Cheap Apartments for Rent in Winchester, IL from $300 (12 Rentals)

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Cheap Apartments in Winchester.

Navigating the Rental Market: Tips for First-Time Renters

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Butler Place
2 Bedroom Apartments

Butler Place

3100 Butler StSpringfield, IL 62703
  • Utilities Included

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.

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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 07, 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Prairie Vista2 Bedroom 2 Bath2BR,2BA$0.92
Ravenwood TownhomesTownhome2BR,1.5BA$0.88
1500 N Carolina St3x23BR,2BA$1.00
New Eastlawn ApartmentsTwo Bedroom2BR,1BA$0.97
Cobblestone ApartmentsCobblestone 2BD2BR,1BA$1.06
Denison PlaceOne Bedroom1BR,1BA$0.84
CandlesA11BR,1BA$1.10
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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, IL Rentals by Map

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See the most popular apartments and homes in Winchester, IL

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Getting Around Winchester, IL

Walk Score®

31 / 100

Car-Dependent

Most errands require a car

Bike Score®

38 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Winchester Apartments

What is the Cheapest Studio apartment in Winchester?

Currently the most affordable Cheap Studio Apartment in Winchester is at The Hickcox Collection listed at $628.

How much is rent for a Cheap One Bedroom Winchester Apartment?

The lowest price for a Cheap One Bedroom Winchester Apartment is $462 at Jacksonville Affordable Housing.

What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $515 at Jacksonville Affordable Housing.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at 1500 N Carolina St and starts from $775.

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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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.