5,262

Winnetka, IL Homes

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    • /24

      Est $989,850 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,615 Sq Ft

      882 Willow Rd, Winnetka, IL 60093

      882 Willow Rd, Winnetka, IL 60093
  • /92

    $12,000,000 Pending

    • 6 Beds
    • 10 Baths
    • 9,653 Sq Ft

    973 Sheridan Rd, Winnetka, IL 60093

    Secluded from it all with only the sound of the waves from Lake Michigan, this immaculate, turn-key lakefront property will make every day feel like a vacation. Behind the gated entrance, you are instantly transported to a private oasis on 1.75 acres with 100 feet of beachfront, and a residence that spans over 18,000 square feet. Built in 2020 by a best-in-class collaboration between Paul

    Cricket King @properties Christie's International Real Estate

    973 Sheridan Rd, Winnetka, IL 60093
  • /24

    $4,675,000 Sold Jan 08, 2025

    • 7,000 Sq Ft
    • $668/SF
    • 490 Days On Market
    • 5 Beds
    • 7.5 Baths
    • Built 2023

    1330 Westmoor Trail, Winnetka, IL 60093

    Magnificent transitional home with approximately 10,000 square feet finished space. Exterior is constructed of brick and limestone with slate roof which represents timeless construction on one of the most picturesque streets in Winnetka. Close to town, schools and train the house features 6 bedrooms, 7.1 bath, 4 fireplaces, spectacular kitchen with top of the line appliances including Sub-Zero

    Milena Birov @properties Christie's International Real Estate

    1330 Westmoor Trail, Winnetka, IL 60093
    • /46

      Est $1,878,956 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,581 Sq Ft

      1357 Sunview Ln, Winnetka, IL 60093

      1357 Sunview Ln, Winnetka, IL 60093
  • /10

    $709,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,059 Sq Ft

    826 Humboldt Ave, Winnetka, IL 60093

    Incredible Opportunity to build in East Winnetka. Building on property is being sold "AS IS WHERE IS." Please do not walk the property without calling to schedule an appointment. Survey is attached under Documents. Call LA for additional information.

    Paul Harb Wilmette Real Estate & Management Company LLC

    826 Humboldt Ave, Winnetka, IL 60093
  • /16

    $1,330,000 Sold Jan 06, 2025

    • 3,000 Sq Ft
    • $443/SF
    • 4 Beds
    • 2.5 Baths
    • Built 1883

    395 Rosewood Ave, Winnetka, IL 60093

    SOLD BEFORE PROCESSING.

    Alison Wertheimer @properties Christie's International Real Estate

    395 Rosewood Ave, Winnetka, IL 60093
    • /22

      Est $1,257,406 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,869 Sq Ft

      707 Hill Rd, Winnetka, IL 60093

      707 Hill Rd, Winnetka, IL 60093
  • /23

    $1,100,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    880 Willow Rd, Winnetka, IL 60093

    Rare opportunity in today's market to find an almost-new, move-in-ready home offering comfort, convenience and a contemporary vibe. This spacious 5-bedroom, 3.5-bath home features a bright, open layout with natural oak floors and a designer kitchen outfitted with a 9-foot island, quartz Calacatta Laza countertops, and premium KitchenAid stainless steel appliances. The great room off of the

    Karen Arenson Engel & Voelkers Chicago North Shore

    880 Willow Rd, Winnetka, IL 60093
  • /22

    $615,000 Sold Jan 06, 2025

    • 1,676 Sq Ft
    • $367/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    720 Green Bay Rd Unit 3B, Winnetka, IL 60093

    Welcome to the luxurious Winngate, a newer Condo building in sought-after Winnetka. There are only 13 units and this is on the top-floor allowing for a magnificent cathedral ceiling and western exposure so no noise from the street, very quiet. Come enjoy treetop living! The combination Living-Dining Room offers a cozy gas fireplace and opens to the Kitchen for easy entertaining. The Kitchen has a

    Katie Marx Coldwell Banker Realty

    720 Green Bay Rd Unit 3B, Winnetka, IL 60093
    • /31

      Est $1,856,332 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,542 Sq Ft

      386 Fairview Ave, Winnetka, IL 60093

      386 Fairview Ave, Winnetka, IL 60093
  • /44

    $1,350,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,611 Sq Ft

    1166 Cherry St, Winnetka, IL 60093

    Longtime homeowners have meticulously maintained (and added onto) this exceptionally large 3600 square foot home. It's so much bigger than it looks! Get ready to have your homebuyer wish list boxes checked. Fabulous Winnetka location on a favorite tree-lined street, just 1-2 blocks from all schools, Skokie Playfield Park District facilities, and under a mile to town, Metra, shopping, and dining.

