1833 1/2 Marietta Dr
LexingtonKY40505
Cheap Homes for Rent in Winchester, KY from $900 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
400 Wexford Dr
WinchesterKY40391
1854 Augusta Dr
LexingtonKY40505
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.
408 Bainbridge Ct
LexingtonKY40509
179 Hedgewood Ct
LexingtonKY40509
1494 Amster Grove Rd
WinchesterKY40391
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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Winchester, KY Local Guide
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $1,323 | $950 | $1,595 |
| Winchester 3 Bedroom Homes for Rent | $1,817 | $975 | $2,995 |
| Winchester 4 Bedroom Homes for Rent | $4,267 | $2,495 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $3,082 | $2,849 | $3,499 |
Browse Top Homes for Rent in Winchester
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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 The Dawn Run Apartments in the Eastland Parkway neighborhood priced from $790. Summit Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $800. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Dawn Run Apartments | Studio XL | Studio,1BA | $790 |
| Summit Apartments | 1 Bedroom | 1BR,1BA | $800 |
| Raintree Apartments | Willow - A1 | 1BR,1BA | $887 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of May 27, 2026 the best value apartment in the Winchester area is the $1.40 price per square foot New Cottage/Two Car Garage 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 $1,650 with a $1.17 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 | New Cottage/Two Car Garage | 3BR,2BA | $1.40 |
| The Pines | 3 Bedroom 2.5 Bath | 3BR,2.5BA | $1.17 |
| Garden Estates | Two Bedroom | 2BR,2BA | $1.38 |
| The Resort At Lake Crossing | Tranquility | 2BR,2BA | $1.42 |
| Williams Estates Apartments | Two Bedroom | 2BR,1BA | $1.15 |
| Gleneagles | Two Bedroom | 2BR,2BA | $1.33 |
| Stoney Brooke Apartments | Somerset - Renovated | 2BR,1BA | $1.49 |
| Summit Apartments | 2 BD/1.5 BA | 2BR,1.5BA | $1.30 |
| Prime Hamburg Apartments | Elite 1 BR | 1BR,1BA | $1.31 |
| The Dawn Run Apartments | Studio XL | Studio ,1BA | $1.32 |
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 Article
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.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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Best Local Schools in Winchester, KY
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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 72 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $4,545. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $950 to $11,500.
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 $950 to $11,500 with an average monthly rent of $2,622.
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.
Helpful Local Expert Guides
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.
The Ultimate Lexington Student Housing Guide - Top Neighborhoods for Renting Near Major Universities
Written by: Catrina Cowart
I'm Catrina, your ApartmentHomeLiving.
The Southern Spirit: Your Guide to Finding the Perfect Neighborhood to Rent in Lexington
Written by: Catrina Cowart
Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky. Our team at ApartmentHomeLiving.
Articles, How-To's, and Tips
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.
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.
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.