Cheap Homes for Rent in Winchester, VA from $1,000 (14 Rentals)

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

property at 318 S Braddock St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Now

318 S Braddock St

WinchesterVA22601
property at 311 Yale Dr

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Now

311 Yale Dr

WinchesterVA22602
property at 432 Chase St

$1,095

Total Monthly Price

Total Monthly Price

Base Rent
$1,095

Total Monthly Price
$1,095

2 Bedroom, 1 Bath Condo for Rent

Available Mar 13

432 Chase St

WinchesterVA22601
property at 18 E Clifford St

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

2 Bedroom, 1 Bath Townhome for Rent

Available Mar 20

18 E Clifford St

WinchesterVA22601
property at 304 S Kent St

$1,195

Total Monthly Price

Total Monthly Price

Base Rent
$1,195

Total Monthly Price
$1,195

2 Bedroom, 1 Bath Townhome for Rent

Available Now

304 S Kent St

WinchesterVA22601
property at 24 W Cecil St

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

24 W Cecil St

WinchesterVA22601
property at 445 Bryarly Rd

$1,295

Total Monthly Price

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

1 Bedroom, 1 Bath Home for Rent

Available Now

445 Bryarly Rd

WinchesterVA22603

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.

property at 123 E Leicester St

$1,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

2 Bedroom, 1 Bath Townhome for Rent

Available Apr 1

123 E Leicester St

WinchesterVA22601
property at 2924 Packer St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

2924 Packer St

WinchesterVA22601
property at 233 Kern St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Townhome for Rent

Available Now

233 Kern St

WinchesterVA22601
property at 235 Kern St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Townhome for Rent

Available Now

235 Kern St

WinchesterVA22601
property at 103 W Germain St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Home for Rent

Available Now

103 W Germain St

WinchesterVA22601
property at 434 Fairmont Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

434 Fairmont Ave

WinchesterVA22601
property at 44 S Loudoun St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

44 S Loudoun St, Unit 9

44 S Loudoun St
WinchesterVA22601

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.

Winchester, VA Local Guide

Cheapest Neighborhoods for Apartments in Winchester, VA

Pricing Updated: 03/12/2026

Current apartment rentals in the Winchester, VA area range in price from $500 to $3,900 with an overall median price of $3,222. The three Winchester neighborhoods with the lowest median rent pricing are Twin Lakes Overlook at $1,500, Historic District at $1,013, and Old Town at $1,013. Here is today’s list of the top 9 neighborhoods with the lowest median pricing for Winchester Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Twin Lakes Overlook$1,600$1,5002
Historic District$2,000$1,0137
Old Town$2,000$1,0137
Cedarmeade$3,900$50068
Downtown Winchester$3,900$1,01341
Frederick County VA$3,900$50099
Kernstown$3,900$50067
Park Place$3,900$1,30022
Steeplechase$3,900$1,01325

Cheapest Available Winchester Apartments for Rent

 

The cheapest available apartment rental in Winchester, VA is a 1 Bed unit found at Brookfield Corporate Apartments in the Kernstown neighborhood priced from $500. North Winchester Apartments in the Steeplechase neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,150. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Brookfield Corporate ApartmentsWEEKLY RATE - ONE BEDROOM1BR,1BA$500
North Winchester ApartmentsOne Bedroom1BR,1BA$1,150
Autumn Wind ApartmentsThe Shenandoah2BR,2BA$1,443
Blue Ridge Apartments2 Bedroom 1 Bath Woodstock - Reno2BR,1BA$1,475
Peppertree VA1 Bedroom 1 Bath - Jackson1BR,1BA$1,494

Best Value Apartments for Rent in Winchester, VA

As of March 12, 2026 the best value apartment in the Winchester area is the $1.41 price per square foot 2 BEDROOM 2 BATH with DEN Model at TASKER in the in the Hamilton Court neighborhood starting from $1,660. The second greatest value Winchester apartment is the 2 BEDROOM 2 BATH Model at CEDAR HILL APARTMENTS starting at $1,675 with a $1.55 price per square foot in the Kernstown 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.
TASKER2 BEDROOM 2 BATH with DEN3BR,2BA$1.41
CEDAR HILL APARTMENTS2 BEDROOM 2 BATH2BR,2BA$1.55
Madison Village Apartments (Winchester)2 Bed - Grey - Interior2BR,2BA$1.75
PEMBERTON2 BEDROOM 2 BATH2BR,2BA$1.60
Autumn Wind ApartmentsThe Shenandoah2BR,2BA$1.46
Fay Street Apartments2 Bed 2 Bath2BR,2BA$1.64
25 W Boscawen St, Unit 325 W Boscawen St1BR,1.5BA$1.50
24 Jackson Ave, Unit 224 Jackson Ave2BR,1BA$1.45
North Winchester ApartmentsOne Bedroom1BR,1BA$1.51
Brookfield Corporate ApartmentsWEEKLY RATE - ONE BEDROOM1BR,1BA$0.74

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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 127 Apartments for Rent in Winchester, VA with pricing that ranges from $500 to $3,900. There are also 84 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,000 to $3,900.

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 $1,000 to $3,900 with an average monthly rent of $2,011.

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 $1,660 to $3,360, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $2,600. Four Bedroom Single-Family rentals are also available starting from $1,675 and Four Bedroom Apartments start at $3,900.

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.