    Chris Veech @properties Christie's International Real Estate

    1166 Cherry St, Winnetka, IL 60093
  • /27

    $850,000 Sold Dec 30, 2024

    • 1,915 Sq Ft
    • $444/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1965

    744 Oak St Unit 744, Winnetka, IL 60093

    Close to town this perfectly located brick townhouse is in the heart of Winnetka. Completely renovated with high-end finishes, this rarely available end unit has loads of indoor and outdoor living space. The welcoming foyer leads into the sunny first floor with a new white kitchen, top-of-the-line appliances, quartz island, and countertops. The recent renovation opened the floor plan for easy

    Mary Grant @properties Christie's International Real Estate

    744 Oak St Unit 744, Winnetka, IL 60093
    • /31

      Est $472,931 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,242 Sq Ft

      772 Green Bay Rd, Winnetka, IL 60093

      772 Green Bay Rd, Winnetka, IL 60093
  • /15

    $1,700,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,352 Sq Ft

    917 Willow Rd, Winnetka, IL 60093

    Enjoy a completely custom home in the heart of Winnetka. Conveniently located only blocks from Crow Island Elementary and walking distance to local favorite boutiques and restaurants including Pomeroy, 501 Local, La Taquiza and Tocco. Built by fourth generation custom home builders, this thoughtful floorplan features 5 bedrooms, 5 bathrooms, a finished lower level and a chef's kitchen ready for

    Grace Goro Compass

    917 Willow Rd, Winnetka, IL 60093
  • /2

    $3,360,000 Sold Dec 30, 2024

    • 12,998 Sq Ft
    • $259/SF
    • 91 Days On Market
    • 7 Beds
    • 8.5 Baths
    • Built 2008

    104 Longmeadow Rd, Winnetka, IL 60093

    AUCTION BIDDING OPEN: Bidding ends 12/3. Previously Listed 4.729M. Current High Bid 2.5M. A stunning fusion of lakeside serenity and bespoke luxury, this exceptional estate offers an unparalleled living experience. Owned by the renowned science fiction author Andy Weir, this property was expertly redesigned and renovated from the ground up by award-winning architects Benvenuti & Stein and Karl

    Linda Martin Coldwell Banker Realty

    104 Longmeadow Rd, Winnetka, IL 60093
    • /40

      Est $1,794,515 Not Listed For Sale

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

      477 Elder Ln, Winnetka, IL 60093

      477 Elder Ln, Winnetka, IL 60093
  • /38

    $2,500,000 Sold Dec 30, 2024

    • 9,930 Sq Ft
    • $252/SF
    • 251 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 1990

    745 Sheridan Rd, Winnetka, IL 60093

    Welcome to 745 Sheridan Road, a luxurious and one-of-a-kind modern custom-built French Chateau! Walk to the private Beach around the corner. 745 features 7 bedrooms all of which have their own full bathrooms. Located on the east side of the coveted Sheridan Road and just steps away from the lake and beach and everything Winnetka has to offer. Enter through the gated auto courtyard and into the

    Vaciliki Ress Berkshire Hathaway HomeServices Chicago

    745 Sheridan Rd, Winnetka, IL 60093
    • /5

      Est $1,206,551 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,348 Sq Ft

      1136 Cherry St, Winnetka, IL 60093

      1136 Cherry St, Winnetka, IL 60093
  • /51

    $2,850,000 Sold Dec 27, 2024

    • 5,638 Sq Ft
    • $505/SF
    • 15 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1929

    36 Indian Hill Rd, Winnetka, IL 60093

    First time on market ever! Special renovated classic set on 1 acre, nestled within the coveted landscape of Indian Hill Road overlooking the 5th fairway. A timeless English Tudor, with a major renovation and addition by the current owners (only the 2nd family to own the home) boasts both extraordinary golf course and garden vistas. A lovely sanctuary in the heart of Winnetka, this 4BD, 4.2BA home

