Cheap Apartments for Rent in Winchester, KY from $500 (26 Rentals)

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

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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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

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 1-26, Page 1 of 1

Winchester, KY Local Guide

Cheapest Available Winchester Apartments for Rent

 

The cheapest available apartment rental in Winchester, KY is a 1 Bed unit found at Prime Hamburg Apartments in the Liberty Area neighborhood priced from $900. The Dawn Run Apartments in the Eastland Parkway neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $920. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Prime Hamburg ApartmentsElite 1 BR1BR,1BA$900
The Dawn Run Apartments2x1 SM2BR,1BA$920
Raintree ApartmentsWillow - A11BR,1BA$938
Flats at 2875StudioStudio,1BA$945
Steeplechase ApartmentsA21BR,1BA$968
Williams Estates ApartmentsTwo Bedroom2BR,1BA$995
The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok!2BR/1.0BA2BR,1BA$999
Summit Apartments2 Bedroom2BR,1BA$1,000
Richwood Bend - Affordable HousingTwo Bedroom2BR,1BA$1,050
MAA VillageTownsend1BR,1BA$1,063

Best Value Apartments for Rent in Winchester, KY

As of January 13, 2026 the best value apartment in the Winchester area is the $1.14 price per square foot B4 Stanton - 2 Bedroom, 3 Bathroom Model at Hamburg Farms in the in the Liberty Area neighborhood starting from $1,886. The second greatest value Winchester apartment is the Three Bedroom Model at Garden Estates starting at $1,999 with a $1.37 price per square foot in the Athens Historic District neighborhood. 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$1.14
Garden EstatesThree Bedroom3BR,2BA$1.37
The Pines3 Bedroom 2.5 Bath3BR,2.5BA$1.07
Richwood Bend - Affordable HousingThree Bedroom3BR,2BA$1.11
The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok!3BR/1.0BA3BR,1BA$1.14
The Resort At Lake CrossingTranquility2BR,2BA$1.36
Williams Estates ApartmentsTwo Bedroom2BR,1BA$1.04
GleneaglesTwo Bedroom2BR,2BA$1.33
The Dawn Run Apartments2x1 SM2BR,1BA$1.08
Prime Hamburg ApartmentsElite 1 BR1BR,1BA$1.21

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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Winchester, KY

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Remember the 3 Rules of Real Estate:
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Explore Winchester, KY Rentals by Map

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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 Springs At Hamburg listed at $1,226.

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

The lowest price for a Cheap One Bedroom Winchester Apartment is $900 at Prime Hamburg 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 $920 at The Dawn Run Apartments.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok! 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

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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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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.