19584 IL-96
RockportIL62370
Cheap Homes for Rent in Winchester, IL from $300 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
252 S Cass St
VirginiaIL62691
2013 S Spring St
SpringfieldIL62704
404 E Madison St
AuburnIL62615
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.
119 N 1st St
ClarksvilleMO63336
336 E Wolcott St
JacksonvilleIL62650
109 S Walnut St
SpringfieldIL62704
926 W Washington St
SpringfieldIL62702
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Winchester, IL Local Guide
Sunrise in field by Claire Y. Martin is licensed under CC BY 2.0
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $1,097 | $300 | $2,000 |
| Winchester 3 Bedroom Homes for Rent | $1,927 | $298 | $2,700 |
| Winchester 4 Bedroom Homes for Rent | $2,251 | $1,500 | $2,995 |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, IL Local Guide
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Cheapest Available Winchester Apartments for Rent and Nearby
The cheapest available apartment rental in Winchester, IL is a 1 Bed unit found at Jacksonville Affordable Housing priced from $462. The Hickox Collection in the Downtown Springfield neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $628. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Jacksonville Affordable Housing | 1 Bedroom 50% | 1BR,1BA | $462 |
| The Hickox Collection | The Hickox | Studio,1BA | $628 |
| Denison Place | One Bedroom | 1BR,1BA | $675 |
Best Value Apartments for Rent in Winchester, IL and Nearby
As of June 29, 2025 the best value apartment in the Winchester area is the $0.88 price per square foot Townhome Model at Ravenwood Townhomes in the starting from $875. The second greatest value Winchester apartment is the 3x2 Model at 1500 N Carolina St starting at $1,000 with a $1.00 price per square foot . Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Ravenwood Townhomes | Townhome | 2BR,1.5BA | $0.88 |
| 1500 N Carolina St | 3x2 | 3BR,2BA | $1.00 |
| Candles | B1 | 2BR,1.5BA | $1.04 |
| Safe Harbor Properties | Walk to work. Capitol View. WIFI Included. | 2BR,1BA | $1.03 |
| Meadow View Place | 2 Bedroom | 2BR,1BA | $1.13 |
| New Eastlawn Apartments | Two Bedroom | 2BR,1BA | $0.97 |
| Denison Place | One Bedroom | 1BR,1BA | $0.84 |
| Cobblestone Apartments | Cobblestone 2BD | 2BR,1BA | $1.06 |
| Lincoln Tower Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.07 |
| Jacksonville Affordable Housing | 1 Bedroom 60% | 1BR,1BA | $0.84 |
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 35 Apartments for Rent in Winchester, IL with pricing that ranges from $331 to $1,975. There are also 33 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $298 to $2,995.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $298 to $2,995 with an average monthly rent of $1,365.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.