Cheap Homes for Rent in Winchester, IL from $700 (19 Rentals)

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Navigating 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.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Winchester, IL Local Guide

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 Hickcox 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 ListingModel NameBed/BathPriced From
Jacksonville Affordable Housing1 Bedroom 50%1BR,1BA$462
The Hickcox CollectionThe HickoxStudio,1BA$628
Safe Harbor PropertiesStudioStudio,1BA$675
Denison PlaceOne Bedroom1BR,1BA$675
Morton Street Apartments1 bed one bath1BR,1BA$690

Best Value Apartments for Rent in Winchester, IL and Nearby

As of May 10, 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Ravenwood TownhomesTownhome2BR,1.5BA$0.88
1500 N Carolina St3x23BR,2BA$1.00
3TENB12BR,1BA$1.12
New Eastlawn ApartmentsTwo Bedroom2BR,1BA$0.97
CandlesA11BR,1BA$1.10
Cobblestone ApartmentsCobblestone 2BD2BR,1BA$1.06
Denison PlaceOne Bedroom1BR,1BA$0.84
Lincoln Tower Apartments1 Bed 1 Bath1BR,1BA$1.07
Safe Harbor PropertiesStudioStudio ,1BA$1.08
Jacksonville Affordable Housing1 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 $2,035. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $298 to $2,795.

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 $2,795 with an average monthly rent of $1,207.

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.

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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.

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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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.