Winnetka Homes

• 

  

  

  /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

  Margaret Goss @properties Christie's International Real Estate

  1295 Sunview Ln, Winnetka, IL 60093
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /58

  $1,995 - $2,550 per month

  • 1 - 2 Beds
  • 1 Bath
  • 700 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
• 

  

  

  /28

  $875,000 Sold Aug 25, 2025

  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  640 Winnetka Mews Unit 105, Winnetka, IL 60093

  Easy, turnkey living in the desirable Winnetka Mews - plus the COVETED private, spacious garden patio and balcony! These don't come on the market often!! ONE FLOOR living...elegant and renovated with custom upgrades throughout. White Chef's kitchen with high-end-appliances, granite countertops, barstool area and plenty of storage space - a wall was opened up so you have an open concept feel to

  Megan Mawicke @properties Christie's International Real Estate

  640 Winnetka Mews Unit 105, Winnetka, IL 60093
• 

  

  

  /9

  Est $1,325,199 Not Listed For Sale

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

  338 Linden St, Winnetka, IL 60093

  338 Linden St, Winnetka, IL 60093
• 

  

  

  /52

  $4,800,000 Open Sun 1:30PM - 3:30PM

  • 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
• 

  

  /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
• 

  

  /36

  $1,500,000 Sold Aug 22, 2025

  • 2,851 Sq Ft
  • $526/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1969

  390 Birch St, Winnetka, IL 60093

  Beautiful traditional colonial on a corner lot in a great walk to everything location in Winnetka! A true family home with amazing curb appeal that greets you with a pretty brick and bluestone entry. A lovely living room with a fireplace and a large scale dining room leads you into the kitchen that offers a great layout with a nice eat in area and a truly amazing adjoining family room with great

  Annika Valdiserri @properties Christie's International Real Estate

  390 Birch St, Winnetka, IL 60093
• 

  

  /66

  Est $3,248,249 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
• 

  

  /26

  $1,550,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  764 Boal Pkwy, Winnetka, IL 60093

  Set amidst a stunning wooded backdrop between the tranquil Skokie Lagoons and the lush Winnetka Golf Club, this remarkable home offers three bedrooms and 3.1 baths across more than 3,000 square feet of thoughtfully designed living space. Situated at the end of a peaceful lane, the setting is as serene as it is beautiful. The interiors feature exceptional open spaces with elegant hardwood floors

  Gloria Matlin Compass

  764 Boal Pkwy, Winnetka, IL 60093
• 

  

  /11

  $2,045 per month

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

  910 Green Bay Rd Unit 918-3I, Winnetka, IL 60093

  910 Green Bay Rd Unit 918-3I, Winnetka, IL 60093
• 

  

  /35

  $1,477,000 Sold Aug 15, 2025

  • 1,962 Sq Ft
  • $753/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1940

  1218 Cherry St, Winnetka, IL 60093

  Stunningly updated and maintained 4 bedroom/3.1 bath home in the ideal Tree Streets location! Perfect brick georgian has been extensively upgraded by the current owners! Classic main level floorplan with formal living room with fireplace, completely renovated kitchen with great storage and massive island open to dining room, family room with built ins. New mudroom addition with storage leading to

  Mary Egebrecht Jameson Sotheby's Intl Realty

  1218 Cherry St, Winnetka, IL 60093
• 

  

  /22

  Est $1,508,633 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
• 

  

  /19

  $1,599,000

  • 4 Beds
  • 5.5 Baths
  • 3,598 Sq Ft

  275 White Oak Ln, Winnetka, IL 60093

  First Time on the Market - Coveted White Oak Lane Tucked away on a private 1/2 acre lot on one of Winnetka's most desirable private streets walkable to downtown Winnetka, train, schools, and Lake Michigan, this striking contemporary offers refined living in one of the North Shore's premier locations. For the retro enthusiast ...Designed by architect Bruce Johnson for the current owner, the

  Paige Dooley Compass

  275 White Oak Ln, Winnetka, IL 60093
• 

  

