377 National Ave
WinchesterVA22601
Cheap Homes for Rent in the Downtown Winchester Neighborhood of Winchester, VA from $700 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winchester area of Winchester.
537 N Loudoun St
WinchesterVA22601
305 S Kent St
WinchesterVA22601
382 Woodstock Ln
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.
2256 Roosevelt Blvd
WinchesterVA22601
615 S Braddock St
WinchesterVA22601
311 S Kent St
WinchesterVA22601
502 N 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.
21 S Stewart St
WinchesterVA22601
Showing Results 1-9, 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 | $1,563 | $1,395 | $1,900 |
| Downtown Winchester 3 Bedroom Homes for Rent | $2,064 | $1,595 | $3,700 |
| Downtown Winchester 4 Bedroom Homes for Rent | $2,855 | $2,300 | $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 9 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 Fort Collier Terrace priced from $1,272. North Winchester Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,300. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Fort Collier Terrace | 1 Bed 1 Bath | 1BR,1BA | $1,272 |
| North Winchester Apartments | Two Bedroom | 2BR,2BA | $1,300 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath Woodstock - Reno | 2BR,1BA | $1,420 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of July 27, 2026 the best value apartment in the Downtown Winchester area is the $0.91 price per square foot 2 Bedroom Model at ZeroPak Apartments in the in the Historic District neighborhood starting from $1,467. The second greatest value Downtown Winchester apartment is the Hollingsworth Model at The Lofts at Jubal Square starting at $2,505 with a $1.73 price per square foot in the Park Place 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 | $0.91 |
| The Lofts at Jubal Square | Hollingsworth | 3BR,2BA | $1.73 |
| 316 S Cameron St, Unit #3 | 316 S Cameron St | 1BR,1BA | $1.00 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1.62 |
| Stuart Hill | The Laurel Hill | 1BR,1BA | $1.83 |
| Denstock Meadow Branch LLC | Gala | 1BR,1BA | $2.09 |
| Fort Collier Terrace | 2 Beds 1.5 Baths | 2BR,1.5BA | $1.91 |
| North Winchester Apartments | Two Bedroom | 2BR,2BA | $1.50 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.47 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1.96 |
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
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.
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
3.5Pet Friendly
Frequently Asked Questions about Downtown Winchester
What type of rentals are currently available in Downtown Winchester?
There are currently 94 Apartments for Rent in Downtown Winchester, VA with pricing that ranges from $1,200 to $3,900. There are also 46 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winchester ranging from $750 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 $750 to $3,900 with an average monthly rent of $1,970.
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 $1,685 to $3,348, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $3,700. Four Bedroom Single-Family rentals are also available starting from $2,300 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
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.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
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.
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.