1854 Augusta Dr
LexingtonKY40505
Cheap Homes for Rent in Winchester, KY from $700 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
627 Silverleaf Dr
LexingtonKY40505
311 Christy Allyn Ct
LexingtonKY40509
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.
1811 Dalton Ct
LexingtonKY40505
14 A St
WinchesterKY40391
2452 Butternut Hill Ct
LexingtonKY40509
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.
408 Bainbridge Ct
LexingtonKY40509
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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 | $1,306 | $895 | $1,750 |
| Winchester 3 Bedroom Homes for Rent | $1,775 | $1,195 | $2,500 |
| Winchester 4 Bedroom Homes for Rent | $2,726 | $1,799 | $3,900 |
| Winchester 5 Bedroom Homes for Rent | $3,199 | $2,900 | $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. Studio 28 in the Clark County neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $814. 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 |
| Studio 28 | 0BR/1.0BA | Studio,1BA | $814 |
| Richwood Bend - Affordable Housing | One bedroom | 1BR,1BA | $883 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of July 14, 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 |
| The Resort At Lake Crossing | Majestic | 3BR,2BA | $1.32 |
| Parkside Heights | 1B 1B | 1BR,1BA | $1.54 |
| Garden Estates | One Bedroom | 1BR,1BA | $1.46 |
| The Pops | 2 Bedroom 1 Bathroom | 2BR,1BA | $1.49 |
| Gleneagles | Two Bedroom | 2BR,2BA | $1.33 |
| Prime Hamburg Apartments | Elite 1 BR | 1BR,1BA | $1.31 |
| Richwood Bend - Affordable Housing | One bedroom | 1BR,1BA | $1.20 |
| 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.
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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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Best Local Schools in Winchester, KY
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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 63 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $4,305. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $750 to $3,900.
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 $3,900 with an average monthly rent of $1,961.
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.
Horses, Hoops, and a Short Commute: Renting Near Lexington's Top Employers
Written by: Catrina Cowart
Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky.
Articles, How-To's, and Tips
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.