  /35

  $2,610,000 Sold Aug 15, 2025

  • 5,000 Sq Ft
  • $522/SF
  • 3 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2018

  891 Spruce St, Winnetka, IL 60093

  Striking stucco and stone home offers luxurious living in a highly desirable in-town location. From the moment you step inside, the elegant entryway welcomes you with timeless details and a sense of warmth. The formal living room, anchored by a beautifully crafted remote-control gas fireplace, opens to a sophisticated dining room-perfect for both intimate dinners and holiday gatherings. At the

  Annie Cobb Challenger Baird & Warner

  891 Spruce St, Winnetka, IL 60093
• 

  

  /32

  Est $1,774,411 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
• 

  

  /20

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  730 Oak St Unit 730, Winnetka, IL 60093

  Nestled in the heart of Winnetka and within the highly sought-after New Trier School District, this updated 3-bedroom, 2.1-bath end unit townhouse offers a rare combination of space, design, and walkability. The main level welcomes you with an abundance of natural light and an airy, open layout ideal for everyday living and entertaining. The kitchen impresses with quartz countertops, excellent

  Danielle Wylie Baird & Warner

  730 Oak St Unit 730, Winnetka, IL 60093
• 

  

  /36

  $1,716,000 Sold Aug 15, 2025

  • 3,747 Sq Ft
  • $458/SF
  • 6 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2002

  567 Provident Ave, Winnetka, IL 60093

  Welcome to 567 Provident. Ideally located just blocks from the train, schools, and all your favorite Winnetka shops and restaurants, this stylish in-town gem is the one you've been waiting for. With 5 bedrooms, 4.1 baths, and a terrific floorplan spread across four levels, this home offers unexpected space, flexibility, and charm. Originally taken down to the studs and rebuilt in 2002, the

  Kathryn Moor Compass

  567 Provident Ave, Winnetka, IL 60093
• 

  

  /31

  Est $2,945,002 Not Listed For Sale

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

  824 Boal Pkwy, Winnetka, IL 60093

  824 Boal Pkwy, Winnetka, IL 60093
• 

  

  /22

  $275,000

  • 2 Beds
  • 1 Bath

  1101 Merrill St Unit M1, Winnetka, IL 60093

  Welcome to this beautifully refreshed, rarely available 2-bedroom condominium perfectly situated in the vibrant heart of Hubbard Woods. Here, you're just steps from the train, boutiques, cafes, fine dining, and the sparkling shoreline of Lake Michigan-making it the ultimate in convenient, walkable living. Inside, the home blends timeless character with thoughtful updates. All-new windows flood

  Hilde Wheeler Carter Coldwell Banker Realty

  1101 Merrill St Unit M1, Winnetka, IL 60093
• 

  

  /29

  $1,725,000 Sold Aug 14, 2025

  • 3,061 Sq Ft
  • $564/SF
  • 0 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1917

  615 Lincoln Ave, Winnetka, IL 60093

  Timeless Sophistication in the Heart of Winnetka. Lovingly crafted with timeless sophistication, this beautifully updated residence offers the perfect blend of luxurious elegance and cozy warmth. Nestled in the heart of Winnetka, you're just steps from the Community House, Hometown Coffee & Juice, Starbucks, Metra, Lake Michigan beaches, and some of the area's finest restaurants. Gleaming

  Mark Nesci Baird & Warner

  615 Lincoln Ave, Winnetka, IL 60093
• 

  

  /5

  Est $1,564,987 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
• 

  

  /25

  $1,050,000

  • 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
• 

  

  /39

  $1,797,000 Sold Aug 12, 2025

  • 3,165 Sq Ft
  • $568/SF

  • 4 Beds
  • 3.5 Baths
  • Built 1933

  318 Sunset Rd, Winnetka, IL 60093

  Blending timeless charm with modern convenience, this beautifully reimagined home-originally designed by renowned architect Robert Seyfarth-sits on a picturesque, tree-lined street in one of Winnetka's most sought-after neighborhoods. From 2018 through 2025, nearly every inch of this home has been thoughtfully updated, expanded, and enhanced with high-quality finishes and custom details. Inside,

