1453 Ridge Ave
EvanstonIL60201
Cheap Homes for Rent in Winnetka, IL from $1,000 (11 Rentals)
Search the lowest-cost Homes available for rent right now in Winnetka.
4641 N Paulina St
ChicagoIL60640
1452 Oak Ave
EvanstonIL60201
905 Elmwood Ave
EvanstonIL60202
8957 Lamon Ave
SkokieIL60077
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.
343 Park Ave
GlencoeIL60022
347 Park Ave
GlencoeIL60022
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.
342 Park Ave
GlencoeIL60022
348 Park Ave
GlencoeIL60022
1913 Willow Hill Ct
NorthfieldIL60093
343 Park
GlencoeIL60022
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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 | $2,459 | $1,750 | $3,300 |
| Winnetka 3 Bedroom Homes for Rent | $3,841 | $2,250 | $7,000 |
| Winnetka 4 Bedroom Homes for Rent | $6,827 | $4,400 | $9,500 |
| Winnetka 5 Bedroom Homes for Rent | $7,200 | $6,800 | $7,800 |
| 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
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Cheapest Available Winnetka Apartments for Rent and Nearby
The cheapest available apartment rental in Winnetka, IL is a 1 Bed unit found at Old Orchard Residences in the Gross Point neighborhood priced from $1,650. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,250. Here is today’s list of the most affordable Winnetka apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Old Orchard Residences | A1 | 1BR,1BA | $1,650 |
| Elaine Luxury Apartments | A1 | 1BR,1BA | $2,250 |
| The Residences of Wilmette | 3C | 3BR,2BA | $7,679 |
Best Value Apartments for Rent in Winnetka, IL and Nearby
As of September 14, 2025 the best value apartment in the Winnetka area is the $1.57 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 $3,140. The second greatest value Winnetka apartment is the 3C Model at The Residences of Wilmette starting at $7,679 with a $4.94 price per square foot in the Central Street 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 | $1.57 |
| The Residences of Wilmette | 3C | 3BR,2BA | $4.94 |
| 811 Elm St, Unit A07C | 811 Elm St | 2BR,1BA | $2.66 |
| Old Orchard Residences | A1 | 1BR,1BA | $2.20 |
| 342 Park Ave, Unit A06C | 342 Park Ave | 1BR,1BA | $2.64 |
| 371 Hazel Ave, Unit 5 | 371 Hazel Ave | 1BR,1BA | $3.42 |
| 372 Hazel Ave, Unit C5 | 372 Hazel Ave | 1BR,1BA | $3.36 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $3.22 |
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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 89 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,650 to $10,406. There are also 68 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 $5,559.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.