
Cheap Apartments for Rent in the Old Town Neighborhood of Winchester, VA from $1,000 (18 Rentals)
Search the lowest-cost Apartments available for rent right now in the Old Town area of Winchester.


ZeroPak Apartments

1704 Roberts St

24 W Cecil St

553 N Loudoun St

208 W Boscawen St
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.

113 W Boscawen St

301 S Braddock St, Unit 3

447 N Loudoun St

318 S Braddock St

318 S Braddock St

452 N Loudoun St, Unit 102
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.

24 W Cecil St

378 National Ave

515 N Loudoun St

103 W Germain St

Raleigh Court

434 Fairmont Ave
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.
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 | $1,700 | $1,700 |
| Old Town 1 Bedroom Apartments | $1,763 | $1,000 | $2,200 |
| Old Town 2 Bedroom Apartments | $1,884 | $1,200 | $2,800 |
| Old Town 3 Bedroom Apartments | $1,900 | $1,900 | $1,900 |
Browse Apartments in this Neighborhood
There are currently 18 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 |
Best Value Apartments for Rent in Old Town, VA
As of February 04, 2026 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 342 Fairmont Ave Model at 342 Fairmont Ave, Unit Apt 3 starting at $1,975 with a $2.32 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 | 1 Bedroom | 1BR,1BA | $0.82 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.32 |
| 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 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.
Best Local Schools in Old Town, Winchester, VA
School data provided by Great Schools
Frequently Asked Questions about Cheap Old Town Apartments
What is the price of a cheap apartment in Old Town?
The cheapest apartment in Old Town is ZeroPak Apartments which is listed at $1,013, while the average apartment in Old Town costs $1,950.
What types of apartments are the cheapest in Old Town?
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 2 regular apartments in Old Town that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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

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.

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.