
Cheap Homes for Rent in Winchester, KY from $900 (9 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


532 Hanson St

74 Glass Ave

3215 Aqueduct Dr
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.

449 Dabney Dr

550 Darby Creek Rd

409 Colby Ridge Blvd

2461 Mirahill Dr
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.

336 Peachtree Rd
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 | $1,393 | $900 | $1,675 |
| Winchester 3 Bedroom Homes for Rent | $1,801 | $1,400 | $2,300 |
| Winchester 4 Bedroom Homes for Rent | $2,446 | $1,650 | $4,000 |
| Winchester 5 Bedroom Homes for Rent | $3,175 | $3,100 | $3,250 |
Browse Top Homes for Rent in Winchester
Explore Winchester
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 Studio 28 Apartments priced from $749. 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 |
|---|---|---|---|
| Studio 28 Apartments | 0BR/1.0BA | Studio,1BA | $749 |
| Summit Apartments | 1 Bedroom | 1BR,1BA | $800 |
| Cove Lake Village Apartments | One Bedroom | 1BR,1BA | $895 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of November 02, 2025 the best value apartment in the Winchester area is the $1.18 price per square foot B4 Stanton - 2 Bedroom, 3 Bathroom Model at Hamburg Farms in the in the Liberty Area neighborhood starting from $1,954. The second greatest value Winchester apartment is the Three Bedroom Model at Garden Estates starting at $1,849 with a $1.27 price per square foot in the Athens Historic District 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 | $1.18 |
| Garden Estates | Three Bedroom | 3BR,2BA | $1.27 |
| The Pines | 3 Bedroom 2.5 Bath | 3BR,2.5BA | $1.07 |
| Brighton 3050 | 3.0 | 3BR,2BA | $1.29 |
| Parkside Heights | 2B 2B | 2BR,2BA | $1.23 |
| COMING SOON--The Lofts at Winchester | 3BR/1.0BA | 3BR,1BA | $1.18 |
| 127 W Hickman St, Unit #5 | 127 W Hickman St | 1BR,1BA | $1.00 |
| Gleneagles Apartments | Two Bedroom | 2BR,2BA | $1.32 |
| The Dawn Run Apartments | 2x1 | 2BR,1BA | $1.20 |
| 192 Wabash Ave | 192 Wabash Ave | Studio ,1BA | $1.13 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon'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 ArticleThe 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 ArticleQuick Rent Budget Calculator
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Best Local Schools in Winchester, KY
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 65 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $2,796. There are also 40 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $900 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 $900 to $4,000 with an average monthly rent of $2,063.
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.

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!

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.