311 N Braddock St
WinchesterVA22601
Cheap Homes for Rent in Downtown Winchester Neighborhood of Winchester, VA from $900 (5 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winchester area of Winchester.
318 S Braddock St
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.
318 S Braddock St
WinchesterVA22601
452 N Loudoun St, Unit 102
452 N 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.
24 W Cecil St
WinchesterVA22601
Showing Results 1-5, 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 | $1,689 | $1,200 | $2,500 |
| Downtown Winchester 3 Bedroom Homes for Rent | $2,075 | $1,695 | $2,500 |
| Downtown Winchester 4 Bedroom Homes for Rent | $2,482 | $2,200 | $3,000 |
| Downtown Winchester 5 Bedroom Homes for Rent | $3,500 | $3,500 | $3,500 |
Browse Homes for Rent in this Neighborhood
There are currently 5 rentals with your search options within a 2 mile radius of the Downtown Winchester Neighborhood of Winchester, VA.
Explore Winchester
Downtown Winchester, Winchester, VA Local Guide
- Nearby Winchester neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Downtown Winchester Apartments for Rent
The cheapest available apartment rental in the Downtown Winchester area of Winchester, VA is a 1 Bed unit found at ZeroPak Apartments priced from $1,013. North Winchester Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,150. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ZeroPak Apartments | 1 Bedroom | 1BR,1BA | $1,013 |
| North Winchester Apartments | One Bedroom | 1BR,1BA | $1,150 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath Woodstock - Reno | 2BR,1BA | $1,450 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of January 26, 2026 the best value apartment in the Downtown Winchester area is the $1.74 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,523. The second greatest value Downtown Winchester apartment is the 1 Bedroom Model at ZeroPak Apartments starting at $1,013 with a $0.82 price per square foot in the Historic District 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. |
|---|---|---|---|
| The Lofts at Jubal Square | Hollingsworth | 3BR,2BA | $1.74 |
| ZeroPak Apartments | 1 Bedroom | 1BR,1BA | $0.82 |
| CEDAR HILL APARTMENTS | 2 BEDROOM 2 BATH with DEN | 3BR,2BA | $1.53 |
| Autumn Wind Apartments | The Algonquian | 3BR,2BA | $1.48 |
| Fort Collier Terrace | 3 Beds 1.5 Baths | 3BR,1.5BA | $1.80 |
| Stuart Hill | The Laurel Hill | 1BR,1BA | $1.74 |
| HARRISON PLAZA RESIDENTIAL | 1 BEDROOM 1 BATH | 1BR,1BA | $1.76 |
| PEMBERTON | 2 BEDROOM 1 BATH | 2BR,1BA | $1.76 |
| 210 N Kent St, Unit B | 210 N Kent St | 2BR,1BA | $1.82 |
| North Winchester Apartments | One Bedroom | 1BR,1BA | $1.51 |
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 Article
The 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
How much rent can you afford?
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.
Let everyone know!
Do you know the Downtown Winchester area?
If you’re an expert on all things Downtown Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleDowntown Winchester, Winchester, VA
Ranked #4
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Downtown Winchester
What type of rentals are currently available in Downtown Winchester?
There are currently 97 Apartments for Rent in Downtown Winchester, VA with pricing that ranges from $1,000 to $3,900. There are also 44 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winchester ranging from $900 to $3,500.
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 $900 to $3,500 with an average monthly rent of $1,963.
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 $1,690 to $3,377, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,695 to $2,500. Four Bedroom Single-Family rentals are also available starting from $2,200 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
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.
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.