5,287

Cook, IL Homes

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    • /34

      Est $1,414,857 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,550 Sq Ft

      81 High St, Winnetka, IL 60093

      81 High St, Winnetka, IL 60093
  • /54

    $1,150,000 Sold Feb 14, 2025

    • 3,040 Sq Ft
    • $378/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1923

    351 Ridge Ave, Winnetka, IL 60093

    Step into this exquisite 4-bedroom, 4.1-bathroom gem, nestled in a coveted in-town location just moments from the train, top-rated schools, and lush parks. This elegant home boasts a circular floor plan awash with natural light, featuring a sophisticated living room complete with a wood-burning fireplace, expansive windows, and exquisite built-ins. The dining room offers a refined space for

    Mike LeFevere Compass

    351 Ridge Ave, Winnetka, IL 60093
    • /35

      Est $1,756,768 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,124 Sq Ft

      34 Longmeadow Rd, Winnetka, IL 60093

      34 Longmeadow Rd, Winnetka, IL 60093
  • /2

    $565,000 Sold Feb 14, 2025

    • 3,200 Sq Ft
    • $177/SF
    • 126 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1963

    1143 Willow Rd, Winnetka, IL 60093

    A great opportunity for the visionary! The existing home is a large build from 1963 and has some MCM touches! Perfect opportunity for a gut Rehab! Very desirable location across from Historic CROW ISLAND WOODS and Crow Island School! Easy walk to wonderful Downtown Winnetka with Shopping, Dining and so much more! Property is being offered As Is and Shown.

    Kathleen Peters Coldwell Banker Realty

    1143 Willow Rd, Winnetka, IL 60093
    • /60

      Est $1,444,623 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,820 Sq Ft

      899 Vernon Ave, Winnetka, IL 60093

      899 Vernon Ave, Winnetka, IL 60093
  • /16

    $605,000 Sold Feb 11, 2025

    • 1,545 Sq Ft
    • $392/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1997

    360 Green Bay Rd Unit 4C, Winnetka, IL 60093

    Ideal Winnetka location that is close to all in this coveted Hedge Row condo! Top floor unit with skylights and sunny western exposure! Welcoming entrance hall leads to spacious and attractive living room/dining room with newer wood floors and gas fireplace. This unit boasts the ever important outdoor space where you can sip your morning coffee or enjoy the evening sunset from your private

    Mary Sehlhorst Jameson Sotheby's International Realty

    360 Green Bay Rd Unit 4C, Winnetka, IL 60093
    • /55

      Est $3,908,898 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 8,500 Sq Ft

      368 Ridge Ave, Winnetka, IL 60093

      368 Ridge Ave, Winnetka, IL 60093
  • /32

    $1,311,375 Sold Feb 03, 2025

    • 3,746 Sq Ft
    • $350/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1926

    228 Sheridan Rd, Winnetka, IL 60093

    ***BROKER OPEN CANCELLED FOR TUESDAY 11/19!!!*** 228 Sheridan Road sits at the center of a unique cluster of iconic Winnetka homes reminiscent of Italian Renaissance Revival architectural style. This residence makes a visual statement with ornamental stonework around the Palladian-like windows that open to the lawn and a stone balustrade on the balcony that evoke a bygone era. Its front yard is

    Nancy Nugent Jameson Sotheby's Intl Realty

    228 Sheridan Rd, Winnetka, IL 60093
    • /9

      Est $3,222,901 Not Listed For Sale

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

      72 Woodley Rd, Winnetka, IL 60093

      72 Woodley Rd, Winnetka, IL 60093
  • /22

    $950,000 Sold Jan 31, 2025

    • 2,756 Sq Ft
    • $345/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1930

    1260 Ash St, Winnetka, IL 60093

    Storybook Winnetka Tudor on oversized lot in the tree streets! Wonderfully refreshed home with well proportioned rooms and a great functional floorplan. First floor includes an airy living room with high beamed ceiling, stone wbfp, built-in shelving and light from windows on 3 sides. Separate formal dining room overlooks large fenced yard. Newer kitchen with granite countertops, stainless

    Roberta Brennan @properties Christie's International Real Estate

    1260 Ash St, Winnetka, IL 60093
    • /35

      Est $2,270,339 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
  • /19

    $684,500 Sold Jan 31, 2025

    • 1,995 Sq Ft
    • $343/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    711 Oak St Unit 303, Winnetka, IL 60093

    Recently remodeled and spacious - this 3rd floor (nearly 2,000 sq ft) corner unit is in the heart of downtown Winnetka and offers abundant versatile space combined with quality improvements. As you enter, there is a generous foyer leading to the large L shaped living room and dining room, which is adjacent to the newly renovated eat-in kitchen. The largest balcony in the complex (30') spans the

    Meredith Schreiber @properties Christie's International Real Estate

    711 Oak St Unit 303, Winnetka, IL 60093
    • /37

      Est $1,885,187 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
  • /15

    $215,000 Sold Jan 30, 2025

    • 500 Sq Ft
    • $430/SF
    • 67 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1928

