
Cheap Apartments for Rent near Winslow, IL from $663 (55 Rentals)
Search the lowest-cost Apartments available for rent right now in Winslow.


Greenfield

Westwinds

Cheshire

Maplewood Glen Apartments

Willowbrook Glen Apartments

Total Monthly Price
Prestwick Senior Living

Total Monthly Price
201 - 207 West Win Heights

Halsted Park Apartments

Total Monthly Price
Alice Place Monroe
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

Limestone Hills

616 S Clinton St

Prairie Brook

Total Monthly Price
The Commons of Foxboro

Indrive Apartments

Sugar Creek Senior Apartments

1881 Springdale Street

501 Alan Dr, Mount Horeb, WI 53572

School House Yards

Klassik
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

Palmer Park Apartments

Cleora Apartments LLC

Berkley Road Apartments

Murray Glen Townhomes

512 W Broadway St

Kiwanis Manor Apartments

Beloit Hillcrest

Highland Meadows

512 1/2 N Warren Ave

2915 Sherman Ave
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

26 W Clark St

941 W Stephenson St

123 N Cherry Ave

440 W Exchange St

414 W Clark St

512 W Cottonwood St

121 N Cherry Ave

113 1/2 N Cherry Ave

605 1/2 W Douglas St

758 W Pleasant St
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.

253 1/2 W Pleasant St

529 1/2 N Brick Ave

407 W Cottonwood St

512 1/2 W Cottonwood St

756 W Pleasant St

429 S Chicago Ave

881 Janesville St, Oregon, WI 53575

298 Prairie View St

427 W Clark St

309 N Chicago Ave
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.
Winslow, IL Local Guide

How much does it cost to rent an apartment in Winslow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winslow Studio Apartments | $1,198 | $925 | $1,730 |
| Winslow 1 Bedroom Apartments | $1,487 | $725 | $3,381 |
| Winslow 2 Bedroom Apartments | $1,746 | $750 | $2,609 |
| Winslow 3 Bedroom Apartments | $2,193 | $1,199 | $3,020 |
Browse Top Apartments in Winslow
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Winslow, IL Local Guide
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Cheapest Available Winslow Apartments for Rent and Nearby
 The cheapest available apartment rental in Winslow, IL is a 1 Bed unit found at Landsby Ridge priced from $663. Greenfield has the second lowest priced unit, which is a 2 Beds apartment currently listed from $750. Here is today’s list of the most affordable Winslow apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Landsby Ridge | A1 | 1BR,1BA | $663 |
| Greenfield | 186-a | 2BR,1BA | $750 |
| Westwinds | 2BD 1BA | 2BR,1BA | $750 |
| Cheshire | 2BD 1BA | 2BR,1BA | $800 |
| Maplewood Glen Apartments | 1 Bed 1 Bath | 1BR,1BA | $833 |
| Willowbrook Glen Apartments | Two Bed | 2BR,1BA | $849 |
| Prestwick Senior Living | One Bedroom | 1BR,1BA | $850 |
| Alice Place Monroe | 1 Bedroom | 1BR,1BA | $913 |
| 616 S Clinton St | Unit 4 | 2BR,1BA | $1,000 |
| Indrive Apartments | ONE | 1BR,1BA | $1,050 |
Best Value Apartments for Rent in Winslow, IL and Nearby
As of September 11, 2026 the best value apartment in the Winslow area is the $1.20 price per square foot 2 Bed + Loft / 2 Bath Model at Pleasant Meadows Townhomes in the starting from $1,625. The second greatest value Winslow apartment is the 2X2L Model at Klassik starting at $1,695 with a $1.35 price per square foot in the Outer Verona neighborhood. Here is today’s list of the best values for Winslow apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Pleasant Meadows Townhomes | 2 Bed + Loft / 2 Bath | 2BR,2BA | $1.20 |
| Klassik | 2X2L | 2BR,2BA | $1.35 |
| Greenfield | 186-a | 2BR,1.5BA | $0.65 |
| Willowbrook Glen Apartments | Two Bed | 2BR,1BA | $0.91 |
| Cheshire | 2BD 1BA | 2BR,1BA | $0.88 |
| Landsby Ridge | B1 | 2BR,1BA | $0.88 |
| Westwinds | 2BD 1BA | 2BR,1BA | $0.86 |
| 616 S Clinton St | Unit 4 | 2BR,1BA | $1.25 |
| Maplewood Glen Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.17 |
| Prestwick Senior Living | One Bedroom | 1BR,1BA | $1.30 |
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 ArticleNavigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winslow, IL Rentals by Map
See the most popular apartments and homes in Winslow, IL
Frequently Asked Questions about Cheap Winslow Apartments
How much is rent for a Cheap One Bedroom Winslow Apartment?
The lowest price for a Cheap One Bedroom Winslow Apartment is $663 at Landsby Ridge.
What is the lowest price for a Cheap Two Bedroom Winslow Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winslow is starting from $750 at Greenfield.
What is the most affordable Winslow Three Bedroom Apartment?
The best deal on a cheap Winslow Three Bedroom Apartment rental is at CC Lane Apartments and Townhomes and starts from $1,577.
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.
Articles, How-To's, and Tips

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.