Winnetka, IL Homes

• 

  

  /2

  $4,500,000 Sold Apr 18, 2025

  • 9,744 Sq Ft
  • $462/SF
  • 45 Days On Market

  • 7 Beds
  • 9 Baths
  • Built 1927

  35 Indian Hill Rd, Winnetka, IL 60093

  REIMAGINED LUXURY - Immerse yourself in the exquisite transformation of an English manor estate nestled on a private lane within one mile of Winnetka's town center. 35 Indian Hill has over ONE & ONE HALF MILLION DOLLARS in improvements both interior and exterior (see upgrades under ADD'L INFO) in the past 10 months! Infrastructure improvements include: POOL, HARDSCAPE, BLUESTONE GARDEN HARDSCAPE,

  Nancy Nugent Jameson Sotheby's Intl Realty

  35 Indian Hill Rd, Winnetka, IL 60093
• 

  

  

  /35

  Est $2,415,512 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  82 Locust Rd, Winnetka, IL 60093

  82 Locust Rd, Winnetka, IL 60093
• 

  

  

  /11

  $265,000 Sold Apr 15, 2025

  • 1,030 Sq Ft
  • $257/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1971

  134 Green Bay Rd Unit 309, Winnetka, IL 60093

  Move in ready 1 bedroom, 1 bath condo in sought after boutique Winnetka building. Sun-filled condo with open floor plan. White kitchen with breakfast bar, roomy bedroom, updated bath and walk in closet. Loads of storage space. Indoor parking spot. Well decorated lobby and common room with kitchen, exercise area and outdoor pool. Steps to the Metra, Lake Michigan and shopping.

  Mary Grant @properties Christie's International Real Estate

  134 Green Bay Rd Unit 309, Winnetka, IL 60093
• 

  

  

  /37

  Est $2,043,146 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,023 Sq Ft

  556 Willow Rd, Winnetka, IL 60093

  556 Willow Rd, Winnetka, IL 60093
• 

  

  

  /48

  $2,050,000 Sold Apr 15, 2025

  • 4,147 Sq Ft
  • $494/SF

  • 4 Beds
  • 4.5 Baths
  • Built 2009

  484 Hawthorn Ln, Winnetka, IL 60093

  Welcome to this stunning 6-bedroom, 4.5-bathroom home in pristine condition. The owners have meticulously maintained the property over the years and recently completed a comprehensive refresh, including fresh paint, new lighting, a new flat roof, refinished floors, and detailed inspections of all mechanical systems. The home will be delivered in truly turnkey condition, ready for its next owner.

  Nathan Freeborn Redfin Corporation

  484 Hawthorn Ln, Winnetka, IL 60093
• 

  

  /28

  Est $1,558,577 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,892 Sq Ft

  610 Cherry St, Winnetka, IL 60093

  610 Cherry St, Winnetka, IL 60093
• 

  

  /46

  $930,000 Sold Apr 14, 2025

  • 1,676 Sq Ft
  • $555/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1921

  214 Poplar St, Winnetka, IL 60093

  Storybook charm in East Winnetka! Prepare to be delighted by this darling home brimming with character and charm. Step inside and enjoy the sun-filled space, complete with hardwood floors throughout, arched doorways and custom built-ins. The front living room includes a beautiful wood-burning fireplace and dining area with easy access to the kitchen, featuring high-end stainless steel-appliances.

  Jeffrey Lowe Compass

  214 Poplar St, Winnetka, IL 60093
• 

  

  /27

  Est $1,982,501 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,542 Sq Ft

  568 Elm St, Winnetka, IL 60093

  568 Elm St, Winnetka, IL 60093
• 

  /2

  $2,600,000 Sold Apr 09, 2025

  • 4,870 Sq Ft
  • $534/SF
  • 4 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1920

  1172 Hamptondale Ave, Winnetka, IL 60093

  This classic Winnetka residence blends timeless architectural details with thoughtful updates, offering comfort and effortless livability. A striking staircase makes a grand impression in the gracious, light-filled two story foyer, setting the tone for the home. Beyond the foyer, the spacious and inviting interior creates a warm atmosphere. Whether gathered in the formal living room or sharing a

