11 E Pall Mall St
WinchesterVA22601
Cheap Homes for Rent in Downtown Winchester Neighborhood of Winchester, VA from $1,300 (19 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winchester area of Winchester.
800 Thomas Ct
WinchesterVA22601
233 Kern St
WinchesterVA22601
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$1,3951 Bedroom Apartments Available May 1
406 N Loudoun St, Unit 14
406 N Loudoun StWinchester, VA 22601
2256 Roosevelt Blvd
WinchesterVA22601
21 S Stewart 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.
127-A Peyton Street
WinchesterVA22601
2 E Germain St
WinchesterVA22601
609 Smithfield Ave
WinchesterVA22601
28 E Pall Mall St
WinchesterVA22601
1815 Henry Ave
WinchesterVA22601
228 Opequon Ave
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.
1817 Henry Ave
WinchesterVA22601
304 S Braddock St
WinchesterVA22601
23 Taft Ave, Unit 3, Unit 3
23 Taft Ave
WinchesterVA22601
103 Taft Ave
WinchesterVA22601
1831 Henry Ave
WinchesterVA22601
15 Jigsaw Pl
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.
15 S Braddock St
WinchesterVA22601
Showing Results 1-19, Page 1 of 1
Downtown Winchester, Winchester, VA Local Guide
How much does it cost to rent a home in Downtown Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winchester 2 Bedroom Homes for Rent | $1,718 | $1,300 | $2,500 |
| Downtown Winchester 3 Bedroom Homes for Rent | $2,154 | $1,695 | $2,450 |
| Downtown Winchester 4 Bedroom Homes for Rent | $2,887 | $2,400 | $3,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 19 rentals with your search options within a 2 mile radius of the Downtown Winchester Neighborhood of Winchester, VA.
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Downtown Winchester, Winchester, VA Local Guide
- Nearby Winchester neighborhoods
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Cheapest Available Downtown Winchester Apartments for Rent
The cheapest available apartment rental in the Downtown Winchester area of Winchester, VA is a 2 Beds unit found at ZeroPak Apartments priced from $1,249. CEDAR HILL APARTMENTS has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,575. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ZeroPak Apartments | 2 Bedroom | 2BR,1BA | $1,249 |
| CEDAR HILL APARTMENTS | 2 BEDROOM 2 BATH | 2BR,2BA | $1,575 |
| PEMBERTON | 2 BEDROOM 1 BATH | 2BR,1BA | $1,575 |
| Stuart Hill | The Laurel Hill | 1BR,1BA | $1,585 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1,620 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of April 27, 2026 the best value apartment in the Downtown Winchester area is the $0.78 price per square foot 2 Bedroom Model at ZeroPak Apartments in the in the Historic District neighborhood starting from $1,249. The second greatest value Downtown Winchester apartment is the The Algonquian Model at Autumn Wind Apartments starting at $1,672 with a $1.48 price per square foot in the Steeplechase neighborhood. Here is today’s list of the best values for Downtown Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| ZeroPak Apartments | 2 Bedroom | 2BR,1.5BA | $0.78 |
| Autumn Wind Apartments | The Algonquian | 3BR,2BA | $1.48 |
| Stuart Hill | The Stonewall | 2BR,2BA | $1.62 |
| CEDAR HILL APARTMENTS | 2 BEDROOM 2 BATH | 2BR,2BA | $1.46 |
| Fort Collier Terrace | 3 Beds 1.5 Baths | 3BR,1.5BA | $1.85 |
| 130 Montague Ave | 130 Montague Ave | 2BR,1BA | $2.00 |
| The Lofts at Jubal Square | Morgan | 1BR,1BA | $1.91 |
| PEMBERTON | 2 BEDROOM 1 BATH | 2BR,1BA | $1.75 |
| Denstock Meadow Branch LLC | Fuji | 1BR,1BA | $2.18 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1.96 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
Read ArticleQuick Rent Budget Calculator
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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Pet Friendly LifestyleDowntown Winchester, Winchester, VA
Ranked #4
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about Downtown Winchester
What type of rentals are currently available in Downtown Winchester?
There are currently 88 Apartments for Rent in Downtown Winchester, VA with pricing that ranges from $1,013 to $3,900. There are also 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winchester ranging from $1,300 to $3,900.
What is the current price range for Rental Homes in Downtown Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winchester ranges from $1,300 to $3,900 with an average monthly rent of $2,127.
How much are larger Three and Four Bedroom Rentals in Downtown Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winchester range from $1,499 to $3,291, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,695 to $2,450. Four Bedroom Single-Family rentals are also available starting from $2,400 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
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.
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.