Cheap Apartments for Rent in Winchester, VA from $400 (67 Rentals)

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

property at 1816 Valley Ave

$995

Total Monthly Price

Total Monthly Price

Base Rent
$995

Total Monthly Price
$995

1 Bedroom, 1 Bath Home for Rent

Available Now

1816 Valley Ave

WinchesterVA22601
property at 515 N Loudoun St

$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

515 N Loudoun St

WinchesterVA22601
property at 506 N Loudoun St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Jul 1

506 N Loudoun St

WinchesterVA22601
property at 142 N Washington St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

142 N Washington St

WinchesterVA22601
property at 523 S Cameron St

$1,300 - $1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 To 2 Bedroom Rentals

Available Now

523 S Cameron St

WinchesterVA22601

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

property at 4 W Cork St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Home for Rent

Available Now

4 W Cork St

WinchesterVA22601
property at 382 Woodstock Ln

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

382 Woodstock Ln

WinchesterVA22601
property at 7 W Piccadilly St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Home for Rent

Available Now

7 W Piccadilly St

WinchesterVA22601
property at 2641 Valley 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

2641 Valley Ave

WinchesterVA22601
property at 105 N Loudoun St

$1,450 - $1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

1 Bedroom Rentals

Available Now

105 N Loudoun St

WinchesterVA22601
property at 141 Brookland Ter

$1,490

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,490

Total Monthly Price
$1,490

2 Bedroom, 2 Bath Condo for Rent

Available Jul 10

141 Brookland Ter, Unit 1

141 Brookland Ter
WinchesterVA22602
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Blue Ridge Apartments
Rent Specials
$1,495 - $1,810
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450 - $1,765
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 to 4 Bedroom Apartments Available Now

Blue Ridge Apartments

2260 Wilson BlvdWinchester, VA 22601
Pet Friendly
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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 1104 Franklin St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1.5 Bath Home for Rent

Available Now

1104 Franklin St

WinchesterVA22601
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Senseny Place
1 to 2 Bedroom Apartments

Senseny Place

1527 Senseny RdWinchester, VA 22602
Senior Living

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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Burning Tree Apartments
1 to 2 Bedroom Apartments

Burning Tree Apartments

101 Williamson PlWinchester, VA 22602
  • Utilities Included
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Pine Plaza
2 to 3 Bedroom Apartments

Pine Plaza

2237 Taft CirWinchester, VA 22601
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Orchardcrest Apartments
1 to 3 Bedroom Apartments

Orchardcrest Apartments

2524 Wilson BlvdWinchester, VA 22601
  • Utilities Included
property at 222 S Kent St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom, 1 Bath Home for Rent

Available Now

222 S Kent St

WinchesterVA22601
property at 520 Allston Cir

$1,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

520 Allston Cir

WinchesterVA22601
property at 307 S Kent 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 Now

307 S Kent St

WinchesterVA22601
property at 578 York Ave

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1.5 Bath Home for Rent

Available Now

578 York Ave

WinchesterVA22601
property at 203 Dodge Ave

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

203 Dodge Ave

WinchesterVA22602
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

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.

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Hiatt Run Apartments
1 to 3 Bedroom Apartments

Hiatt Run Apartments

175 Fenway CirWinchester, VA 22603
  • Utilities Included
property at 412 Diehl St

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

412 Diehl St

WinchesterVA22601
property at 108 Martin Dr

$1,390

Total Monthly Price

Total Monthly Price

Base Rent
$1,390

Total Monthly Price
$1,390

2 Bedroom, 1 Bath Home for Rent

Available Now

108 Martin Dr

WinchesterVA22602
property at 224 East St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Townhome for Rent

Available Now

224 East St

WinchesterVA22601
property at 2555 Bradford Ct

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

1 Bedroom, 1 Bath Condo for Rent

Available Now

2555 Bradford Ct

WinchesterVA22601
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Raleigh Court
2 Bedroom Apartments