  Howard Meyers Compass

  1172 Hamptondale Ave, Winnetka, IL 60093
• 

  /2

  Est $1,722,486 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,605 Sq Ft

  660 Sheridan Rd, Winnetka, IL 60093

  660 Sheridan Rd, Winnetka, IL 60093
• 

  /2

  $2,200,000 Sold Apr 07, 2025

  • 4,381 Sq Ft
  • $502/SF
  • 5 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1997

  529 Elder Ln, Winnetka, IL 60093

  Step into sophistication with this beautifully updated East Winnetka home, where timeless elegance meets modern comfort. Every detail has been thoughtfully enhanced, from the striking entryway to the impeccable finishes throughout. The first-floor layout is designed for both versatility and style. Entertain effortlessly in the oversized formal dining room, work in the sun-drenched home office,

  Jenifer McCartney Jameson Sotheby's International Realty

  529 Elder Ln, Winnetka, IL 60093
• 

  

  /50

  Est $2,474,910 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,597 Sq Ft

  845 Glen Oak Dr, Winnetka, IL 60093

  845 Glen Oak Dr, Winnetka, IL 60093
• 

  

  /24

  $1,417,000 Sold Apr 04, 2025

  • 2,637 Sq Ft
  • $537/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1955

  800 Tower Rd, Winnetka, IL 60093

  Welcome to this cozy Cape Cod situated right off Tower and Sheridan Rd. Just steps away from the beach, this home exudes warmth and timeless appeal. The prime East Winnetka location captures the essence of North Shore living. The living/dinning room combo with a fireplace opens up to a grand family room with custom mahogany build-ins. This welcoming space, surrounded by a plethora of natural

  Chris Hristov Real People Realty

  800 Tower Rd, Winnetka, IL 60093
• 

  

  /17

  Est $589,713 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  660 Winnetka Mews Unit 315, Winnetka, IL 60093

  660 Winnetka Mews Unit 315, Winnetka, IL 60093
• 

  

  /36

  $975,000 Sold Apr 02, 2025

  • 1,700 Sq Ft
  • $574/SF
  • 10 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1914

  1066 Tower Rd, Winnetka, IL 60093

  Experience the renovated charm of this delightful 3 bedroom, 2.2 bathroom home nestled in the heart of Hubbard Woods. The bright, updated kitchen with fabulous southern exposures, complete with an adjacent dining area, offers sunny views of the lush backyard. This fabulous kitchen flows seamlessly into the family room, which features a cozy fireplace and also connects to the first-floor office

  Joanne Hudson Compass

  1066 Tower Rd, Winnetka, IL 60093
• 

  /2

  Est $2,502,929 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,973 Sq Ft

  717 Rosewood Ave, Winnetka, IL 60093

  717 Rosewood Ave, Winnetka, IL 60093
• 

  

  /21

  $575,000 Sold Mar 31, 2025

  • 1,500 Sq Ft
  • $383/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  606 Lincoln Ave Unit 606, Winnetka, IL 60093

  Discover this rarely available, updated end-unit townhouse in the serene Lincoln Gardens of East Winnetka. Situated in a private courtyard, this home gives city living vibes with suburban benefits, conveniently located near Lake Michigan beaches, Metra, dining, and shopping. Spread across three floors, it boasts abundant natural light. The updated kitchen features subway tiled backsplash, newer

  Sara Sullivan Compass

  606 Lincoln Ave Unit 606, Winnetka, IL 60093
• 

  

  /50

  Est $1,856,790 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,159 Sq Ft

  636 Cherry St, Winnetka, IL 60093

  636 Cherry St, Winnetka, IL 60093
• 

  

  /49

  $1,900,000 Sold Mar 31, 2025

  • 6,554 Sq Ft
  • $290/SF
  • 85 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1985

  1344 Edgewood Ln, Winnetka, IL 60093

  MUCH BIGGER THAN IT LOOKS - Nestled in a private cul-de-sac, this beautifully renovated Cape Cod home offers a perfect blend of classic architecture and modern amenities, ideally located to enjoy all that Winnetka has to offer. The first floor, spanning over 2400 sq ft, boasts an open and airy layout. The expansive kitchen features custom cabinetry, an enormous island with seating, and high-end

  John Mawicke @properties Christie's International Real Estate

  1344 Edgewood Ln, Winnetka, IL 60093
• 

  