  Michael Maggio @properties Christie's International Real Estate

  318 Sunset Rd, Winnetka, IL 60093
• 

  

  /28

  Est $1,292,285 Not Listed For Sale

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

  1476 Scott Ave, Winnetka, IL 60093

  1476 Scott Ave, Winnetka, IL 60093
• 

  

  /72

  $4,599,000

  • 6 Beds
  • 6 Baths
  • 6,639 Sq Ft

  22 Indian Hill Rd, Winnetka, IL 60093

  Nestled privately amidst the prestigious landscape of Indian Hill Road, this magnificent English manor, designed by renowned architect Edwin Clark, presents an unparalleled opportunity to immerse yourself in the epitome of understated luxury living. From its commanding position on an expansive 1.7-acre grounds, this once-in-a-lifetime estate exudes timeless elegance and refinement at every turn.

  Paige Dooley Compass

  22 Indian Hill Rd, Winnetka, IL 60093
• 

  

  /49

  $1,520,000 Sold Aug 12, 2025

  • 3,000 Sq Ft
  • $507/SF
  • 5 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1914

  605 Lincoln Ave, Winnetka, IL 60093

  Welcome to this quintessential Winnetka home, perfectly designed for gracious entertaining and comfortable family living. As you approach the home, you are beckoned to sit on the fabulous front porch, share an ice tea or a glass of wine and watch the many activities of Winnetka living. When entering the home, you will immediately notice the attention to detail and care that has been put into the

  Patricia Skirving Compass

  605 Lincoln Ave, Winnetka, IL 60093
• 

  

  /59

  Est $1,876,333 Not Listed For Sale

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

  1321 Scott Ave, Winnetka, IL 60093

  1321 Scott Ave, Winnetka, IL 60093
• 

  

  /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
• 

  

  /30

  $2,275,000 Sold Aug 11, 2025

  • 4,032 Sq Ft
  • $564/SF
  • 5 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1917

  600 Ash St, Winnetka, IL 60093

  Nestled on .4 idyllic acres in the heart of Winnetka, this mindfully reimagined 1917 Tudor-style manor designed by SS Beman blends historic charm with modern luxury. The grand foyer leads to open, light, grandly-scaled spaces with tall ceilings. The formal living room, with its inviting seating nook and original fireplace, flows seamlessly into the expansive dining and family rooms, each

  Dawn McKenna Coldwell Banker Realty

  600 Ash St, Winnetka, IL 60093
• 

  

  /29

  Est $3,374,579 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 9,000 Sq Ft

  1008 Asbury Ct, Winnetka, IL 60093

  1008 Asbury Ct, Winnetka, IL 60093
• 

  

  /45

  $2,299,000 Pending

  • Land
  • 0.97 Acre
  • $2,370,103 per Acre

  43 Indian Hill Rd, Winnetka, IL 60093

  Beautifully situated on beloved Indian Hill Road this pristine & well cared for 1-acre property is a true sanctuary. Surrounded by mature landscaping & tucked off the street, a sun-filled atrium foyer sets the tone for the bright interior & circular floor plan. The inviting office with custom built-ins and desk with thick granite & oversized picture window is the perfect perch to watch the

  Jena Radnay @properties Christie's International Real Estate

  43 Indian Hill Rd, Winnetka, IL 60093
• 

  

  /63

  $2,100,350 Sold Aug 08, 2025

  • 5,675 Sq Ft
  • $370/SF
  • 4 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1926

  350 Elder Ln, Winnetka, IL 60093

  Situated just a stones throw from Winnetka's Elder beach, sits the classically beautiful brick colonial you've been waiting for! Meticulously maintained with many recent updates, this handsome 5 bed/4.1BA home features 4 floors of well-designed and well-built living space. Beautiful millwork and original character can be found throughout the home showcasing highly-detailed craftsmanship, with the

