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Rent Specials
$500 - $2,000
Total Monthly Price
Base Rent$500 - $2,000
Total Monthly Price$500 - $2,000
Brookfield Extended Stay Apartments
548 Brookfield DrWinchester, VA 22601
Cheap Apartments for Rent in Winchester, VA from $500 (44 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
377 National Ave
WinchesterVA22601
406 N Loudoun St
WinchesterVA22601
1704 Roberts St
WinchesterVA22601
22 Peyton St
WinchesterVA22601
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Rent Specials
$1,222 - $1,922
Total Monthly Price
Base Rent$1,195 - $1,895
Required Monthly Fees$27
Total Monthly Price$1,222 - $1,922
Fay Street Apartments
121 Fay StWinchester, VA 22602
129 Holiday Dr
WinchesterVA22601
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$1,300
Total Monthly Price
Base Rent$1,300
Total Monthly Price$1,300
North Winchester Apartments
800 Thomas CtWinchester, VA 22601
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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$1,300
Total Monthly Price
Base Rent$1,300
Total Monthly Price$1,300
318 S Cameron St, Unit Apt A
318 S Cameron StWinchester, VA 22601
4 W Cork St
WinchesterVA22601
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$1,3951 Bedroom Apartments Available Now
2640 Valley Ave, Unit 1
2640 Valley AveWinchester, VA 22601
386 Round Hill Rd
WinchesterVA22602
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Rent Specials
$1,495 - $2,110
Total Monthly Price
Base Rent$1,450 - $2,065
Required Monthly FeesVaries
Total Monthly PriceVaries
Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
21-23-23 S Stewart St
WinchesterVA22601
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$1,500
Total Monthly Price
Base Rent$1,500
Total Monthly Price$1,500
115 S Loudoun St, Unit 1
115 S Loudoun StWinchester, VA 22601
115 S Loudoun St
WinchesterVA22601
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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1 to 2 Bedroom Apartments
Senseny Place
1527 Senseny RdWinchester, VA 22602
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1 to 2 Bedroom Apartments
Burning Tree Apartments
101 Williamson PlWinchester, VA 22602
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2 to 3 Bedroom Apartments
Pine Plaza
2237 Taft CirWinchester, VA 22601
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2 Bedroom Apartments
Dove Landing Apartments
147 Lee AveWinchester, VA 22601
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1 to 3 Bedroom Apartments
Orchardcrest Apartments
2524 Wilson BlvdWinchester, VA 22601
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2 Bedroom Apartments
22 Peyton St
22 Peyton StWinchester, VA 22601
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1 to 3 Bedroom Apartments
ZeroPak Apartments
570 N Cameron StWinchester, VA 22601
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1 Bedroom Apartments
008
2332 Wilson BlvdWinchester, VA 22601
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.
204 E Whitlock Ave
WinchesterVA22601
714 S Cameron St
WinchesterVA22601
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1 to 3 Bedroom Apartments
Hiatt Run Apartments
175 Fenway CirWinchester, VA 22603
346 Gray Ave
WinchesterVA22601
305 S Kent St
WinchesterVA22601
1001 S Cameron St
WinchesterVA22601
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2 Bedroom Apartments
Raleigh Court
1 Raleigh CtWinchester, VA 22601
131 S Purcell Ave
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.
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2 to 3 Bedroom Apartments
Autumn Wind Apartments
140 Scarlet Maple DrWinchester, VA 22603
2256 Roosevelt Blvd
WinchesterVA22601
230 E Whitlock Ave
WinchesterVA22601
307 Emily Ln
WinchesterVA22602
502 N Loudoun St
WinchesterVA22601
1110 Allen Dr
WinchesterVA22601
1016 Franklin St
WinchesterVA22601
544 Allston Cir
WinchesterVA22601
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.
