Cheap Apartments for Rent in Winston, KY from $500 (45 Rentals)

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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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The Avery
Rent Specials
$1,474 - $2,354
Total Monthly Price

Total Monthly Price

Base Rent
$1,474 - $2,354
Total Monthly Price
$1,474 - $2,354
1 to 3 Bedroom Apartments Available Now

The Avery

6600 Man O War BlvdLexington, KY 40509
Pet Friendly
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Pebblecreek Crossing
1 to 2 Bedroom Apartments

Pebblecreek Crossing

418 Big Hill AveRichmond, KY 40475
Senior Living
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Oak Hill Apartments
2 Bedroom Apartments

Oak Hill Apartments

2100 Pavilion WayRichmond, KY 40475
  • 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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Garden Estates
1 to 3 Bedroom Apartments

Garden Estates

4176 Todds RdLexington, KY 40509
Corporate Housing
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2005 Willow Dr
2 to 3 Bedroom Apartments

2005 Willow Dr

2005 Willow DrRichmond, KY 40475
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7 North Main
1 to 2 Bedroom Apartments

7 North Main

7 N Main StWinchester, KY 40391

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Showing Results 1-45, Page 1 of 1

Winston, KY Local Guide

Cheapest Available Winston Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winston, KY is a 1 Bed unit found at Katelyn Court Apartments priced from $595. McGinnis Properties has the second lowest priced unit, which is a 2 Beds apartment currently listed from $700. Here is today’s list of the most affordable Winston apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Katelyn Court Apartments1 Bed, 1 bath1BR,1BA$595
McGinnis PropertiesTownhome2BR,1BA$700
Pebblecreek CrossingOne Bedroom1BR,1BA$724
East Ridge ApartmentsOne Bedroom1BR,1BA$725
Shawnee Trail ApartmentsOne Bedroom1BR,1BA$741
Sunrise SuitesSuiteStudio,1BA$795
Summit Apartments1 Bedroom1BR,1BA$800
1040 Brandy LnTwo Bed2BR,1BA$900
Flats at 2875 - Newly-Renovated Single-Story!Newly-Renovated Studio Apartments!Studio,1BA$945
Brandywine1 Bed1BR,1BA$950

Best Value Apartments for Rent in Winston, KY and Nearby

As of May 07, 2026 the best value apartment in the Winston area is the $0.46 price per square foot Townhome Model at McGinnis Properties in the starting from $700. The second greatest value Winston apartment is the 2 Bedroom Model at Carriage Place Apartments starting at $1,450 with a $1.12 price per square foot . Here is today’s list of the best values for Winston apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
McGinnis PropertiesTownhome2BR,1.5BA$0.46
Carriage Place Apartments2 Bedroom2BR,2BA$1.12
Williams Estates ApartmentsTwo Bedroom2BR,1BA$1.15
GleneaglesTwo Bedroom2BR,2BA$1.33
East Ridge ApartmentsOne Bedroom1BR,1BA$0.81
Summit Apartments2 BD/1.5 BA2BR,1.5BA$1.30
Brandywine1 Bed1BR,1BA$1.25
1040 Brandy LnTwo Bed2BR,1BA$1.25
Pebblecreek CrossingOne Bedroom1BR,1BA$1.03
Katelyn Court Apartments1 Bed, 1 bath1BR,1BA$1.08

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Cheap Winston Apartments

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

The lowest price for a Cheap One Bedroom Winston Apartment is $595 at Katelyn Court Apartments.

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

Today's best deal for a Cheap Two Bedroom Apartment in Winston is starting from $700 at McGinnis Properties.

What is the most affordable Winston Three Bedroom Apartment?

The best deal on a cheap Winston Three Bedroom Apartment rental is at 1040 Brandy Ln and starts from $1,000.

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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.