Raleigh Court

1 Raleigh CtWinchester, VA 22601
  • Utilities Included
property at 109 E Pall Mall St

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

109 E Pall Mall St

WinchesterVA22601
property at 204 E Whitlock Ave

$1,445

Total Monthly Price

Total Monthly Price

Base Rent
$1,445

Total Monthly Price
$1,445

2 Bedroom, 1 Bath Townhome for Rent

Available Now

204 E Whitlock Ave

WinchesterVA22601
property at 2256 Roosevelt Blvd

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Townhome for Rent

Available Now

2256 Roosevelt Blvd

WinchesterVA22601
property at 2550 Bradford Ct

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

1 Bedroom, 1 Bath Condo for Rent

Available Now

2550 Bradford Ct

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

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Local Guide Expert

Cheapest Neighborhoods for Apartments in Winchester, VA

Pricing Updated: 06/20/2026

Current apartment rentals in the Winchester, VA area range in price from $500 to $4,995 with an overall median price of $3,166. The three Winchester neighborhoods with the lowest median rent pricing are Twin Lakes Overlook at $1,500, Historic District at $995, and Old Town at $995. 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$1,500$1,5001
Historic District$1,800$99510
Old Town$1,800$99511
Cedarmeade$3,900$50048
Downtown Winchester$3,900$99541
Frederick County VA$3,900$50081
Kernstown$3,900$50047
Park Place$3,900$99527
Steeplechase$3,900$99530

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
Fay Street Apartments1 Bed 1 Bath1BR,1BA$1,222
Fort Collier Terrace1 Bed 1 Bath1BR,1BA$1,272
Madison Village Apartments (Winchester)1 bedroom1BR,1BA$1,550
PEMBERTON2 BEDROOM 1 BATH2BR,1BA$1,565
Blue Ridge Apartments2 Bedroom 1 Bath - Reno2BR,1BA$1,620

Best Value Apartments for Rent in Winchester, VA

As of June 20, 2026 the best value apartment in the Winchester area is the $1.44 price per square foot 21 N Braddock St Model at 21 N Braddock St in the in the Park Place neighborhood starting from $1,800. The second greatest value Winchester apartment is the 2 BEDROOM 2 BATH with DEN Model at CEDAR HILL APARTMENTS starting at $1,800 with a $1.52 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.
21 N Braddock St21 N Braddock St2BR,1BA$1.44
CEDAR HILL APARTMENTS2 BEDROOM 2 BATH with DEN3BR,2BA$1.52
CARLS CORNER RESIDENTIAL2 BEDROOM 2 BATH LAYOUT A2BR,2BA$1.63
Fort Collier Terrace3 Beds 1.5 Baths3BR,1.5BA$1.80
Fay Street Apartments2 Bed 2 Bath2BR,2BA$1.59
Peppertree VA2 Bedroom 2 Bath - Shenandoah2BR,2BA$1.76
PEMBERTON2 BEDROOM 1 BATH2BR,1BA$1.74
208 N Kent St, Unit 208 N. Kent St - Unit A208 N Kent St2BR,1BA$1.82
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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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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Winchester Overview

If you are looking for a beautiful place to live and work, then check out the great town of Winchester, VA. This is a city that is located in the Northern area of VA. It is also the county seat of Frederick County. Close to the nationÆs capital, Winchester, VA has become a great place to live and work for people of all ages. It is also one of the largest cities in the Shenandoah Valley area. If you are thinking of moving to Winchester apartments, then take a look at some helpful information regarding this great city! Then, let us help you find apartments in Winchester, VA!

Why live in Winchester, VA?

There are a number of reasons why so many people are choosing to move to Winchester, VA. First, the cost of living is low When compared to other locations throughout VA and D.C., the cost of living in Winchester, VA is significantly lower. Next, the people who live in Winchester, VA are friendly and welcoming to people of all backgrounds and ages. Finally, the city of Winchester, VA is also growing, providing more job opportunities to those who decide to move to this area. With all of these reasons put together, it is easy to see why many people love calling Winchester, VA home.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Cheap Winchester Apartments

What is the price of a cheap apartment in Winchester?

The cheapest apartment in Winchester is Brookfield Corporate Apartments which is listed at $500, while the average apartment in Winchester costs $3,166.

What types of apartments are the cheapest in Winchester?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 67 regular apartments in Winchester that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Winchester?

Cheap apartments in Winchester have an average cost of $1,158 which is $2,008 cheaper than the average rent for all rentals in Winchester.

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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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.