1816 Valley Ave
WinchesterVA22601
Cheap Apartments for Rent in the Old Town Neighborhood of Winchester, VA from $900 (7 Rentals)
Search the lowest-cost Apartments available for rent right now in the Old Town area of Winchester.
40 W Piccadilly St
WinchesterVA22601
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from $1,4991 to 3 Bedroom Apartments Available Now
Peppertree VA
221 Peppertree LnWinchester, VA 22601
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231 Kimberly Way
WinchesterVA22601
656 Virginia Ave
WinchesterVA22601
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Old Town, Winchester, VA Local Guide
How much does it cost to rent an apartment in Old Town?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Old Town Studio Apartments | $1,700 | $1,600 | $1,800 |
| Old Town 1 Bedroom Apartments | $1,782 | $950 | $2,500 |
| Old Town 2 Bedroom Apartments | $1,874 | $1,500 | $2,600 |
| Old Town 3 Bedroom Apartments | $1,858 | $1,840 | $1,877 |
Browse Apartments in this Neighborhood
There are currently 7 rentals with your search options within a 1 mile radius of the Old Town Neighborhood of Winchester, VA.
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Old Town, Winchester, VA Local Guide
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Cheapest Available Old Town Apartments for Rent
The cheapest available apartment rental in the Old Town area of Winchester, VA is a 2 Beds unit found at Woodstock Terrace priced from $1,450. Peppertree VA has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,499. Here are the most affordable Old Town apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodstock Terrace | 2 Bedrooms | 2BR,1BA | $1,450 |
| Peppertree VA | 1 Bedroom 1 Bath - Jackson | 1BR,1BA | $1,499 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1,675 |
Best Value Apartments for Rent in Old Town, VA
As of April 14, 2025 the best value apartment in the Old Town area is the $2.10 price per square foot 2 Bedroom Model at 210 S Cameron St in the in the Park Place neighborhood starting from $2,100. The second greatest value Old Town apartment is the 2 BEDROOM 2 BATH Model at PEMBERTON starting at $1,675 with a $1.69 price per square foot in the Park Place neighborhood. Here is today’s list of the best values for Old Town apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 210 S Cameron St | 2 Bedroom | 2BR,2BA | $2.10 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1.69 |
| Woodstock Terrace | 2 Bedrooms | 2BR,1BA | $1.73 |
| Peppertree VA | 1 Bedroom 1 Bath - Jackson | 1BR,1BA | $1.99 |
| 114 N Loudoun St | Two Bedroom | 2BR,1.5BA | $3.71 |
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Pet Friendly LifestyleOld Town, Winchester, VA
Ranked #7
Among neighborhoods in Winchester, VA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Old Town, Winchester, VA
School data provided by Great Schools
Frequently Asked Questions about Cheap Old Town Apartments
How much is rent for a Cheap One Bedroom Old Town Apartment?
The lowest price for a Cheap One Bedroom Old Town Apartment is $1,499 at Peppertree VA.
What is the lowest price for a Cheap Two Bedroom Old Town Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Old Town is starting from $1,450 at Woodstock Terrace.
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.