Cheap Homes for Rent in Winchester, VA from $750 (18 Rentals)

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

property at 204 E Whitlock Ave
$1,250

Total Monthly Price

Base Rent$1,250

Total Monthly Price$1,250
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

204 E Whitlock Ave

WinchesterVA22601
property at 714 S Cameron St
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
1 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

714 S Cameron St

WinchesterVA22601
property at 1001 S Cameron St
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
3 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

1001 S Cameron St

WinchesterVA22601
property at 346 Gray Ave
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

346 Gray Ave

WinchesterVA22601

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.

property at 305 S Kent St
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1
Cost Per Sq.Ft.

305 S Kent St

WinchesterVA22601
property at 131 S Purcell Ave
$1,425

Total Monthly Price

Base Rent$1,425

Total Monthly Price$1,425
2 Bedroom, 1 Bath Home for Rent
Available Now

131 S Purcell Ave

WinchesterVA22601
property at 739 S Kent St
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
2 Bedroom, 1 Bath Townhome for Rent
Available Now

739 S Kent St

WinchesterVA22601
property at 2256 Roosevelt Blvd
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

2256 Roosevelt Blvd

WinchesterVA22601
property at 230 E Whitlock Ave
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
3 Bedroom, 1 Bath Townhome for Rent
Available Now

230 E Whitlock Ave

WinchesterVA22601
property at 307 Emily Ln
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

307 Emily Ln

WinchesterVA22602

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

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property at 502 N Loudoun St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Now

502 N Loudoun St

WinchesterVA22601
property at 2533 Bradford Ct
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
1 Bedroom, 1 Bath Condo for Rent
Available Oct 1

2533 Bradford Ct

WinchesterVA22601
property at 1016 Franklin St
$1,499

Total Monthly Price

Base Rent$1,499

Total Monthly Price$1,499
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

1016 Franklin St

WinchesterVA22601
property at 544 Allston Cir
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

544 Allston Cir

WinchesterVA22601
property at 21 S Stewart St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now

21 S Stewart St

WinchesterVA22601
property at 619 S Cameron St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
1 Bedroom, 1 Bath Townhome for Rent
Available Now

619 S Cameron St

WinchesterVA22601

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Winchester, VA Local Guide

Cheapest Neighborhoods for Apartments in Winchester, VA

Pricing Updated: 09/09/2026

Current apartment rentals in the Winchester, VA area range in price from $500 to $4,500 with an overall median price of $1,839. The three Winchester neighborhoods with the lowest median rent pricing are Kernstown at $1,750, Frederick County VA at $1,786, and Cedarmeade at $1,850. Here is today’s list of the top 9 neighborhoods with the lowest median pricing for Winchester Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Kernstown$1,750$50038
Frederick County VA$1,786$50083
Cedarmeade$1,850$50047
Downtown Winchester$1,850$1,09551
Steeplechase$1,850$1,09535
Historic District$1,875$1,09518
Old Town$1,875$1,09518
Park Place$1,896$1,09536
Twin Lakes Overlook$3,300$2,1002

Cheapest Available Winchester Apartments for Rent

 

The cheapest available apartment rental in Winchester, VA is a 1 Bed unit found at Brookfield Extended Stay Apartments in the Kernstown neighborhood priced from $500. 008 in the Kernstown neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,250. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Brookfield Extended Stay ApartmentsWEEKLY RATE - ONE BEDROOM1BR,1BA$500
0081BR/1.0BA1BR,1BA$1,250
North Winchester ApartmentsTwo Bedroom2BR,2BA$1,300
Autumn Wind ApartmentsThe Shenandoah2BR,2BA$1,443
Preston Place2 Bedroom Townhome2BR,2BA$1,469

Best Value Apartments for Rent in Winchester, VA

As of September 09, 2026 the best value apartment in the Winchester area is the $1.33 price per square foot 308 W Boscawen St Model at 308 W Boscawen St, Unit 308 W Boscawen Street Apt 2 in the in the Park Place neighborhood starting from $2,000. The second greatest value Winchester apartment is the Hollingsworth Model at The Lofts at Jubal Square starting at $2,388 with a $1.65 price per square foot in the Park Place 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.
308 W Boscawen St, Unit 308 W Boscawen Street Apt 2308 W Boscawen St3BR,1.5BA$1.33
The Lofts at Jubal SquareHollingsworth3BR,2BA$1.65
21 N Braddock St, Unit #321 N Braddock St2BR,1BA$1.36
TASKER2 BEDROOM 2 BATH2BR,2BA$1.52
Preston Place2 Bedroom Apartment2BR,2BA$1.47
PEMBERTON2 BEDROOM 2 BATH2BR,2BA$1.57
Autumn Wind ApartmentsThe Shenandoah2BR,2BA$1.46
318 S Cameron St, Unit Apt A318 S Cameron St2BR,1BA$1.44
North Winchester ApartmentsTwo Bedroom2BR,2BA$1.50
Brookfield Extended Stay 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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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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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 137 Apartments for Rent in Winchester, VA with pricing that ranges from $500 to $4,500. There are also 79 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $750 to $2,890.

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 $750 to $2,890 with an average monthly rent of $1,917.

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 $1,625 to $3,341, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,395 to $2,525. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,100.

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

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

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.