Cheap Apartments for Rent in Winchester, KY from $500 (41 Rentals)

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192 Wabash Ave
$675
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Base Rent
$675
Total Monthly Price
$675
Studio Apartment Available Now

192 Wabash Ave

192 Wabash AveWinchester, KY 40391
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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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Atrium Townhomes
1 to 2 Bedroom Apartments

Atrium Townhomes

626 W Lexington AveWinchester, KY 40391
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Chatham Townhomes
1 to 2 Bedroom Apartments

Chatham Townhomes

135 Frontier WayWinchester, KY 40391

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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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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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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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Showing Results 1-41, Page 1 of 1

Winchester, KY Local Guide

Cheapest Available Winchester Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winchester, KY is a Studio unit found at Sunrise Suites priced from $795. Stoney Brooke Apartments in the Boone Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $895. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Sunrise SuitesSuiteStudio,1BA$795
Stoney Brooke ApartmentsAshland - Renovated1BR,1BA$895
Studio 28 Apartments1BR/1.0BA1BR,1BA$899
Summit Apartments2 Bed 1 Bath W/D HK2BR,1BA$900
Raintree ApartmentsWillow - A11BR,1BA$919
Prime Hamburg ApartmentsElite 1 BR1BR,1BA$960
Steeplechase ApartmentsA31BR,1BA$1,000
MAA VillageHarrison1BR,1BA$1,058
Flats at 2875Newly-Renovated One-Bedroom Apartments!1BR,1BA$1,095

Best Value Apartments for Rent in Winchester, KY and Nearby

As of April 14, 2026 the best value apartment in the Winchester area is the $1.10 price per square foot B4 Stanton - 2 Bedroom, 3 Bathroom Model at Hamburg Farms in the in the Liberty Area neighborhood starting from $1,817. The second greatest value Winchester apartment is the Three Bedroom 2 Bath Cottage Home Model at Legacy Lake Apartments starting at $2,100 with a $1.40 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.
Hamburg FarmsB4 Stanton - 2 Bedroom, 3 Bathroom2BR,3BA$1.10
Legacy Lake ApartmentsThree Bedroom 2 Bath Cottage Home3BR,2BA$1.40
The Pines3 Bedroom 2.5 Bath3BR,2.5BA$1.07
Lofts of Winchester3BR/1.0BA3BR,1BA$1.14
Williams Estates ApartmentsTwo Bedroom2BR,1BA$1.15
Bourbon Hills2 bedroom2BR,1BA$1.39
GleneaglesTwo Bedroom2BR,2BA$1.33
Summit Apartments2 BD/1.5 BA2BR,1.5BA$1.30
Prime Hamburg ApartmentsElite 1 BR1BR,1BA$1.29
192 Wabash Ave192 Wabash AveStudio ,1BA$1.13

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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Quick Rent Budget Calculator

How much rent can you afford?

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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Frequently Asked Questions about Cheap Winchester Apartments

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

The lowest price for a Cheap One Bedroom Winchester Apartment is $895 at Stoney Brooke Apartments.

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 $900 at Summit Apartments.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at Lofts of Winchester and starts from $1,249.

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 Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Lexington article

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Lexington

Written by: Catrina Cowart

Hi, I'm Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky, and I'm happy to talk to you about some of the neighborhoods that I've found to be particularly charming in this small city.

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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.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.