  Alyson Tesar @properties Christie's International Real Estate

  350 Elder Ln, Winnetka, IL 60093
• 

  

  /26

  Est $1,686,522 Not Listed For Sale

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

  850 Eldorado St, Winnetka, IL 60093

  850 Eldorado St, Winnetka, IL 60093
• 

  

  /36

  $1,499,000 Pending

  • 5 Beds
  • 3.5 Baths

  274 Ridge Ave, Winnetka, IL 60093

  Beautiful colonial home located on a deep lot in prime Winnetka location, walk to schools, town, Metra. Architectural detail and charm abound throughout. Gracious entrance hall, living room with custom built in shelving and fireplace. Fantastic high end kitchen opens to spacious family room featuring lovely built ins, vaulted ceiling & fireplace. French doors from both the family room and dining

  Mary Haight Himes Compass

  274 Ridge Ave, Winnetka, IL 60093
• 

  /2

  $4,700,000 Sold Aug 05, 2025

  • 6,240 Sq Ft
  • $753/SF
  • 9 Days On Market

  • 5 Beds
  • 8.5 Baths
  • Built 2004

  775 Sumac Ln, Winnetka, IL 60093

  Exceptional in every way! Better than new, stunning home tucked away on a private, Cul-du-sac overlooking the Winnetka Golf Course in Hubbard Woods. An entertainer's dream, no detail has been spared in this impeccable, custom stone home. The entire home has been completely renovated and updated, so move right in! Boasting a fabulous floor plan with ideal flow, highlights include an incredible

  Annie flanagan @properties Christie's International Real Estate

  775 Sumac Ln, Winnetka, IL 60093
• 

  

  /25

  Est $487,808 Not Listed For Sale

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

  778 Green Bay Rd, Winnetka, IL 60093

  778 Green Bay Rd, Winnetka, IL 60093
• 

  

  /78

  $2,888,000 Pending

  • 5 Beds
  • 5 Baths

  331 Sheridan Rd, Winnetka, IL 60093

  East Winnetka One-of-a-Kind Home with Private Beach Access. Tucked away on an exclusive private lane, this exceptional East Winnetka residence offers a rare opportunity to enjoy privacy, luxury, and direct access to your own private beach. Recently renovated, 5 bedrooms, 3 baths + 2 half baths home seamlessly blends timeless elegance with modern sophistication, featuring premium finishes and

  Kathleen Whalen @properties Christie's International Real Estate

  331 Sheridan Rd, Winnetka, IL 60093
• 

  

  /44

  $3,750,000 Sold Aug 01, 2025

  • 5,735 Sq Ft
  • $654/SF
  • 2 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1930

  180 De Windt Rd, Winnetka, IL 60093

  Experience the best of Winnetka living on nearly an acre in one of the village's most picturesque and prestigious locations. Tucked away behind winding, tree-lined streets, this spectacular historic renovation sits proudly on nearly a full acre of beautifully landscaped grounds. Located on prestigious De Windt Road and walking distance to top-rated Crow Island Elementary, this fairytale-like

  Grace Goro Compass

  180 De Windt Rd, Winnetka, IL 60093
• 

  

  /23

  Est $787,414 Not Listed For Sale

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

  800 Green Bay Rd, Winnetka, IL 60093

  800 Green Bay Rd, Winnetka, IL 60093
• 

  

  /35

  $1,600,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,807 Sq Ft

  1340 Westmoor Trail, Winnetka, IL 60093

  This timeless 4 bedroom 3.1 bathroom white brick split-level home sits on a beautifully landscaped 1/2-acre lot on a quiet, private street. A true Winnetka gem- this Hemphill home has 3,800 SF! The property offers the rare convenience of both an attached garage and a circle driveway, with a welcoming bluestone walkway leading to the front door. Inside, a bright foyer opens to sun-filled living

  Bonnie Tripton @properties Christie's International Real Estate

  1340 Westmoor Trail, Winnetka, IL 60093

Showing Results 41 - 80, Page 2 of 18