$1,845 per month
458 Winnetka Ave
Studio - 2 Beds
458 Winnetka Ave, Winnetka, IL 60093
$8,800 per month
526 Orchard Ln, Winnetka, IL 60093
Discover an incredible rental opportunity in the highly sought-after East Winnetka! This beautiful home features 4 bedrooms, 3.5 bathrooms, and generous living spaces on a wide 65-foot lot. The interior showcases hardwood floors, a cozy fireplace, and a modern updated kitchen with stainless steel appliances and stunning Calcutta white marble countertops. The kitchen seamlessly connects to a
Marlene Rubenstein Baird & Warner
$1,995 per month
545 Chestnut St Unit 545-303, Winnetka, IL 60093
Renovated 1 bedroom apartment in Winnetka! Unit features hardwood floors, updated kitchen & bath, separate dining area, laundry in-unit. Pet friendly building. Great location close to Dwyer Park, Metra, restaurants and shopping! Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.
$3,000 per month
1097 Tower Rd Unit A, Winnetka, IL 60093
GREAT OPPORTUNITY IN WINNETKA! STEPS TO BOTH THE TRAIN AND DOWNTOWN, THIS SPRAWLING 2 BEDROOM UNIT FEELS LIKE HOME! SPACIOUS AND SUNNY UNIT HAS BEEN FRESHLY PAINTED WITH NEWLY REFINISHED HARDWOOD FLOORS FEATURES PLENTY OF CLOSET SPACE, LARGE BEDROOMS, AND MORE! WALK INTO YOUR UNIT FROM A PRIVATE ENTRANCE AND YOU ENTER THE BRIGHT LIVING ROOM FOLLOWED BY A FORMAL DINING ROOM. KITCHEN IS UPDATED W/
Jim Streff Berkshire Hathaway HomeServices Chicago
$2,195 per month
896 Green Bay Rd Unit 7, Winnetka, IL 60093
Winnetka ~ Two Bedroom Small Pets WelcomeThis apartment has everything you need for stylish, convenient living in one of the North Shore s most desirable neighborhoods. Whether you're commuting to the city or enjoying the local charm of Winnetka, you ll love coming home to this beautifully updated space.Live in the heart of charming Downtown Winnetka in this beautifully updated
$15,000 per month
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
$1,750 per month
894 Green Bay Rd Unit 11, Winnetka, IL 60093
Winnetka - Live in the heart of vibrant Downtown Winnetka, just steps from trendy coffee shops, delicious restaurants, unique boutiques, and the beautiful Hubbard Woods Park and very close to the Lake!! With convenient access to both bus and Metra stations, commuting is a breeze.Features:Gorgeous hardwood floorsBrand new kitchen with stainless steel appliancesCentral
$2,495 per month
894 Green Bay Rd Unit 894B-05, Winnetka, IL 60093
Renovated 2 bedroom apartment in Winnetka! Features hardwood floors, spacious living area, updated kitchen & bath. Laundry available on-site. Pets welcome. Close to Hubbard Woods Park, Metra, restaurants and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.
$2,195 per month
811 Elm St Unit A07C, Winnetka, IL 60093
$1,995 - $2,095 per month
545 Chestnut St, Winnetka, IL 60093
Wonderful Vintage Landmark Building in WinnetkaIn the heart of downtown Winnetka, these units are surrounded by some incredible restaurants and shops including Peet’s Coffee and the Book Stall. This location is within walking distance of local schools and parks.Amenities:- Hardwood Floors- Separate Kitchen and Dining Area- Updated Bathroom- Miniblinds- Ceiling
$2,045 per month
910 Green Bay Rd Unit 918-3I, Winnetka, IL 60093
$1,695 per month
897 Green Bay Rd Unit 20, Winnetka, IL 60093
Pricing: $1,695–$1,750Live in the heart of vibrant Downtown Winnetka! Just steps from trendy coffee shops, delicious restaurants, unique boutiques, and beautiful Hubbard Woods Park — and very close to the Lake! With convenient access to both bus and Metra stations, commuting is a breeze. Features:- Brand-new kitchen with stainless steel appliances- Central heat-
$1,995 - $2,095 per month
545 Chestnut St, Winnetka, IL 60093
Wonderful Vintage Landmark Building in WinnetkaIn the heart of downtown Winnetka, these units are surrounded by some incredible restaurants and shops including Peet’s Coffee and the Book Stall. This location is within walking distance of local schools and parks.Amenities:- Hardwood Floors- Separate Kitchen and Dining Area- Updated Bathroom- Miniblinds- Ceiling
$1,750 - $2,250 per month
894 Green Bay Rd, Winnetka, IL 60093
Renovated vintage courtyard building in the heart of the Hubbard Woods district of Winnetka.
$2,250 per month
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
$1,995 per month
545 Chestnut St Unit E545-303, Winnetka, IL 60093
Wonderful Vintage Landmark Building in WinnetkaIn the heart of downtown Winnetka, these units are surrounded by some incredible restaurants and shops including Peet’s Coffee and the Book Stall. This location is within walking distance of local schools and parks.Amenities:- Hardwood Floors- Separate Kitchen and Dining Area- Updated Bathroom- Miniblinds- Ceiling
$2,045 per month
910 Green Bay Rd Unit 918-3I, Winnetka, IL 60093
Winnetka, IL, a North Shore village bordering Lake Michigan, is known for its scenic beauty and small-town charm. With a population of approximately 12,700, it offers a mix of historic and modern homes, including early 1900s farmhouses, bungalows, Colonial and Tudor Revivals, as well as newer luxury properties like French-style chateaus and English-inspired manors. The village is safer than the national average, making it a desirable place for families. Highly rated schools such as Crow Island School, The Skokie School, Carleton W. Washburne School, and New Trier Township High School serve the community, along with Avoca School District 37, Wilmette School District 39, and Loyola Academy.
Winnetka's attractions include several beaches like Lloyd Beach, which features a boat launch and paddleboard rentals, and the Green Bay Trail, a popular route for cyclists and hikers. The village also boasts community parks, the Winnetka Golf Club, and the A.C. Nielsen Tennis Center. Downtown Winnetka, centered around the Metra stations, is pedestrian-friendly with local businesses, dining options like Fred's Garage and Pomeroy, and shops such as The Book Stall and The Grand Food Center.
Transportation is convenient with three Metra stations—Winnetka, Hubbard Woods, and Indian Hill—providing access to downtown Chicago, just 15 miles away. The Pace bus routes and proximity to Interstate 94 further enhance connectivity. This combination of natural beauty, strong community focus, and excellent amenities makes Winnetka a unique and appealing place to live.
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