Cheap Apartments for Rent in Winchester, KY from $625 (48 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winchester.

property at 74 Holiday Rd

$985

Total Monthly Price

Total Monthly Price

Base Rent
$985
Total Monthly Price
$985

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

74 Holiday Rd

WinchesterKY40391

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Atrium Townhomes
1 to 2 Bedroom Apartments

Atrium Townhomes

626 W Lexington AveWinchester, KY 40391
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Chatham Townhomes
1 to 2 Bedroom Apartments

Chatham Townhomes

135 Frontier WayWinchester, KY 40391
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265 S Highland St
2 Bedroom Apartments

265 S Highland St

265 S Highland StWinchester, KY 40391

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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The Southern Spirit: Your Guide to Finding the Perfect Area of Lexington to Rent

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Lexington's Best Affordable Neighborhoods

Learn about Lexington and the best places to live with original content written by our Local Expert Catrina Cowart

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Showing Results 1-48, Page 1 of 1

Winchester, KY Local Guide

Cheapest Available Winchester Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winchester, KY is a Studio unit found at Studio 28 in the Clark County neighborhood priced from $814. Richwood Bend - Affordable Housing in the Boone Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $883. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Studio 280BR/1.0BAStudio,1BA$814
Richwood Bend - Affordable HousingOne bedroom1BR,1BA$883
The Dawn Run Apartments2x1 SM2BR,1BA$920
Raintree ApartmentsWillow - A11BR,1BA$924
Summit Apartments2 Bed 1 Bath W/D HK2BR,1BA$949
Flats at 2875Newly-Renovated Studio Apartments!Studio,1BA$950
265 S Highland St2 Beds, 1 Baths2BR,1BA$955
Prime Hamburg ApartmentsElite 1BR - 1BTH1BR,1BA$975
Stoney Brooke ApartmentsAshland - Renovated1BR,1BA$994
Sunrise SuitesSuiteStudio,1BA$995

Best Value Apartments for Rent in Winchester, KY and Nearby

As of August 28, 2026 the best value apartment in the Winchester area is the $1.17 price per square foot 3 Bedroom 2.5 Bath Model at The Pines in the in the Boone Creek neighborhood starting from $1,650. The second greatest value Winchester apartment is the B2 Stansbury - 2 Bedroom, 2.5 Bathroom Model at Hamburg Farms starting at $1,550 with a $1.22 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 ListingModel NameBed/BathPrice Per Sq.Ft.
The Pines3 Bedroom 2.5 Bath3BR,2.5BA$1.17
Hamburg FarmsB2 Stansbury - 2 Bedroom, 2.5 Bathroom2BR,2.5BA$1.22
EAGLE CREEK TOWNHOMESThe Maple2BR,2.5BA$1.12
Brighton 3050Loft 11BR,1BA$1.22
The Lofts at Winchester2BR/1.0BA2BR,1BA$1.17
GleneaglesTwo Bedroom2BR,2BA$1.33
The Dawn Run Apartments2x1 SM2BR,1BA$1.08
Polo Club Park - Senior/Affordable Housing2bd2BR,1BA$1.24
Prime Hamburg ApartmentsElite 1BR - 1BTH1BR,1BA$1.31
Richwood Bend - Affordable HousingOne bedroom1BR,1BA$1.20

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.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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 Studio 28 listed at $814.

How much is rent for a Cheap One Bedroom Winchester Apartment?

The lowest price for a Cheap One Bedroom Winchester Apartment is $883 at Richwood Bend - Affordable Housing.

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 $920 at The Dawn Run Apartments.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at Richwood Bend - Affordable Housing and starts from $1,270.

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.

Helpful Local Expert Guides

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Horses, Hoops, and a Short Commute: Renting Near Lexington's Top Employers

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Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky.

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The Southern Spirit: Your Guide to Finding the Perfect Neighborhood to Rent in Lexington

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Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky. Our team at ApartmentHomeLiving.

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