    561 Hill Terrace Unit 310, Winnetka, IL 60093

    Charming one bedroom, top-floor condo with courtyard entrance in the vintage Dickens-esque Chimneys complex. Cheerful & bright unit has a proper 6' x 6' entry foyer, newer, sky-lit Kitchen with White Shaker Cabinets, Quartz Counters & Stainless Appliances including gas range, microwave, dishwasher, fridge/freezer. Windows facing East, West & South. Good-sized primary bedroom (10' x 14'). Spacious

    Michael Mitchell @properties Christie's International Real Estate

    561 Hill Terrace Unit 310, Winnetka, IL 60093
    • /36

      Est $1,854,878 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,430 Sq Ft

      1330 Asbury Ave, Winnetka, IL 60093

      1330 Asbury Ave, Winnetka, IL 60093
  • /5

    $1,175,000 Sold Jan 21, 2025

    • Land
    • 2 Days On Market

    945 Pine Tree Ln, Winnetka, IL 60093

    Incredible super deep lot on a beautiful street full of new construction houses. Land is on a cul de sac and backs to a large park. Lot is 82.3 x 321.7. It's the perfect place to build your dream home!!!!!

    Elise Dayan @properties Christie's International Real Estate

    945 Pine Tree Ln, Winnetka, IL 60093
    • /28

      Est $1,537,459 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
  • /44

    $2,050,000 Sold Jan 17, 2025

    • 4,176 Sq Ft
    • $491/SF
    • 27 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    1432 Asbury Ave, Winnetka, IL 60093

    Better than brand-new construction and located on one of the most iconic streets in Hubbard Woods, 1432 Asbury Ave is a rare opportunity you won't want to miss. Recently renovated to blend the latest design trends with timeless elegance, this 5-bedroom, 4.5-bathroom home masterfully combines sophistication and comfort. Originally built by renowned builder George Adamcyk in 2003, the home features

    Bonnie Tripton @properties Christie's International Real Estate

    1432 Asbury Ave, Winnetka, IL 60093
    • /27

      Est $2,037,037 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
  • /46

    $2,300,000 Sold Jan 16, 2025

    • 4,438 Sq Ft
    • $518/SF
    • 0 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1903

    475 Cedar St, Winnetka, IL 60093

    Experience the perfect blend of modern luxury and timeless elegance in this fully renovated beauty, in the most perfect location in the heart of East Winnetka. The stunning redesign has transformed this home from ordinary to extraordinary offering four levels of expertly designed living space and luxurious finishes at every turn-no expense has been spared. As you step through the front door,

    Melissa Mastros Compass

    475 Cedar St, Winnetka, IL 60093
    • /2

      Est $1,653,665 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

    $5,500,000 Sold Jan 15, 2025

    • 9,126 Sq Ft
    • $603/SF
    • 5 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1921

    671 Lincoln Ave, Winnetka, IL 60093

    A legendary holiday dream home, reimagined for modern-day luxury: The stately brick Georgian residence of "Home Alone" fame brings forward a rare opportunity to own one of the most iconic movie residences in American pop culture. Nestled on a picturesque, tree-lined street in the heart of east Winnetka and elegantly poised behind a wrought-iron gate, the property epitomizes classic Chicago

    Dawn McKenna Coldwell Banker Realty

    671 Lincoln Ave, Winnetka, IL 60093
    • /17

      Est $574,061 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

    $1,495,000 Sold Jan 09, 2025

    • 3,267 Sq Ft
    • $458/SF
    • 3 Days On Market
    • 5 Beds
    • 5 Baths

    326 Ridge Ave, Winnetka, IL 60093

    Welcome to 326 Ridge Avenue, an exquisite home where character and charm blend seamlessly with opportunities to customize and expand. Nestled on a lush .36-acre lot (85' x 187') in a premier, in-town location, this timeless property features a 4-bedroom, 2.2-bath main house and a rare, two-story coach house. Think high ceilings, marble fireplace, elegant built-ins, crown molding, and sun-drenched

    Susan Sullivan @properties Christie's International Real Estate

    326 Ridge Ave, Winnetka, IL 60093
    • /2

      Est $2,574,705 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
  • /44

    $3,625,000 Sold Jan 09, 2025

    • 3,792 Sq Ft
    • $956/SF
    • 12 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1961

    1066 Mount Pleasant Rd, Winnetka, IL 60093

    Completely renovated 5+bed/5.1 bath Colonial done by premier North Shore builder, Scott Lyon, renowned architect, Paul Konstant and designed by luxury interior designer, Alexandra Kaehler. Move right into this bright, warm and classically done home with an ideal floorplan. 5 bedrooms and 3 full bathrooms on second level plus studio above the garage has a separate entrance and features split HVAC

    Marlene Rubenstein Baird & Warner

    1066 Mount Pleasant Rd, Winnetka, IL 60093
    • /50

      Est $1,730,436 Not Listed For Sale

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

      636 Cherry St, Winnetka, IL 60093

      636 Cherry St, 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
    • /36

      Est $1,353,556 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
  • /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
    • /36

      Est $2,236,160 Not Listed For Sale

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

      777 Rosewood Ave, Winnetka, IL 60093

      777 Rosewood Ave, 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
    • /46

      Est $2,516,783 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
  • /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
    • /2

      Est $409,077 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
  • /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
    • /58

      Est $1,883,823 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
  • /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
    • /57

      Est $2,322,980 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
  • /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

Showing Results 281 - 320, Page 8 of 18

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