    Paige Dooley Compass

    36 Indian Hill Rd, Winnetka, IL 60093
    • /46

      Est $2,781,879 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 6,300 Sq Ft

      102 Church Rd, Winnetka, IL 60093

      102 Church Rd, Winnetka, IL 60093
  • /24

    $630,000 Sold Dec 20, 2024

    • 1,730 Sq Ft
    • $364/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1973

    650 Winnetka Mews Unit 309, Winnetka, IL 60093

    Rarely available 3 bedroom/3 bath condo in the desirable Winnetka Mews! The gracious foyer leads into the sun-filled living room with tree-top views and a wood-burning fireplace which opens to the elegant dining room that accesses a private balcony. The spacious eat-in kitchen has stainless steel appliances, a new backsplash, new hardware, and granite countertops. The luxe primary suite includes

    Mary Grant @properties Christie's International Real Estate

    650 Winnetka Mews Unit 309, Winnetka, IL 60093
    • /29

      Est $1,692,157 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,751 Sq Ft

      1216 Scott Ave, Winnetka, IL 60093

      1216 Scott Ave, Winnetka, IL 60093
  • /8

    $725,000 Sold Dec 20, 2024

    • 1,746 Sq Ft
    • $415/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1908

    76 Warwick Rd, Winnetka, IL 60093

    An AMAZING opportunity to completely renovate, customize or build a new home in a sough after East Winnetka location. This stucco colonial property sits on an 40x165x70x150 lot and is a diamond in the rough. Calling all renovators or buyers who would like to design or re-design this stellar opportunity. Home is being sold is and boasts a close to schools, a block from New Trier High School, four

    Kathryn Mangel @properties Christie's International Real Estate

    76 Warwick Rd, Winnetka, IL 60093
    • /36

      Est $1,571,282 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,623 Sq Ft

      404 Elder Ln, Winnetka, IL 60093

      404 Elder Ln, Winnetka, IL 60093
  • /55

    $2,350,000 Sold Dec 18, 2024

    • 7,000 Sq Ft
    • $336/SF
    • 8 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 1954

    70 Woodley Rd, Winnetka, IL 60093

    Completely refreshed to a newly elevated level of elegance in 2024, this classic brick Cape Cod Colonial ranch stands the test of time beautifully situated on over an acre of mature grounds nested off Woodley Road. New stunning wide plank sawn white oak floors, all walls painted Farrow & Ball All White, brushed brass hardware with glazed crystal knobs all bring to life a light beachy vibe

    Jena Radnay @properties Christie's International Real Estate

    70 Woodley Rd, Winnetka, IL 60093
    • /73

      Est $2,291,765 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,277 Sq Ft

      823 Humboldt Ave, Winnetka, IL 60093

      823 Humboldt Ave, Winnetka, IL 60093
  • /14

    $310,000 Sold Dec 17, 2024

    • 1,372 Sq Ft
    • $226/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    134 Green Bay Rd Unit 106, Winnetka, IL 60093

    Spacious and bright West facing two bedroom, two full bath condo unit. Separate dining area and spacious living room open up to a private balcony overlooking the pool. Kitchen partially open to the living space. Large bedrooms including a primary suite plus additional bed and hall bath. Separate storage and laundry are on the floor. Unit includes an assigned garage parking spot. Ideally located

    Gloria Matlin Compass

    134 Green Bay Rd Unit 106, Winnetka, IL 60093
    • /22

      Est $1,004,018 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft

      1065 Vine St, Winnetka, IL 60093

      1065 Vine St, Winnetka, IL 60093
  • /33

    $1,350,000 Sold Dec 17, 2024

    • 1,988 Sq Ft
    • $679/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1899

    883 Elm St, Winnetka, IL 60093

    If you're looking for the perfect balance of suburban tranquility and proximity to the action, then 883 Elm Street in Winnetka is your dream address! Nestled just steps from downtown Winnetka's shops, restaurants, parks, and Metra station, this classic 3-bedroom, 2.1-bathroom home exudes charm and is situated on a rare, oversized 55x187 lot. From the moment you arrive, the curb appeal is

    Bonnie Tripton @properties Christie's International Real Estate

    883 Elm St, Winnetka, IL 60093
    • /32

      Est $1,886,783 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,500 Sq Ft

      1055 Chatfield Rd, Winnetka, IL 60093

      1055 Chatfield Rd, Winnetka, IL 60093
  • /35

    $1,300,000 Sold Dec 13, 2024

    • 2,662 Sq Ft
    • $488/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1951

