Winnetka, IL Homes

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  /18

  $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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  /10

  $1,695 per month

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

  897 Green Bay Rd Unit 20, Winnetka, IL 60093

  Pricing: $1,695–$1,750Live in the heart of vibrant Downtown Winnetka! Just steps from trendy coffee shops, delicious restaurants, unique boutiques, and beautiful Hubbard Woods Park — and very close to the Lake! With convenient access to both bus and Metra stations, commuting is a breeze. Features:- Brand-new kitchen with stainless steel appliances- Central heat-

  897 Green Bay Rd Unit 20, Winnetka, IL 60093
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  /32

  $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 $1,623,927

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

  928 Pine St, Winnetka, IL 60093
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  /16

  Est $625,447 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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  /10

  $90,000

  • 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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  /76

  $1,750 - $2,250 per month

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

  894 Green Bay Rd, Winnetka, IL 60093

  Renovated vintage courtyard building in the heart of the Hubbard Woods district of Winnetka.

  894 Green Bay Rd, 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

  Last Listing Agent Robert Milkowski Berger & Co. Realtors Ltd

  466 Chestnut St, Winnetka, IL 60093
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  /6

  Est $2,171,030 Not Listed For Sale

  • 4 Beds

  1580 Tower Rd, Winnetka, IL 60093

  1580 Tower Rd, Winnetka, IL 60093
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  /46

  $2,739,000

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

  62 Woodley Rd, Winnetka, IL 60093

  Gracefully tucked away on 1.55 acres of lush manicured grounds, 62 Woodley Road is a true Southern-inspired masterpiece reimagined for today's living. From the moment you approach the iconic black lacquered screen door with its Chippendale detail, you're drawn into a world of classic sophistication. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet

  Jena Radnay @properties Christie's International Real Estate

  62 Woodley Rd, 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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  /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 $1,245,070

  Last Listing Agent Jackie Mack Jameson Sotheby's International Realty

  812 Rosewood Ave, Winnetka, IL 60093
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  /23

  Est $902,071 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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  /28

  $1,099,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  1492 Asbury Ave, Winnetka, IL 60093

  Rehabbers-Opportunity Awaits! Have you been searching for a home on one of Hubbard Woods' most cherished streets? A place where your family can grow, in a community known for its charm and friendly community? This is that rare opportunity. This solid 4 bed, 2.5 bath home is full of potential and perfectly situated in a sought-after neighborhood with top-rated schools. With thoughtful updates

  Maria Welch Perennial Properties

  1492 Asbury Ave, Winnetka, IL 60093
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  /48

  $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 $2,166,105

  Last Listing Agent Nathan Freeborn Redfin Corporation

  484 Hawthorn Ln, Winnetka, IL 60093
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  /2

  Est $1,654,197 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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  /76

  $3,295,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 5,339 Sq Ft

  889 Cherry St, Winnetka, IL 60093

  Just completed October 28th, this breezy, bright, and beautifully coastal new construction by one of the North Shore's premier builders captures the essence of modern beachy living. From the moment you arrive the sea salt blue shutters set the tone for what's inside: a sun-kissed sanctuary where craftsmanship meets coastal charm. Soaring ceilings, hand-beveled wide-plank white oak floors, Marvin

  Jena Radnay @properties Christie's International Real Estate

  889 Cherry St, 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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  /46

  Est $1,890,358 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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  /25

  $650,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,619 Sq Ft

  943 Westmoor Rd, Winnetka, IL 60093

  Rarely available and beautifully updated, this mid-century modern gem is filled with light and sophisticated style. A wall of windows floods the home with sunshine, highlighting gleaming hardwood floors and open, airy spaces. The custom kitchen makes perfect use of every nook and cranny, combining smart design with timeless finishes. The spacious primary suite overlooks the front yard and

  Carol Hunt Baird & Warner

  943 Westmoor Rd, 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 $2,449,805

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

  Unlisted Address
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  /32

  Est $4,733,500 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,368 Sq Ft

  473 Sheridan Rd, Winnetka, IL 60093

  473 Sheridan Rd, Winnetka, IL 60093
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  /17

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  650 Winnetka Mews Unit 310, Winnetka, IL 60093

  Fabulous opportunity to own this 2 Bed/2 Bath condo in sought after Winnetka Mews building. Conveniently located near downtown Winnetka's shops, restaurants, train, bike path, park district facilities, Winnetka Community House and beaches. The two bedroom floor plan includes a large living room, dining room, kitchen, and East facing private balcony. The primary suite is highlighted by a spacious

  Sarah Dwyer Compass

  650 Winnetka Mews Unit 310, 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 $973,289

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

  283 Ridge Ave, Winnetka, IL 60093
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  /9

  Est $1,375,859 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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  /52

