377 National Ave
WinchesterVA22601
Cheap Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA from $895 (20 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winchester area of Winchester.
1816 Valley Ave
WinchesterVA22601
5 E Pall Mall St, Unit 7
5 E Pall Mall St
WinchesterVA22601
22 Peyton St
WinchesterVA22601
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$1,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,300
Total Monthly Price
$1,300
318 S Cameron St, Unit Apt A
318 S Cameron StWinchester, VA 22601
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$1,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowNorth 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.
4 W Cork St
WinchesterVA22601
116 N Indian Alley
WinchesterVA22601
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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
552 Fremont St
WinchesterVA22601
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1 to 3 Bedroom Apartments
ZeroPak Apartments
570 N Cameron StWinchester, VA 22601
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.
204 E Whitlock Ave
WinchesterVA22601
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1 Bedroom Apartments
008
2332 Wilson BlvdWinchester, VA 22601
222 E Whitlock Ave
WinchesterVA22601
221 Baker St
WinchesterVA22601
346 Gray Ave
WinchesterVA22601
305 S Kent St
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.
1001 S Cameron St
WinchesterVA22601
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2 Bedroom Apartments
Raleigh Court
1 Raleigh CtWinchester, VA 22601
Showing Results 1-20, Page 1 of 1
Downtown Winchester, Winchester, VA Local Guide
How much does it cost to rent an apartment in Downtown Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winchester Studio Apartments | $1,600 | $1,500 | $1,700 |
| Downtown Winchester 1 Bedroom Apartments | $1,827 | $995 | $2,502 |
| Downtown Winchester 2 Bedroom Apartments | $1,846 | $1,150 | $2,750 |
| Downtown Winchester 3 Bedroom Apartments | $2,065 | $1,750 | $3,364 |
| Downtown 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 Apartments in this Neighborhood
There are currently 20 rentals with your search options within a 2 mile radius of the Downtown Winchester Neighborhood of Winchester, VA.
See all Apartments in WinchesterExplore Winchester
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 1 Bed unit found at 008 priced from $1,250. 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 |
|---|---|---|---|
| 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 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1,565 |
| 19-49 West Bond Street | 3BR/1.0BA | 3BR,1BA | $1,600 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of August 27, 2026 the best value apartment in the Downtown Winchester area is the $1.65 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,397. The second greatest value Downtown Winchester apartment is the 21 N Braddock St Model at 21 N Braddock St starting at $1,700 with a $1.36 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. |
|---|---|---|---|
| The Lofts at Jubal Square | Hollingsworth | 3BR,2BA | $1.65 |
| 21 N Braddock St | 21 N Braddock St | 2BR,1BA | $1.36 |
| Fort Collier Terrace | 3 Beds 1.5 Baths | 3BR,1.5BA | $1.82 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1.58 |
| Autumn Wind Apartments | The Shenandoah | 2BR,2BA | $1.46 |
| Denstock Meadow Branch LLC | Gala | 1BR,1BA | $2.12 |
| 318 S Cameron St, Unit Apt A | 318 S Cameron St | 2BR,1BA | $1.44 |
| North Winchester Apartments | Two Bedroom | 2BR,2BA | $1.50 |
| Stuart Hill | The Frederick | 1BR,1BA | $1.98 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $2.02 |
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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Pet Friendly LifestyleDowntown Winchester, Winchester, VA
Ranked #5
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about Cheap Downtown Winchester Apartments
What is the price of a cheap apartment in Downtown Winchester?
The cheapest apartment in Downtown Winchester is 008 which is listed at $1,250, while the average apartment in Downtown Winchester costs $1,822.
What types of apartments are the cheapest in Downtown 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 16 regular apartments in Downtown 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 Downtown Winchester?
Cheap apartments in Downtown Winchester have an average cost of $915 which is $907 cheaper than the average rent for all rentals in Downtown 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.
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.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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.