423 Mt Vernon Dr
WinchesterKY40391
Cheap Homes for Rent in Winchester, KY from $700 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
305 Clearwater Way
Mount SterlingKY40353
132 Madison Spring
Mount SterlingKY40353
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.
1833 1/2 Marietta Dr
LexingtonKY40505
406 Darley Creek
Mount SterlingKY40353
356 Radcliffe Rd
LexingtonKY40505
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.
Showing Results 1-6, Page 1 of 1
Winchester, KY Local Guide
Aerial view of Winchester by Flickr User: kenlund is licensed under CC BY 2.0
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $1,282 | $850 | $1,675 |
| Winchester 3 Bedroom Homes for Rent | $1,714 | $750 | $3,295 |
| Winchester 4 Bedroom Homes for Rent | $3,111 | $2,400 | $4,000 |
| Winchester 5 Bedroom Homes for Rent | $2,999 | $2,999 | $2,999 |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, KY Local Guide
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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. Raintree Apartments in the Boone Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $886. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Sunrise Suites | Suite | Studio,1BA | $795 |
| Raintree Apartments | Willow - A1 | 1BR,1BA | $886 |
| Studio 28 Apartments | 1BR/1.0BA | 1BR,1BA | $899 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of April 12, 2026 the best value apartment in the Winchester area is the $1.40 price per square foot Three Bedroom 2 Bath Cottage Home Model at Legacy Lake Apartments in the starting from $2,100. The second greatest value Winchester apartment is the 3 Bedroom 2.5 Bath Model at The Pines starting at $1,500 with a $1.07 price per square foot in the Boone Creek neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Legacy Lake Apartments | Three Bedroom 2 Bath Cottage Home | 3BR,2BA | $1.40 |
| The Pines | 3 Bedroom 2.5 Bath | 3BR,2.5BA | $1.07 |
| Hamburg Farms | B3 Burton - 2 Bedroom, 1.5 Bathroom | 2BR,1.5BA | $1.30 |
| Lofts of Winchester | 3BR/1.0BA | 3BR,1BA | $1.14 |
| Williams Estates Apartments | Two Bedroom | 2BR,1BA | $1.15 |
| Bourbon Hills | 2 bedroom | 2BR,1BA | $1.39 |
| Gleneagles | Two Bedroom | 2BR,2BA | $1.33 |
| Summit Apartments | 2 BD/1.5 BA | 2BR,1.5BA | $1.30 |
| Prime Hamburg Apartments | Elite 1 BR | 1BR,1BA | $1.29 |
| 192 Wabash Ave | 192 Wabash Ave | Studio ,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.
Read Article
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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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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Best Local Schools in Winchester, KY
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, KY Rentals by Map
See the most popular apartments and homes in Winchester, KY
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 70 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $3,267. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $750 to $4,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $750 to $4,000 with an average monthly rent of $2,276.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $950 to $3,180, while Three Bedroom Homes, Condos, and Townhomes for rent range from $750 to $3,295. Four Bedroom Single-Family rentals are also available starting from $2,400 and Four Bedroom Apartments start at $1,795.
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
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.
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.
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.
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.