205 Clay St
Mount SterlingKY40353
Cheap Homes for Rent in Winchester, KY from $800 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
20 White Cir
WinchesterKY40391
532 Hanson St
ParisKY40361
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.
737 Cobbler Ln
Mount SterlingKY40353
3215 Aqueduct Dr
LexingtonKY40517
102 W Hickman St
WinchesterKY40391
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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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 | $1,280 | $900 | $1,800 |
| Winchester 3 Bedroom Homes for Rent | $1,909 | $1,450 | $2,950 |
| Winchester 4 Bedroom Homes for Rent | $2,760 | $1,775 | $4,000 |
Browse Top Homes for Rent in Winchester
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Winchester, KY Local Guide
- Nearby Cities
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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 $968. Williams Estates Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $995. 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 | $968 |
| Williams Estates Apartments | Two Bedroom | 2BR,1BA | $995 |
| Summit Apartments | 2 Bedroom | 2BR,1BA | $1,000 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of December 20, 2025 the best value apartment in the Winchester area is the $1.11 price per square foot B4 Stanton - 2 Bedroom, 3 Bathroom Model at Hamburg Farms in the in the Liberty Area neighborhood starting from $1,831. 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. |
|---|---|---|---|
| Hamburg Farms | B4 Stanton - 2 Bedroom, 3 Bathroom | 2BR,3BA | $1.11 |
| The Pines | 3 Bedroom 2.5 Bath | 3BR,2.5BA | $1.07 |
| Richwood Bend - Affordable Housing | Three Bedroom | 3BR,2BA | $1.09 |
| 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 | $1.04 |
| Eastland Hills Apartments | Elite 2 BR | 2BR,1BA | $1.16 |
| Gleneagles | Two Bedroom | 2BR,2BA | $1.30 |
| Legacy Lake Apartments | One Bedroom One Bath | 1BR,1BA | $1.29 |
| Brighton 3050 | 1.0 | 1BR,1BA | $1.40 |
| Summit Apartments | 2 Bedroom | 2BR,1BA | $1.35 |
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.
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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 67 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $2,863. There are also 38 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $850 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 $850 to $4,000 with an average monthly rent of $1,699.
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 $2,664, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $2,950. Four Bedroom Single-Family rentals are also available starting from $1,775 and Four Bedroom Apartments start at $1,600.
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.
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!