
Cheap Homes for Rent in Winnetka, IL from $1,400 (19 Rentals)
Search the lowest-cost Homes available for rent right now in Winnetka.


918 Green Bay Rd, Unit 3J

918 Green Bay Rd, Unit 3J

918 Green Bay Rd, Unit 3B

918 Green Bay Rd, Unit 918 Green Bay Rd

733 Elm St
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

366 Park Ave, Unit 20

918 Green Bay Rd, Unit 2C

916 Green Bay Rd, Unit 918-3E

918 Green Bay Rd, Unit E4

366 Park Ave, Unit 70

369 Hazel Ave, Unit D8
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733 Elm, Unit 403

731 Elm St, Unit 733-304

733 Elm St, Unit 304

733 Elm St, Unit 304

369 Hazel Ave, Unit B10

733 Elm St, Unit 733 Elm St
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369 Hazel Ave, Unit D3
Winnetka, IL Local Guide

How much does it cost to rent a home in Winnetka?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winnetka 2 Bedroom Homes for Rent | $3,500 | $2,200 | $5,000 |
| Winnetka 3 Bedroom Homes for Rent | $3,617 | $2,250 | $4,900 |
| Winnetka 4 Bedroom Homes for Rent | $5,225 | $3,700 | $8,900 |
| Winnetka 5 Bedroom Homes for Rent | $9,650 | $6,000 | $10,000+ |
| Winnetka 6 Bedroom Homes for Rent | $26,500 | $10,000 | $10,000+ |
| Winnetka 7 Bedroom Homes for Rent | $16,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winnetka
Explore Winnetka
Winnetka, IL Local Guide
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Cheapest Available Winnetka Apartments for Rent
 The cheapest available apartment rental in Winnetka, IL is a 1 Bed unit found at 460 Winnetka Ave. in the Gross Point neighborhood priced from $1,870. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $3,000. Here is today’s list of the most affordable Winnetka apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 460 Winnetka Ave. | Winnetka - 1 bedroom 770 | 1BR,1BA | $1,870 |
| Elaine Luxury Apartments | A6-HC | 2BR,1BA | $3,000 |
| Trevian Townhomes | 3BR/2.5BA | 3BR,2BA | $3,869 |
Best Value Apartments for Rent in Winnetka, IL
As of July 29, 2026 the best value apartment in the Winnetka area is the $2.35 price per square foot 3BR/2.5BA Model at Trevian Townhomes in the in the Gross Point neighborhood starting from $3,869. 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. |
|---|---|---|---|
| Trevian Townhomes | 3BR/2.5BA | 3BR,2.5BA | $2.35 |
| 244 Eaton St, Unit 1 | 244 Eaton St | 1BR,1BA | $1.33 |
| Elaine Luxury Apartments | A6 | 2BR,1BA | $3.06 |
| 460 Winnetka Ave. | Winnetka - 1 bedroom 770 | 1BR,1BA | $2.43 |
| 220 Park Ave, Unit J03P | 220 Park Ave | 1BR,1BA | $2.42 |
| 369 Hazel Ave, Unit C3 | 369 Hazel Ave | Studio ,1BA | $4.06 |
| 338 Tudor Ct | 338 Tudor Ct | Studio ,1BA | $3.91 |
| 738 Lavergne Ave, Unit H | 738 Lavergne Ave | 3BR,2.5BA | $38.50 |
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 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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.
Best Local Schools in Winnetka, IL
Crow Island Elementary School
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 87 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,495 to $3,850. There are also 58 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winnetka ranging from $1,425 to $35,000.
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 $1,425 to $35,000 with an average monthly rent of $8,576.
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

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When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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