918 Green Bay, Unit C4
918 Green Bay
NorthfieldIL60093
Cheap Homes for Rent in Winnetka, IL from $1,500 (24 Rentals)
Search the lowest-cost Homes available for rent right now in Winnetka.
369 Hazel Ave, Unit C5
369 Hazel Ave
GlencoeIL60022
918 Green Bay Rd
WinnetkaIL60093
369 Hazel Ave, Unit B4
369 Hazel Ave
GlencoeIL60022
373 Hazel Ave, Unit B3
373 Hazel Ave
GlencoeIL60022
369 Hazel Ave, Unit C9
369 Hazel Ave
GlencoeIL60022
369 Hazel Ave, Unit C4
369 Hazel Ave
GlencoeIL60022
373 Hazel Ave, Unit C3
373 Hazel Ave
GlencoeIL60022
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
733 Elm St, Unit 301
733 Elm St
WinnetkaIL60093
731 Elm St, Unit 733-301
731 Elm St
WinnetkaIL60093
733 Elm, Unit 103
733 Elm
NorthfieldIL60093
918 Green Bay Rd, Unit 2L
918 Green Bay Rd
WinnetkaIL60093
916 Green Bay Rd, Unit 918-2L
916 Green Bay Rd
WinnetkaIL60093
343 Park Ave, Unit 07
343 Park Ave
GlencoeIL60022
918 Green Bay Rd, Unit 2D
918 Green Bay Rd
WinnetkaIL60093
366 Park Ave, Unit 70
366 Park Ave
GlencoeIL60022
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
918 Green Bay, Unit L2
918 Green Bay
NorthfieldIL60093
366 Park Ave, Unit 30
366 Park Ave
GlencoeIL60022
369 Hazel Ave, Unit A2
369 Hazel Ave
GlencoeIL60022
733 Elm, Unit 203
733 Elm
NorthfieldIL60093
894 Green Bay Rd, Unit 896A-10
894 Green Bay Rd
WinnetkaIL60093
946 Green Bay Rd, Unit 01A
946 Green Bay Rd
WinnetkaIL60093
918 Green Bay, Unit G4
918 Green Bay
NorthfieldIL60093
918 Green Bay, Unit D3
918 Green Bay
NorthfieldIL60093
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.
Showing Results 1-24, 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 | $3,007 | $2,350 | $4,650 |
| Winnetka 3 Bedroom Homes for Rent | $3,507 | $2,250 | $5,400 |
| Winnetka 4 Bedroom Homes for Rent | $6,400 | $6,400 | $6,400 |
| Winnetka 5 Bedroom Homes for Rent | $25,000 | $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 | A1 | 1BR,1BA | $1,960 |
Best Value Apartments for Rent in Winnetka, IL
As of April 29, 2026 the best value apartment in the Winnetka area is the $1.42 price per square foot 4832 Old Orchard Rd Model at 4832 Old Orchard Rd, Unit 2 in the in the Gross Point neighborhood starting from $2,840. The second greatest value Winnetka apartment is the 244 Eaton St Model at 244 Eaton St, Unit 1 starting at $2,000 with a $1.33 price per square foot in the Gross Point 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. |
|---|---|---|---|
| 4832 Old Orchard Rd, Unit 2 | 4832 Old Orchard Rd | 3BR,2BA | $1.42 |
| 244 Eaton St, Unit 1 | 244 Eaton St | 1BR,1BA | $1.33 |
| 345 Park Ave, Unit J01W | 345 Park Ave | 3BR,1BA | $2.36 |
| Elaine Luxury Apartments | B1A | 2BR,2BA | $3.01 |
| 894 Green Bay Rd | 894 Green Bay Rd | 1BR,1BA | $2.50 |
| 342 Park Ave, Unit A06C | 342 Park Ave | 1BR,1BA | $2.42 |
| 338 Tudor Ct | 338 Tudor Ct | 1BR,1BA | $2.71 |
| 545 Chestnut St | 545 Chestnut St | 1BR,1BA | $2.85 |
| 349 Park Ave, Unit Apt. 07 | 349 Park Ave | 1BR,1BA | $2.92 |
| 910 Green Bay Rd | 910 Green Bay Rd | Studio ,1BA | $3.29 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleBest Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleQuick 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.
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Best Local Schools in Winnetka, IL
Hubbard Woods Elementary School
Winnetka School District 36
Public School - Grades K-5 (324)
10 out of 10
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winnetka, IL Rentals by Map
See the most popular apartments and homes in Winnetka, IL
Frequently Asked Questions about Winnetka
What type of rentals are currently available in Winnetka?
There are currently 94 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,595 to $17,574. There are also 52 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winnetka ranging from $1,595 to $25,000.
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 $1,595 to $25,000 with an average monthly rent of $6,923.
Expert Rental Resources
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.
Helpful Local Expert Guides
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.
Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.
Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.