop, beaches, and parks. A thoughtfully designed main level offers a seamless flow between formal and informal living spaces. The inviting living room is anchored by a gas

  Emily Smart LeMire Compass

  Unlisted Address

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