31 Avon Ct
WinchesterVA22601
21 S Stewart St
WinchesterVA22601
619 S Cameron St
WinchesterVA22601
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2 Bedroom Apartments
Woodstock Terrace
1016 Woodstock LnWinchester, VA 22601
Showing Results 1-44, Page 1 of 1
Winchester, VA Local Guide
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winchester Studio Apartments | $1,700 | $1,700 | $1,700 |
| Cheap Winchester 1 Bedroom Apartments | $1,762 | $500 | $2,580 |
| Cheap Winchester 2 Bedroom Apartments | $1,802 | $550 | $2,758 |
| Cheap Winchester 3 Bedroom Apartments | $1,976 | $1,650 | $3,341 |
| Cheap Winchester 4 Bedroom Apartments | $3,005 | $2,110 | $3,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, VA Local Guide
Written By:
Staff Writer Local Guide Expert
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winchester, VA
Pricing Updated: 09/19/2026Current apartment rentals in the Winchester, VA area range in price from $500 to $4,500 with an overall median price of $1,794. The three Winchester neighborhoods with the lowest median rent pricing are Kernstown at $1,722, Frederick County VA at $1,735, and Cedarmeade at $1,766. Here is today’s list of the top 8 neighborhoods with the lowest median pricing for Winchester Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Kernstown | $1,722 | $500 | 55 |
| Frederick County VA | $1,735 | $500 | 92 |
| Cedarmeade | $1,766 | $500 | 67 |
| Downtown Winchester | $1,850 | $1,095 | 54 |
| Steeplechase | $1,850 | $1,095 | 28 |
| Historic District | $1,900 | $1,095 | 9 |
| Old Town | $1,900 | $1,095 | 9 |
| Park Place | $1,937 | $1,095 | 33 |
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. 22 Peyton St in the Park Place neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,150. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Brookfield Extended Stay Apartments | WEEKLY RATE - ONE BEDROOM | 1BR, 1BA | $500 |
| 22 Peyton St | 2BR/1.0BA | 2BR, 1BA | $1,150 |
| Fay Street Apartments | One Bedroom | 1BR, 1BA | $1,222 |
| 008 | 1BR/1.0BA | 1BR, 1BA | $1,250 |
| North Winchester Apartments | Two Bedroom | 2BR, 2BA | $1,300 |
| Autumn Wind Apartments | The Shenandoah | 2BR, 2BA | $1,443 |
| Preston Place | 2 Bedroom Townhome | 2BR, 2BA | $1,469 |
| Peppertree VA | 2 Bedroom 2 Bath - Shenandoah | 2BR, 2BA | $1,517 |
Best Value Apartments for Rent in Winchester, VA
As of September 19, 2026 the best value apartment in the Winchester area is the $1.27 price per square foot 308 W Boscawen St Model at 308 W Boscawen St, Unit 308 W Boscawen Street Apt 2 in the Park Place neighborhood starting from $1,900. The second greatest value Winchester apartment is the 21 N Braddock St Model at 21 N Braddock St, Unit #3 in the Park Place neighborhood starting at $1,600 with a $1.28 price per square foot. 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. |
|---|---|---|---|
| 308 W Boscawen St, Unit 308 W Boscawen Street Apt 2 | 308 W Boscawen St | 3BR, 1.5BA | $1.27 |
| 21 N Braddock St, Unit #3 | 21 N Braddock St | 2BR, 1BA | $1.28 |
| CARLS CORNER RESIDENTIAL | 2 BEDROOM 2 BATH LAYOUT A | 2BR, 2BA | $1.49 |
| TASKER | 2 BEDROOM 2 BATH | 2BR, 2BA | $1.52 |
| Preston Place | 2 Bedroom Apartment | 2BR, 2BA | $1.47 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR, 2BA | $1.57 |
| Autumn Wind Apartments | The Shenandoah | 2BR, 2BA | $1.46 |
| 318 S Cameron St, Unit Apt A | 318 S Cameron St | 2BR, 1BA | $1.44 |
| North Winchester Apartments | Two Bedroom | 2BR, 2BA | $1.50 |
| Brookfield Extended Stay Apartments | WEEKLY RATE - ONE BEDROOM | 1BR, 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.
Read ArticleReal 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.
Best Local Schools in Winchester, VA
Frederick Douglass Elementary School
Winchester City Public Schools
Public School - Grades PK-5 (376)
6 out of 10
Daniel Morgan Middle School
Winchester City Public Schools
Public School - Grades 6-8 (642)
4 out of 10
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, VA Rentals by Map
See the most popular apartments and homes in Winchester, VA
Frequently Asked Questions about Cheap Winchester Apartments
What is the price of a cheap apartment in Winchester?
The cheapest apartment in Winchester is Brookfield Extended Stay Apartments which is listed at $500, while the average apartment in Winchester costs $1,794.
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 104 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 $1,059 which is $735 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
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.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
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.
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.