205 Clay St
Mount SterlingKY40353
Cheap Homes for Rent in Winchester, KY from $800 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
157 Strode Station Cir
WinchesterKY40391
812 Vine St
ParisKY40361
3215 Aqueduct Dr
LexingtonKY40517
1120 Arlington Dr
ParisKY40361
838 E Loudon Ave
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.
244 Simba Way
LexingtonKY40509
228 Mousas Way
LexingtonKY40509
1219 Arlington Dr
ParisKY40361
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.
194 Hedgewood Ct
LexingtonKY40509
161 Preston Ave
LexingtonKY40502
262 Osage Ct
LexingtonKY40509
205 Hedgewood Ct
LexingtonKY40509
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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 | $1,368 | $850 | $1,800 |
| Winchester 3 Bedroom Homes for Rent | $1,772 | $1,400 | $2,250 |
| Winchester 4 Bedroom Homes for Rent | $2,643 | $1,495 | $6,000 |
| Winchester 5 Bedroom Homes for Rent | $2,874 | $2,750 | $2,999 |
Browse Top Homes for Rent in Winchester
Explore Winchester
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 $809. Studio 28 Apartments 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 |
|---|---|---|---|
| Raintree Apartments | Willow - A1 | 1BR,1BA | $809 |
| Studio 28 Apartments | 0BR/1.0BA | Studio,1BA | $814 |
| Eastland Hills Apartments | Elite 1 BR | 1BR,1BA | $900 |
| The Dawn Run Apartments | 2x1 SM | 2BR,1BA | $920 |
| EAGLE CREEK TOWNHOMES | The Aspen | 1BR,1BA | $930 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of September 13, 2025 the best value apartment in the Winchester area is the $1.07 price per square foot 3 Bedroom 2.5 Bath Model at The Pines in the in the Boone Creek neighborhood starting from $1,500. The second greatest value Winchester apartment is the B2 Stansbury - 2 Bedroom, 2.5 Bathroom Model at Hamburg Farms starting at $1,620 with a $1.27 price per square foot in the Liberty Area 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. |
|---|---|---|---|
| The Pines | 3 Bedroom 2.5 Bath | 3BR,2.5BA | $1.07 |
| Hamburg Farms | B2 Stansbury - 2 Bedroom, 2.5 Bathroom | 2BR,2.5BA | $1.27 |
| SPECIALS: The Reserve & Enclave at Fairholme | The Enclave | 2BR,2.5BA | $1.36 |
| 127 W Hickman St, Unit #5 | 127 W Hickman St | 1BR,1BA | $1.00 |
| Williams Estates Apartments | Two Bedroom | 2BR,1BA | $1.10 |
| Parkside Heights Apartments | 1B/1B | 1BR,1BA | $1.37 |
| The Dawn Run Apartments | 2x1 | 2BR,1BA | $1.20 |
| Brighton 3050 | 1.2 | 1BR,1BA | $1.46 |
| Eastland Hills Apartments | Elite 1 BR | 1BR,1BA | $1.21 |
| 192 Wabash Ave | 192 Wabash Ave | Studio ,1BA | $1.13 |
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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 66 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $3,682. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $850 to $6,000.
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 $6,000 with an average monthly rent of $1,966.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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 Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.