    660 Walden Rd, Winnetka, IL 60093

    Nestled in one of Winnetka's most desirable neighborhoods, 660 Walden Rd offers a perfect blend of timeless elegance and modern luxury. Set on a meticulously landscaped lot, the property boasts classic architectural details with a stately brick exterior, a charming paved driveway and welcoming front entry. Delightful gas lanterns adorn the home's facade and the cleverly hidden garage door has a

    Monica Sofranko @properties Christie's International Real Estate

    660 Walden Rd, Winnetka, IL 60093
    • /67

      Est $3,194,813 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,700 Sq Ft

      921 Fisher Ln, Winnetka, IL 60093

      921 Fisher Ln, Winnetka, IL 60093
  • /44

    $4,450,000 Sold Dec 10, 2024

    • 7,260 Sq Ft
    • $613/SF
    • 223 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1930

    901 Hill Rd, Winnetka, IL 60093

    French colonial style meets the luxury of modern amenities in this elegant, spacious residence. This crisp, white-painted brick home in a top location is set back on a 1.24 acre lot with a long driveway and an expansive front yard. All the best vintage and modern desirable amenities are present in this outstanding residence. Open the front door to a welcoming foyer with its handsome circular

    Chris Downey Compass

    901 Hill Rd, Winnetka, IL 60093
    • /49

      Est $1,187,366 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,620 Sq Ft

      434 Elder Ln, Winnetka, IL 60093

      434 Elder Ln, Winnetka, IL 60093
  • /55

    $2,149,900 Sold Dec 06, 2024

    • 4,318 Sq Ft
    • $498/SF
    • 3 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1922

    143 Birch St, Winnetka, IL 60093

    It doesn't get more magical than this...all sensationally set on a breathtaking .43 acre lot at the end of Birch street outlined by a canopy of mature trees and gorgeous neighboring homes, this finely built S.S. Beman was just elevated to a new level of luxury in 2024. Sun-drenched charm floods this architecturally coastal beauty with a brand new white quartz Chef's s/s kitchen. A thoughtful

    Jena Radnay @properties Christie's International Real Estate

    143 Birch St, Winnetka, IL 60093
    • /50

      Est $1,455,224 Not Listed For Sale

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

      480 Rosewood Ave, Winnetka, IL 60093

      480 Rosewood Ave, Winnetka, IL 60093
  • /46

    $2,500,000 Sold Dec 06, 2024

    • 4,853 Sq Ft
    • $515/SF
    • 1 Day On Market
    • 5 Beds
    • 5 Baths
    • Built 1923

    1015 Dinsmore Rd, Winnetka, IL 60093

    OFFERS HAVE BEEN RECEIVED AND SELLERS WILL BE REVIEWING AS THEY COME IN. This is the house that that stops you walking by to marvel at its beauty- the proportions, the character, the architectural details, the condition! Its extraordinary in its understated presence. And behind the charming and understated facade is a spacious and versatile interior boasting much more room than you would

    Catherine King Compass

    1015 Dinsmore Rd, Winnetka, IL 60093
    • /25

      Est $1,731,158 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,948 Sq Ft

      6 Woodley Manor, Winnetka, IL 60093

      6 Woodley Manor, Winnetka, IL 60093
  • /30

    $905,000 Sold Dec 05, 2024

    • 1,962 Sq Ft
    • $461/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1994

    360 Green Bay Rd Unit 3D, Winnetka, IL 60093

    Fabulous one floor living in Winnetka! This gorgeous Hedge Row condo offers two spacious bedrooms, two full bathrooms + den. The main living area features a large open floor plan, hardwood floors, a gas fireplace, and abundant natural southwest light from the new Anderson windows and patio sliding door. The spacious private patio is perfect for entertaining al fresco or enjoying your own tranquil

    Sara Sullivan Compass

    360 Green Bay Rd Unit 3D, Winnetka, IL 60093
    • /9

      Est $5,563,139 Not Listed For Sale

      • 5 Beds
      • 9 Baths
      • 7,847 Sq Ft

      185 Old Green Bay Rd, Winnetka, IL 60093

      185 Old Green Bay Rd, Winnetka, IL 60093

Showing Results 161 - 200, Page 5 of 18

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