
Cheap Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA from $800 (15 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winchester area of Winchester.


ZeroPak Apartments

545 N Loudoun St

1704 Roberts St

North Winchester Apartments
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24 W Cecil St

553 N Loudoun St

208 W Boscawen St

Pine Plaza

Dove Landing Apartments
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318 S Braddock St

318 S Braddock St

452 N Loudoun St, Unit 102

24 W Cecil St

378 National Ave
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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 | $1,700 | $1,700 | $1,700 |
| Downtown Winchester 1 Bedroom Apartments | $1,737 | $1,000 | $2,200 |
| Downtown Winchester 2 Bedroom Apartments | $1,872 | $1,200 | $2,709 |
| Downtown Winchester 3 Bedroom Apartments | $2,206 | $1,795 | $3,369 |
| Downtown Winchester 4 Bedroom Apartments | $3,900 | $3,900 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 15 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 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 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1,580 |
| HARRISON PLAZA RESIDENTIAL | 1 BEDROOM 1 BATH | 1BR,1BA | $1,605 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of February 07, 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 Downtown Winchester neighborhood starting from $2,517. 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 Downtown Winchester 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 |
| Fort Collier Terrace | 3 Beds 1.5 Baths | 3BR,1.5BA | $1.80 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.32 |
| North Winchester Apartments | One Bedroom | 1BR,1BA | $1.51 |
| The Local | The Graduate | 1BR,1BA | $2.79 |
| 301 S Braddock St, Unit 3 | 301 S Braddock St | 1BR,1BA | $2.80 |
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
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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.
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 Cheap Downtown Winchester Apartments
What is the price of a cheap apartment in Downtown Winchester?
The cheapest apartment in Downtown Winchester is ZeroPak Apartments which is listed at $1,013, while the average apartment in Downtown Winchester costs $3,900.
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 3 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 $328 which is $3,572 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

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.

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.