1453 Ridge Ave
EvanstonIL60201
Cheap Homes for Rent in Winnetka, IL from $1,000 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Winnetka.
343 Park
GlencoeIL60022
1452 Oak Ave
EvanstonIL60201
905 Elmwood Ave
EvanstonIL60202
894 Green Bay Rd
WinnetkaIL60093
899 Green Bay Rd
WinnetkaIL60093
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.
348 Park Ave
GlencoeIL60022
343 Park Ave
GlencoeIL60022
901 Green Bay Rd
WinnetkaIL60093
545 Chestnut St
WinnetkaIL60093
550 Chestnut St
WinnetkaIL60093
822 Elm St
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.
817 Elm St
WinnetkaIL60093
Showing Results 1-13, 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 | $2,463 | $2,145 | $3,499 |
| Winnetka 3 Bedroom Homes for Rent | $3,704 | $2,250 | $6,700 |
| Winnetka 4 Bedroom Homes for Rent | $6,472 | $4,400 | $8,800 |
| Winnetka 5 Bedroom Homes for Rent | $6,500 | $6,500 | $6,500 |
| Winnetka 6 Bedroom Homes for Rent | $15,000 | $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
The cheapest available apartment rental in Winnetka, IL is a 2 Beds unit found at Old Orchard Residences in the Gross Point neighborhood priced from $1,900. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,100. Here is today’s list of the most affordable Winnetka apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Old Orchard Residences | B1 | 2BR,1BA | $1,900 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $2,100 |
| The Residences of Wilmette | C1 | Studio,1BA | $3,149 |
Best Value Apartments for Rent in Winnetka, IL
As of October 31, 2025 the best value apartment in the Winnetka area is the $1.47 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 $2,940. 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 | $1.47 |
| 244 Eaton St, Unit 1 | 244 Eaton St | 1BR,1BA | $1.33 |
| 894 Green Bay Rd, Unit 896B-17 | 894 Green Bay Rd | 2BR,1BA | $2.37 |
| Old Orchard Residences | B1 | 2BR,1BA | $2.24 |
| Elaine Luxury Apartments | A2 | 1BR,1BA | $3.14 |
| 342 Park Ave, Unit A06C | 342 Park Ave | 1BR,1BA | $2.56 |
| 545 Chestnut St, Unit E817-306 | 545 Chestnut St | 1BR,1BA | $2.99 |
| 811 Elm St, Unit A07C | 811 Elm St | 1BR,1BA | $3.14 |
| 372 Hazel Ave, Unit C5 | 372 Hazel Ave | 1BR,1BA | $3.14 |
| The Residences of Wilmette | C1 | Studio ,1BA | $4.79 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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 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.
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
Best Local Schools in Winnetka, IL
Hubbard Woods Elementary School
Winnetka School District 36
Public School - Grades K-4 (324)
10 out of 10
New Trier Township H S Winnetka
New Trier Twp Hsd 203 School District
Public School - Grades 1-12 (2856)
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 90 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,675 to $14,082. There are also 65 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winnetka ranging from $1,095 to $15,000.
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 $1,095 to $15,000 with an average monthly rent of $5,371.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.