  /36

  Est $1,397,237 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,463 Sq Ft

  740 Foxdale Ave, Winnetka, IL 60093

  740 Foxdale Ave, Winnetka, IL 60093
• 

  

  /38

  $1,675,000 Sold Mar 28, 2025

  • 3,200 Sq Ft
  • $523/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  429 Walnut St, Winnetka, IL 60093

  Welcome to 429 Walnut, in the picturesque East Winnetka neighborhood. This charming English-style residence has remarkable architectural features, including graceful archways, an elegant staircase, and hardwood floors. The home seamlessly blends classic design with modern updates, featuring a Benvenuti & Stein kitchen and a sunlit family room. The stunning living room, with its charming

  Katie Hauser Compass

  429 Walnut St, Winnetka, IL 60093
• 

  

  /36

  Est $2,262,034 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,625 Sq Ft

  777 Rosewood Ave, Winnetka, IL 60093

  777 Rosewood Ave, Winnetka, IL 60093
• 

  

  /91

  $4,495,000 Sold Mar 28, 2025

  • 5,709 Sq Ft
  • $787/SF

  • 5 Beds
  • 8 Baths
  • Built 1975

  89 Indian Hill Rd, Winnetka, IL 60093

  Welcome to 89 Indian Hill Road, a beautifully renovated estate home along the historic Indian Hill Country Club. This property includes 5 bedrooms, 5.2 baths, and a rare, newer two-story guest house! This property presents a unique opportunity, combining the timeless elegance of classic Georgian architecture with sleek modern sophistication. Every detail of this home has been thoughtfully

  Frank Capitanini Compass

  89 Indian Hill Rd, Winnetka, IL 60093
• 

  

  /46

  Est $2,607,699 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,072 Sq Ft

  910 Oak St, Winnetka, IL 60093

  910 Oak St, Winnetka, IL 60093
• 

  

  /45

  $2,300,000 Sold Mar 28, 2025

  • 5,200 Sq Ft
  • $442/SF
  • 125 Days On Market

  • 5 Beds
  • 7 Baths

  399 Ridge Ave, Winnetka, IL 60093

  Stunning Total Gut Rehab Project Resulting In A 3-Story Modern Victorian Farmhouse Of Nearly 5,200sf, 6 Bed/5.2 Bath On A Gorgeous Corner Lot In Walking Distance To All Winnetka Offers.

  Rich Aronson Compass

  399 Ridge Ave, Winnetka, IL 60093
• 

  /2

  Est $436,121 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,342 Sq Ft

  547 Hill Terrace Unit 201, Winnetka, IL 60093

  547 Hill Terrace Unit 201, Winnetka, IL 60093
• 

  

  /51

  $1,540,000 Sold Mar 24, 2025

  • 3,000 Sq Ft
  • $513/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1954

  686 Foxdale Ave, Winnetka, IL 60093

  This fully renovated home in a prime East Winnetka location has been completely gutted in 2015 and is set on an extra wide lot (61x120). The renovation included an expansion on the first floor, and a completely reimagined brand-new second floor. The stunning chef's kitchen, featuring a walk-in pantry, island, and breakfast area, seamlessly flows into the great room. Through sliding barn doors

  Paige Dooley Compass

  686 Foxdale Ave, Winnetka, IL 60093
• 

  

  /58

  Est $1,930,072 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,761 Sq Ft

  1149 Cherry St, Winnetka, IL 60093

  1149 Cherry St, Winnetka, IL 60093
• 

  

  /20

  $1,000,000 Sold Mar 18, 2025

  • 1,956 Sq Ft
  • $511/SF
  • 4 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1926

  624 Elder Ln, Winnetka, IL 60093

  OFFERS DUE by 10:00 AM on Monday, 2/10. Vintage brick ranch oozes curb appeal and period charm with gracious rooms, high ceilings, arched doorways, hardwood floors, and other classic architectural details. Light-filled throughout, with a wonderful large living room with gas fireplace, entertainment-worthy dining room, and a lovely sun-washed den with access to the fabulous wraparound deck. Two of

  Cathy Deutsch @properties Christie's International Real Estate

  624 Elder Ln, Winnetka, IL 60093
• 

  

  /57

  Est $2,400,031 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,039 Sq Ft

  895 Tower Rd, Winnetka, IL 60093

  895 Tower Rd, Winnetka, IL 60093
• 

  

  /56

  $1,640,000 Sold Mar 14, 2025

  • 4,443 Sq Ft
  • $369/SF
  • 58 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1942

  550 Sheridan Rd, Winnetka, IL 60093

  With a beautiful presence perched up high on the premier corner of Sheridan Road & Elm Street, this coastal colonial captures the essence of East Winnetka living with the lake only a stone's throw away with access to 2 beaches, a 3 min walk to Village Green, 5 min walk to grab a Hometown bagel sandwich on the way before jumping on an express train to be downtown in 23 min. Yes, it's that easy...

