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Cheap Apartments for Rent in Winchester, KY from $500 (12 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
401 N Maple St
WinchesterKY40391
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from $8001 to 3 Bedroom Apartments Available Jul 18
Summit Apartments
260 Oxford DrWinchester, KY 40391
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509 Edison Ct
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.
39 S Highland St
WinchesterKY40391
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Rent Specials
from $625Studio to 3 Bedroom Apartments Available Now
The Dawn Run Apartments
1800 Augusta CtLexington, KY 40505
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from $7091 to 2 Bedroom Apartments Available Now
Eastland Hills Apartments
1740-1760 Jennifer RdLexington, KY 40505
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from $8651 to 2 Bedroom Apartments Available Now
Polo Club Park - Senior/Affordable Housing
6411 Polo Club LnLexington, KY 40509
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from $8701 to 3 Bedroom Apartments Contact Us For Availability
Richwood Bend - Affordable Housing
100 Codell DrLexington, KY 40509
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
453 Darley Creek
Mount SterlingKY40353
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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 an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $1,007 | $600 | $1,577 |
| Winchester 1 Bedroom Apartments | $1,331 | $709 | $2,601 |
| Winchester 2 Bedroom Apartments | $1,636 | $799 | $2,869 |
| Winchester 3 Bedroom Apartments | $1,948 | $1,000 | $3,555 |
Browse Top Apartments 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 Eastland Hills Apartments in the Liberty Area neighborhood priced from $709. Raintree Apartments in the Boone Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $992. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Eastland Hills Apartments | 1 Bedroom | 1BR,1BA | $709 |
| Raintree Apartments | Willow - A1 | 1BR,1BA | $992 |
| Gleneagles Apartments | One Bedroom | 1BR,1BA | $992 |
| Cove Lake Village Apartments | One Bedroom | 1BR,1BA | $995 |
| Polo Club Park - Senior/Affordable Housing | 2bd | 2BR,1BA | $1,030 |
Best Value Apartments for Rent in Winchester, KY and Nearby
As of July 15, 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 $1,590 with a $1.25 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 | $1.25 |
| Garden Estates | Two Bedroom | 2BR,2BA | $1.29 |
| Brighton 3050 | 2.0 | 2BR,2BA | $1.33 |
| 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 | $1.08 |
| Polo Club Park - Senior/Affordable Housing | 2bd | 2BR,1BA | $1.23 |
| Eastland Hills Apartments | 1 Bedroom | 1BR,1BA | $0.95 |
| 192 Wabash Ave | 192 Wabash Ave | Studio ,1BA | $1.00 |
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Walk Score®
46 / 100
Car-Dependent
Most errands require a car
Bike Score®
33 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Winchester Apartments
What is the Cheapest Studio apartment in Winchester?
Currently the most affordable Cheap Studio Apartment in Winchester is at Springs At Hamburg listed at $1,345.
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $709 at Eastland Hills Apartments.
What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $799 at Eastland Hills Apartments.
What is the most affordable Winchester Three Bedroom Apartment?
The best deal on a cheap Winchester Three Bedroom Apartment rental is at Gleneagles Apartments and starts from $1,372.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.