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Winnetka, IL Houses for Rent

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  • /15

    $15,000 per month

    • 6 Beds
    • 5.5 Baths
    • House for Rent

    82 Woodley Rd, Winnetka, IL 60093

    Fantastic furnished short-term rental opportunity! Available August 12th, 2025 thru May 31st, 2026. This exquisite residence sits on just over 1.5 professionally, landscaped acres in sought after Indian Hill. The home boasts 6 bedrooms and 5.1 baths and has been tastefully renovated and lovingly maintained throughout the years. The incredible chef's kitchen features top of the line appliances

    Michael Mitchell @properties Christie's International Real Estate

    82 Woodley Rd, Winnetka, IL 60093
  • /25

    $8,000 per month

    • 4 Beds
    • 4.5 Baths
    • 2,690 Sq Ft
    • House for Rent

    116 Woodland Ave, Winnetka, IL 60093

    A Fabulous east Winnetka 4 bedroom, 4.1 bathroom home in sought after New Trier High School neighborhood. This sun-filled open floor plan home has high ceilings and a flexible floor plan with two primary bedroom options. Second floor boasts 3 bedrooms and two full bathrooms with hardwood floors and decorator accents. Third level has whole floor primary bedroom with a spa bathroom retreat and

    Kathryn Mangel @properties Christie's International Real Estate

    116 Woodland Ave, Winnetka, IL 60093
  • /20

    $9,200 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    510 Ash St, Winnetka, IL 60093

    You will love this charming Winnetka home in prime east location on a coveted street two blocks from Lake Michigan. Easy walk to Greeley School, New Trier High School, Metra train, bike trails, beaches and town. Special features include large sunlit rooms, beautiful hardwood floors, a large eat-in kitchen with all stainless steel appliances and granite counters, a first floor office/ bedroom with

    Beth Groebe Coldwell Banker Realty

    510 Ash St, Winnetka, IL 60093
  • /50

    $9,100 per month

    • 4 Beds
    • 3.5 Baths
    • 2,344 Sq Ft
    • House for Rent

    1443 Scott Ave, Winnetka, IL 60093

    Adorable, freshly renovated and updated, with loads of open space and light house.This is a 4 bedroom, 3.5 bath with partially finished basement home. Conveniently located at Winnetka's Hubbard Woods, where you find shopping, restaurants, parks, train station and many more. Excellent school district with great neighborhood. This house features large kitchen with pennicula, beautiful quartz

    Derek Eisenberg Continental Real Estate Group

    1443 Scott Ave, Winnetka, IL 60093
  • /12

    $11,000 per month

    • 4 Beds
    • 5 Baths
    • 3,700 Sq Ft
    • House for Rent

    314 Woodland Ave, Winnetka, IL 60093

    Handsome Georgian home was restored and remodeled in 2016 to preserve its antique charm and vintage details. Fantastic east Winnetka location - walk to Greeley, New Trier, Lake Michigan, and commuter train. The beautiful brick exterior with a slate roof sets the tone for the entire project. The kitchen has a spacious pantry, an eat-in bar plus space for a table. 3 fireplaces, large back yard,

    Margaret Goss @properties Christie's International Real Estate

    314 Woodland Ave, Winnetka, IL 60093
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