510 S Kent St
WinchesterVA22601
Cheap Homes for Rent in Downtown Winchester Neighborhood of Winchester, VA from $1,000 (6 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winchester area of Winchester.
2259 Papermill Rd
WinchesterVA22601
304 S Kent 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.
374 Woodstock Ln
WinchesterVA22601
553 -1/2 N Loudoun St
WinchesterVA22601
111 E Germain St
WinchesterVA22601
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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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 | $1,682 | $1,095 | $2,800 |
| Downtown Winchester 3 Bedroom Homes for Rent | $1,986 | $1,795 | $2,200 |
| Downtown Winchester 4 Bedroom Homes for Rent | $2,465 | $2,295 | $2,600 |
| Downtown Winchester 6 Bedroom Homes for Rent | $2,968 | $2,968 | $2,968 |
Browse Homes for Rent in this Neighborhood
There are currently 6 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
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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 Blue Ridge Apartments priced from $1,375. The Lofts at Jubal Square has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,785. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Blue Ridge Apartments | 2 Bedroom 1 Bath Woodstock - Reno | 2BR,1BA | $1,375 |
| The Lofts at Jubal Square | Morgan | 1BR,1BA | $1,785 |
| Meadow Branch Luxury Apartments | Gala | 1BR,1BA | $1,799 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of July 25, 2025 the best value apartment in the Downtown Winchester area is the $1.36 price per square foot 21 N Braddock St Model at 21 N Braddock St, Unit 4 in the in the Park Place neighborhood starting from $1,700. The second greatest value Downtown Winchester apartment is the The Winchester Model at Stuart Hill starting at $1,840 with a $1.51 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. |
|---|---|---|---|
| 21 N Braddock St, Unit 4 | 21 N Braddock St | 2BR,1BA | $1.36 |
| Stuart Hill | The Winchester | 2BR,2BA | $1.51 |
| The Lofts at Jubal Square | Morgan | 1BR,1BA | $1.85 |
| Meadow Branch Luxury Apartments | Gala | 1BR,1BA | $1.94 |
| 926 Armistead St | 926 Armistead St | 1BR,1BA | $1.67 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1.91 |
| 342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company | 342 Fairmont Ave, Apt 5 | 1BR,1BA | $2.62 |
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Frequently Asked Questions about Downtown Winchester
What type of rentals are currently available in Downtown Winchester?
There are currently 82 Apartments for Rent in Downtown Winchester, VA with pricing that ranges from $1,375 to $3,144. There are also 31 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winchester ranging from $1,095 to $4,130.
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 $1,095 to $4,130 with an average monthly rent of $2,304.
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 $1,702 to $2,300, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,795 to $2,200. Four Bedroom Single-Family rentals are also available starting from $2,295 and Four Bedroom Apartments start at $2,400.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.