
Cheap Homes for Rent in Winchester, IL from $700 (16 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


702 W Miller St

619 S Walnut St

326 Sycamore

404 E Madison St

119 N 1st St

131 S Douglas Ave

39 Chatham Rd

701 Co Hwy 45

911 W Washington St

151 S Durkin Dr

2277 S 6th St

500 Frank Ford Rd

2523 W Monroe St

2206 Westchester Blvd

503 S Main St
Winchester, IL Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $1,188 | $700 | $1,800 |
Winchester 3 Bedroom Homes for Rent | $1,817 | $1,000 | $2,700 |
Winchester 4 Bedroom Homes for Rent | $1,825 | $1,750 | $1,900 |
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. Denison Place in the Downtown Springfield neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $675. 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 |
Denison Place | One Bedroom | 1BR,1BA | $675 |
Safe Harbor Properties | Studio | Studio,1BA | $675 |
Morton Street Apartments | 1 bed one bath | 1BR,1BA | $690 |
Butler Place | 2 Beds, 1 Baths | 2BR,1BA | $695 |
Best Value Apartments for Rent in Winchester, IL and Nearby
As of April 04, 2025 the best value apartment in the Winchester area is the $0.92 price per square foot 2 Bedroom 2 Bath Model at Prairie Vista in the starting from $1,200. The second greatest value Winchester apartment is the Townhome Model at Ravenwood Townhomes starting at $875 with a $0.88 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. |
---|---|---|---|
Prairie Vista | 2 Bedroom 2 Bath | 2BR,2BA | $0.92 |
Ravenwood Townhomes | Townhome | 2BR,1.5BA | $0.88 |
1500 N Carolina St | 2X2 | 2BR,2BA | $0.78 |
New Eastlawn Apartments | Two Bedroom | 2BR,1BA | $0.97 |
Butler Place | 2 Beds, 1 Baths | 2BR,1BA | $0.87 |
Denison Place | One Bedroom | 1BR,1BA | $0.84 |
Candles | A1 | 1BR,1BA | $1.10 |
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 34 Apartments for Rent in Winchester, IL with pricing that ranges from $331 to $2,035. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $700 to $2,700.
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 $700 to $2,700 with an average monthly rent of $1,262.
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.