Cheap Apartments for Rent in Winchester, IL from $300 (9 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winchester.

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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. 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 ListingModel NameBed/BathPriced From
Jacksonville Affordable Housing1 Bedroom 50%1BR,1BA$462
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 February 28, 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
Meadow View Landing2 Bedroom/1 Bath2BR,1BA$1.05
1500 N Carolina St2X22BR,2BA$0.78
New Eastlawn ApartmentsTwo Bedroom2BR,1BA$0.97
Cobblestone ApartmentsCobblestone 2BD2BR,1BA$1.06
Butler Place2 Beds, 1 Baths2BR,1BA$1.06
CandlesA11BR,1BA$1.05
Denison PlaceOne Bedroom1BR,1BA$0.84
Jacksonville Affordable Housing1 Bedroom 60%1BR,1BA$0.84

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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 $775.

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.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

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.

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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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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.

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Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.