1660 S Braddock St
WinchesterVA22601
Cheap Homes for Rent in Old Town Neighborhood of Winchester, VA from $900 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Old Town area of Winchester.
430 Chase St
WinchesterVA22601
515 N Loudoun St
WinchesterVA22601
382 Woodstock Ln
WinchesterVA22601
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
735 S Kent St
WinchesterVA22601
127-A Peyton Street
WinchesterVA22601
2 E Germain St
WinchesterVA22601
235 Millwood Ave
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.
Showing Results 1-8, Page 1 of 1
Old Town, Winchester, VA Local Guide
How much does it cost to rent a home in Old Town?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Old Town 2 Bedroom Homes for Rent | $1,774 | $995 | $2,500 |
| Old Town 3 Bedroom Homes for Rent | $2,068 | $1,695 | $2,500 |
| Old Town 4 Bedroom Homes for Rent | $2,275 | $1,800 | $3,000 |
Browse Homes for Rent in this Neighborhood
There are currently 8 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
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ZeroPak Apartments | 1 Bedroom | 1BR,1BA | $1,013 |
| 210 S Cameron St | 2 Bedroom | 2BR,2BA | $2,100 |
Best Value Apartments for Rent in Old Town, VA
As of December 27, 2025 the best value apartment in the Old Town area is the $0.82 price per square foot 1 Bedroom Model at ZeroPak Apartments in the in the Historic District neighborhood starting from $1,013. The second greatest value Old Town apartment is the 542 N Loudoun St Model at 542 N Loudoun St, Unit A starting at $1,400 with a $1.56 price per square foot in the Historic District 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. |
|---|---|---|---|
| ZeroPak Apartments | 1 Bedroom | 1BR,1BA | $0.82 |
| 542 N Loudoun St, Unit A | 542 N Loudoun St | 2BR,1BA | $1.56 |
| 342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company | 342 Fairmont Ave, Apt 5 | 1BR,1BA | $2.54 |
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
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleOld Town, Winchester, VA
Ranked #6
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Old Town, Winchester, VA
School data provided by Great Schools
Frequently Asked Questions about Old Town
What type of rentals are currently available in Old Town?
There are currently 61 Apartments for Rent in Old Town, VA with pricing that ranges from $1,013 to $2,600. There are also 28 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $975 to $3,000.
What is the current price range for Rental Homes in Old Town?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Old Town ranges from $975 to $3,000 with an average monthly rent of $1,697.
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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!