19584 IL-96
RockportIL62370
Cheap Homes for Rent in Winchester, IL from $700 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
853 S Douglas Ave
SpringfieldIL62704
3048 S 11th St
SpringfieldIL62703
119 N 1st St
ClarksvilleMO63336
404 E Madison St
AuburnIL62615
131 S Douglas Ave
SpringfieldIL62704
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.
109 S Walnut St
SpringfieldIL62704
926 W Washington St
SpringfieldIL62702
717 S Douglas Ave
SpringfieldIL62704
1134 N 1st St
SpringfieldIL62702
2831 S 12th St
SpringfieldIL62703
525 E Pine St
SpringfieldIL62703
The 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.
202 N State St
SpringfieldIL62702
Showing Results 1-13, Page 1 of 1
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 | $1,174 | $720 | $2,200 |
| Winchester 3 Bedroom Homes for Rent | $1,842 | $298 | $2,900 |
| Winchester 4 Bedroom Homes for Rent | $2,708 | $1,600 | $3,495 |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, IL Local Guide
- Nearby Cities
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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 |
| Morton Street Apartments | 1 bed one bath | 1BR,1BA | $690 |
| 1500 N Carolina St | 2X2 | 2BR,2BA | $700 |
Best Value Apartments for Rent in Winchester, IL and Nearby
As of August 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 |
| Meadow View Landing | 2 Bedroom/1 Bath | 2BR,1BA | $1.04 |
| Safe Harbor Properties | Downtown | 1BR,1BA | $1.03 |
| 3TEN | B1 | 2BR,1BA | $1.01 |
| 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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See the most popular apartments and homes in Winchester, IL
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 $2,075. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $298 to $3,495.
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 $3,495 with an average monthly rent of $1,637.
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.
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.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
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.