  $4,560,000 Pending

  • 6 Beds
  • 7 Baths
  • 8,549 Sq Ft

  640 Hill Rd, Winnetka, IL 60093

  Greeley and Winnetka schools!! Welcome to Meadowpool - a distinguished Tudor residence nestled on a meticulously landscaped and wooded one acre lot. Built in 1923, the home's design exudes classic Tudor charm with stucco and stone exterior and a slate roof. The entryway is adorned with leaded glass windows and rich woodwork and leads to a charming living room featuring a limestone fireplace. The

  Deborah Richwine @properties Christie's International Real Estate

  640 Hill 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 $1,414,722

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

  1413 Tower Rd, Winnetka, IL 60093
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  /66

  Est $3,114,000 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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  /18

  $599,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,675 Sq Ft

  630 Winnetka Mews Unit 402, Winnetka, IL 60093

  Welcome to this sun-filled 2-bedroom, 2-bath penthouse condo in the highly desirable Winnetka Mews. With only two units per floor, this home offers rare privacy and a serene, tree-lined setting-just steps from town, shops, restaurants, grocery, and the train. The fantastic open floor plan features a spacious living room with a wood-burning fireplace, perfect for cozy evenings, and large windows

  Richard Richker @properties Christie's International Real Estate

  630 Winnetka Mews Unit 402, Winnetka, IL 60093
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  /32

  $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 $1,515,295

  Last Listing Agent Nancy Nugent Jameson Sotheby's Intl Realty

  228 Sheridan Rd, Winnetka, IL 60093
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  /22

  Est $1,546,702 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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  /36

  $1,899,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,737 Sq Ft

  Unlisted Address

  Sophisticated colonial on an extra wide lot (72 ft. wide) on coveted Walden Road in one of Winnetka's most desirable neighborhoods: close to both downtowns, schools, parks, The Grand, both Winnetka and Hubbard Woods Trains. This 5 bedroom 4.1 bath meticulously maintained home seamlessly blends carefully curated comfort with modern refinement while highlighting classic vintage details throughout

  Paige Dooley Compass

  Unlisted Address
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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

  Last Listing Agent Hilde Wheeler Carter Coldwell Banker Realty

  1101 Merrill St Unit M1, Winnetka, IL 60093
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  /32

  Est $1,846,669 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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  /26

  $1,250,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,128 Sq Ft

  305 Poplar St, Winnetka, IL 60093

  One of East Winnetka's most coveted locations! Handsome brick Colonial with separate studio perfectly blends timeless character with modern updates. Fresh and bright with a circular floor plan and hardwood floors. Wonderful living and entertaining spaces: generous living & dining rooms, family room and an updated eat-in kitchen with bright white cabinetry, a cozy built-in breakfast area

  Paige Dooley Compass

  305 Poplar St, Winnetka, IL 60093
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  /38

  $1,675,000 Sold Mar 28, 2025

  429 Walnut St, Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 1930

  Last Sold Summary

  • 18% Above List Price
  • $523/SF
  • 2 Days On Market

  Current Estimated Value $1,706,977

  Last Listing Agent Katie Hauser Compass

  429 Walnut St, Winnetka, IL 60093
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  /31

  Est $3,008,729 Not Listed For Sale

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

  824 Boal Pkwy, Winnetka, IL 60093

  824 Boal Pkwy, Winnetka, IL 60093
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  /38

  $3,750,000

  • 6 Beds
  • 7.5 Baths
  • 8,303 Sq Ft

  1015 Sheridan Rd, Winnetka, IL 60093

  Nestled on a private lane east of Sheridan Road, this distinguished residence combines timeless sophistication with everyday livability. With over 6 bedrooms (including an in-law/guest suite) and 7.1 baths, the home is designed to accommodate a variety of lifestyles - whether hosting large gatherings, working from home, or enjoying intimate quiet time. A sunlit two-story foyer with a sweeping

  Linda Martin Coldwell Banker Realty

  1015 Sheridan Rd, Winnetka, IL 60093
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  /2

  $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 $1,020,808

  Last Listing Agent Sherry Molitor Compass

  1442 Asbury Ave, Winnetka, IL 60093
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  /5

  Est $1,607,209 Not Listed For Sale

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

  1501 Tower Rd, Winnetka, IL 60093

  1501 Tower Rd, Winnetka, IL 60093
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  /55

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 9,908 Sq Ft

  32 Woodley Rd, Winnetka, IL 60093

  Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal

  Katharine Hackett @properties Christie's International Real Estate

  32 Woodley Rd, Winnetka, IL 60093

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