2 Bedroom Apartments for Rent near Winchester, IL (44 Rentals)

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Butler Place
2 Bedroom Apartments

Butler Place

3100 Butler StSpringfield, IL 62703
  • Utilities Included

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.

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Pine Woods Apartments
2 Bedroom Apartments

Pine Woods Apartments

1665 Seven Pines RdSpringfield, IL 62704
  • Utilities Included
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721 South Grand Ave W
2 Bedroom Apartments

721 South Grand Ave W

721 South Grand Ave WSpringfield, IL 62704
  • Utilities Included
Showing Results 1-44, Page 1 of 1

Winchester, IL Local Guide

Largest Available Winchester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, IL is found at Lincoln Tower Apartments in the Downtown Springfield neighborhood and is 1,200 square feet priced from $1,380. Lincoln Square Apartments has the second largest 2 Bedroom, which is sized at 1,100 square feet and currently listed start at $1,650. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
Lincoln Tower Apartments2 Bed 2 Bath1,200 Sq Ft$1,380
Lincoln Square Apartments2 Bedroom Townhouse - Available1,100 Sq Ft$1,650
Ravenwood TownhomesTownhome1,000 Sq Ft$895
Safe Harbor Properties2 Bdr 2 Bath. Courtyard View. WIFI Included.1,000 Sq Ft$1,350
Orchard Park2 Bedroom 1 Bath South988 Sq Ft$1,050
Hill Meadow ApartmentsTwo Bedroom One Bathroom950 Sq Ft$1,350
The Boulevard TownhomesApartment950 Sq Ft$900
Smart Choice Park2 Bedroom Unit-Deluxe925 Sq Ft$1,095
Meadow View Landing2 Bedroom/1 Bath908 Sq Ft$1,020
Jacksonville Affordable Housing2 Bedroom 60%883 Sq Ft$540

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of August 29, 2026 the lowest priced 2 Bedroom apartment unit in Winchester, IL is the 2 Bedroom 60% Model starting from $540 at Jacksonville Affordable Housing . The second most affordable Winchester 2 Bedroom is the 2 Bed, 1 Bath - Essential Model at Whispering Pines Apartments starting at $725 . The average price for all 2 Bedroom apartments in Winchester is currently $1,105. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
Jacksonville Affordable Housing2 Bedroom 60%$540
Whispering Pines Apartments2 Bed, 1 Bath - Essential$725
Cobblestone ApartmentsCobblestone 2BD$850
New Eastlawn ApartmentsTwo Bedroom$850
Ravenwood TownhomesTownhome$895
The Boulevard TownhomesApartment$900
Safe Harbor Properties2 Bdr 1 Bath with Balcony. Capitol View.$995
Meadow View Landing2 Bedroom/1 Bath$1,020
Orchard Park2 Bedroom 1 Bath South$1,050
Smart Choice Park2 Bedroom Unit-Deluxe$1,095

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Winchester Apartments

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $1,105.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,200 square feet unit starting from $1,380 at Lincoln Tower Apartments.

Expert Rental Resources

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.

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.