304 S Kent St
WinchesterVA22601
Cheap Homes for Rent in Old Town Neighborhood of Winchester, VA from $1,100 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Old Town area of Winchester.
403 S Braddock St
WinchesterVA22601
11 E Pall Mall St
WinchesterVA22601
233 Kern St
WinchesterVA22601
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
652 Virginia Ave
WinchesterVA22601
127-A Peyton Street
WinchesterVA22601
21 S Stewart St
WinchesterVA22601
2 E Germain St
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.
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 | $1,589 | $1,195 | $2,500 |
| Old Town 3 Bedroom Homes for Rent | $2,124 | $1,750 | $2,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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 | 2 Bedroom | 2BR,1BA | $1,249 |
| 114 N Loudoun St | One Bedroom | 1BR,1BA | $1,800 |
Best Value Apartments for Rent in Old Town, VA
As of April 10, 2026 the best value apartment in the Old Town area is the $0.78 price per square foot 2 Bedroom Model at ZeroPak Apartments in the in the Historic District neighborhood starting from $1,249. The second greatest value Old Town apartment is the 130 Montague Ave Model at 130 Montague Ave starting at $2,000 with a $2.00 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. |
|---|---|---|---|
| ZeroPak Apartments | 2 Bedroom | 2BR,1.5BA | $0.78 |
| 130 Montague Ave | 130 Montague Ave | 2BR,1BA | $2.00 |
| 25 W Boscawen St, Unit 3 | 25 W Boscawen St | 1BR,1.5BA | $1.33 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.32 |
| 210 S Cameron St | 1 Bedroom | 1BR,1BA | $2.40 |
| 342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company | 342 Fairmont Ave, Apt 5 | 1BR,1BA | $2.65 |
| 342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner | 342 Fairmont Ave, Apt #8 | 1BR,1BA | $2.62 |
| 114 N Loudoun St | One Bedroom | 1BR,1BA | $2.88 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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
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
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.
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Pet Friendly LifestyleOld Town, Winchester, VA
Ranked #7
Among cities in Virginia 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 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 $2,800. There are also 29 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $1,195 to $2,500.
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 $1,195 to $2,500 with an average monthly rent of $1,812.
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
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.