117 Strode Station Cir
WinchesterKY40391
Cheap Homes for Rent in Winchester, KY from $800 (11 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
725 Williamsburg Dr
WinchesterKY40391
534 Constitution Dr
WinchesterKY40391
528 Constitution Dr
WinchesterKY40391
3476 Stamper Dr
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.
408 Bainbridge Ct
LexingtonKY40509
491 Dabney Dr
LexingtonKY40509
140 Levy Rd
ParisKY40361
4971 Old Boonesboro Rd
WinchesterKY40391
3685 Squires Woods Way
LexingtonKY40515
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.
200 Madison Ave
WinchesterKY40391
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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 | $1,489 | $850 | $1,800 |
| Winchester 3 Bedroom Homes for Rent | $1,682 | $875 | $2,250 |
| Winchester 4 Bedroom Homes for Rent | $2,796 | $2,495 | $3,050 |
| Winchester 5 Bedroom Homes for Rent | $2,699 | $2,699 | $2,699 |
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 1 Bed unit found at Raintree Apartments in the Boone Creek neighborhood priced from $851. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Raintree Apartments | Willow - A1 | 1BR,1BA | $851 |
| The Dawn Run Apartments | 2x1 SM | 2BR,1BA | $920 |
| Prime Hamburg Apartments | Elite 1 BR | 1BR,1BA | $960 |
| MAA Village | Harrison | 1BR,1BA | $963 |
| The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok! | 2BR/1.0BA | 2BR,1BA | $999 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of February 24, 2026 the best value apartment in the Winchester area is the $1.07 price per square foot The Starpine Model at EAGLE CREEK TOWNHOMES in the in the Boone Creek neighborhood starting from $1,605. 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| EAGLE CREEK TOWNHOMES | The Starpine | 3BR,2.5BA | $1.07 |
| 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 | $1.23 |
| The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok! | 3BR/1.0BA | 3BR,1BA | $1.14 |
| Williams Estates Apartments | Two Bedroom | 2BR,1BA | $1.12 |
| Gleneagles | Two Bedroom | 2BR,2BA | $1.33 |
| The Dawn Run Apartments | 2x1 SM | 2BR,1BA | $1.08 |
| Summit Apartments | 2 BD/1.5 BA | 2BR,1.5BA | $1.30 |
| Prime Hamburg Apartments | Elite 1 BR | 1BR,1BA | $1.29 |
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
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.
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
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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 67 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $3,354. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $850 to $3,050.
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 $850 to $3,050 with an average monthly rent of $2,166.
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 $1,020 to $3,354, while Three Bedroom Homes, Condos, and Townhomes for rent range from $875 to $2,250. Four Bedroom Single-Family rentals are also available starting from $2,495 and Four Bedroom Apartments start at $1,750.
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.
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.
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.