  Jena Radnay @properties Christie's International Real Estate

  550 Sheridan Rd, Winnetka, IL 60093
• 

  

  /30

  Est $1,407,484 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,192 Sq Ft

  720 Pine St, Winnetka, IL 60093

  720 Pine St, Winnetka, IL 60093
• 

  

  /26

  $700,000 Sold Mar 07, 2025

  • 1,218 Sq Ft
  • $575/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1911

  972 Tower Rd, Winnetka, IL 60093

  Location, Location, Location! Charming East Winnetka home with finished basement! From the moment you enter the timeless foyer, you'll be welcomed by a sunlit living room featuring a large picture window overlooking the expansive backyard. The open-concept layout flows seamlessly into the dining room, complete with plantation shutters, custom built-ins, and an updated kitchen. The kitchen shines

  Selma Nemeth @properties Christie's International Real Estate

  972 Tower Rd, Winnetka, IL 60093
• 

  

  /38

  Est $1,217,387 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,000 Sq Ft

  345 Glendale Ave, Winnetka, IL 60093

  345 Glendale Ave, Winnetka, IL 60093
• 

  

  /54

  $2,130,000 Sold Mar 06, 2025

  • 3,700 Sq Ft
  • $576/SF
  • 18 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  1087 Cherry St, Winnetka, IL 60093

  Spectacular new construction in the heart of Winnetka's picturesque "tree streets" & minutes to Winnetka's vibrant downtown & award-winning schools. Unparalleled design & craftsmanship featuring 4 bedrooms / 4.1 baths expanding 3700 square feet. Expansive first floor level includes formal living, dining, family room, custom mudroom all with 9-6 ft ceilings, engineered hardwood floors & custom

  Rachel Moltz @properties Christie's International Real Estate

  1087 Cherry St, Winnetka, IL 60093
• 

  

  /7

  Est $1,696,561 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,065 Sq Ft

  1040 Spruce St, Winnetka, IL 60093

  1040 Spruce St, Winnetka, IL 60093
• 

  

  /32

  $1,575,000 Sold Mar 05, 2025

  • 3,153 Sq Ft
  • $500/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1924

  928 Pine St, Winnetka, IL 60093

  This Classic Nantucket Colonial blends timeless charm with modern updates and an effortless flow for everyday living and entertaining. The welcoming foyer leads into a formal living room, complete with a fireplace and charming built-ins. This living area opens seamlessly into the updated all white kitchen. Featuring stainless steel appliances and a gracious breakfast nook-this kitchen is happy

  Carrie Tarzon @properties Christie's International Real Estate

  928 Pine St, Winnetka, IL 60093
• 

  

  /54

  Est $1,703,993 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 3,674 Sq Ft

  1114 Merril St, Winnetka, IL 60093

  1114 Merril St, Winnetka, IL 60093
• 

  

  /35

  $1,550,000 Sold Mar 03, 2025

  • 3,222 Sq Ft
  • $481/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  1340 Edgewood Ln, Winnetka, IL 60093

  This spacious, sun-filled newer construction home in the desirable Hubbard Woods neighborhood is a must-see! Come inside to see all of its magic plus the gorgeous & huge one third acre yard. Located close to Hubbard Woods school, the Metra, and town, this home is tucked away on a quiet cul-de-sac and sits on a generous .34-acre lot (67 x 233!!). Offering an open floor plan and many updated

  Chris Veech @properties Christie's International Real Estate

  1340 Edgewood Ln, Winnetka, IL 60093
• 

  

  /48

  Est $1,656,329 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,694 Sq Ft

  687 Cherry St, Winnetka, IL 60093

  687 Cherry St, Winnetka, IL 60093

Showing Results 281 - 320, Page 8 of 18