604 Green Bay Rd
GlencoeIL60022
Cheap Homes for Rent in Winnetka, IL from $1,400 (14 Rentals)
Search the lowest-cost Homes available for rent right now in Winnetka.
2744 Lawndale Ave
EvanstonIL60201
373 Hazel Ave
GlencoeIL60022
343 Park
GlencoeIL60022
346 Park Ave
GlencoeIL60022
918 Green Bay Rd
WinnetkaIL60093
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
894 Green Bay Rd
WinnetkaIL60093
896 Green Bay Rd
WinnetkaIL60093
899 Green Bay Rd
WinnetkaIL60093
897 Green Bay Rd
WinnetkaIL60093
894 Green Bay Rd
WinnetkaIL60093
918 Green Bay
NorthfieldIL60093
918 Green Bay
NorthfieldIL60093
918 Green Bay Rd
WinnetkaIL60093
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Showing Results 1-14, Page 1 of 1
Winnetka, IL Local Guide
Lakeshore Panorama by Wesley Fryer is licensed under CC BY 2.0
How much does it cost to rent a home in Winnetka?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winnetka 2 Bedroom Homes for Rent | $3,225 | $2,395 | $4,500 |
| Winnetka 3 Bedroom Homes for Rent | $4,330 | $2,250 | $8,000 |
| Winnetka 4 Bedroom Homes for Rent | $6,427 | $1,500 | $10,000+ |
| Winnetka 5 Bedroom Homes for Rent | $13,225 | $7,200 | $10,000+ |
| Winnetka 6 Bedroom Homes for Rent | $13,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winnetka
Explore Winnetka
Winnetka, IL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winnetka Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Elaine Luxury Apartments | A0 | 1BR,1BA | $2,275 |
| The Residences of Wilmette | 1B | 1BR,1BA | $3,259 |
Best Value Apartments for Rent in Winnetka, IL
As of July 29, 2025 the best value apartment in the Winnetka area is the $2.66 price per square foot 545 Chestnut St Model at 545 Chestnut St, Unit 209 in the in the Far North Suburban Cook neighborhood starting from $2,395. The second greatest value Winnetka apartment is the 545 Chestnut St Model at 545 Chestnut St, Unit 817-206 starting at $2,195 with a $2.44 price per square foot in the Far North Suburban Cook neighborhood. Here is today’s list of the best values for Winnetka apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 545 Chestnut St, Unit 209 | 545 Chestnut St | 2BR,1BA | $2.66 |
| 545 Chestnut St, Unit 817-206 | 545 Chestnut St | 1BR,1BA | $2.44 |
| The Residences of Wilmette | 1B | 1BR,1BA | $4.39 |
| 601 Green Bay Rd, Unit 201 | 601 Green Bay Rd | 1BR,1BA | $3.42 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $3.26 |
| 307 Ridge Rd, Unit Upper level | 307 Ridge Rd | 1BR,1BA | $2.67 |
| 821 Ridge Rd, Unit 821 2E | 821 Ridge Rd | 1BR,1BA | $2.67 |
| 738 Lavergne Ave, Unit H | 738 Lavergne Ave | 3BR,2.5BA | $38.50 |
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Let everyone know!
Do you know the Winnetka area?
If you’re an expert on all things Winnetka, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winnetka
What type of rentals are currently available in Winnetka?
There are currently 83 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,400 to $7,170. There are also 59 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winnetka ranging from $1,445 to $29,000.
What is the current price range for Rental Homes in Winnetka?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winnetka ranges from $1,445 to $29,000 with an average monthly rent of $6,254.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.