Cheap Apartments for Rent in the Old Town Neighborhood of Winchester, VA from $1,000 (14 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Apartments available for rent right now in the Old Town area of Winchester.

close
View Me
ZeroPak Apartments
Rent Specials
$1,013 - $1,685
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,013 - $1,685

Total Monthly Price
$1,013 - $1,685
1 to 3 Bedroom Apartments Available Now

ZeroPak Apartments

570 N Cameron StWinchester, VA 22601
Affordability
  • Verified
  • Utilities Included
  • Low Income
property at 208 W Boscawen St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

208 W Boscawen St

WinchesterVA22601
property at 113 W Boscawen St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

113 W Boscawen St

WinchesterVA22601
property at 127-A Peyton Street

$1,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

127-A Peyton Street

WinchesterVA22601
property at 18 E Clifford St

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

2 Bedroom, 1 Bath Townhome for Rent

Available Now

18 E Clifford St

WinchesterVA22601
property at 304 S Kent St

$1,195

Total Monthly Price

Total Monthly Price

Base Rent
$1,195

Total Monthly Price
$1,195

2 Bedroom, 1 Bath Townhome for Rent

Available Now

304 S Kent 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.

property at 123 E Leicester St

$1,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

2 Bedroom, 1 Bath Townhome for Rent

Available Apr 1

123 E Leicester St

WinchesterVA22601
property at 233 Kern St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Townhome for Rent

Available Now

233 Kern St

WinchesterVA22601
property at 103 W Germain St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Home for Rent

Available Now

103 W Germain St

WinchesterVA22601
close
View Me
Raleigh Court
2 Bedroom Apartments

Raleigh Court

1 Raleigh CtWinchester, VA 22601
  • Utilities Included
property at 1660 S Braddock St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Townhome for Rent

Available Now

1660 S Braddock St

WinchesterVA22601
property at 21 S Stewart St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

21 S Stewart St

WinchesterVA22601
property at 2 E Germain St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

2 E Germain 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.

Old Town, Winchester, VA Local Guide

Cheapest Available Old Town Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
ZeroPak Apartments1 Bedroom1BR,1BA$1,013

Best Value Apartments for Rent in Old Town, VA

As of March 22, 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 25 W Boscawen St Model at 25 W Boscawen St, Unit 3 starting at $1,350 with a $1.50 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 ListingModel NameBed/BathPrice Per Sq.Ft.
ZeroPak Apartments1 Bedroom1BR,1BA$0.82
25 W Boscawen St, Unit 325 W Boscawen St1BR,1.5BA$1.50
210 N Kent St, Unit A210 N Kent St2BR,1BA$1.85
342 Fairmont Ave, Unit Apt 3342 Fairmont Ave2BR,1BA$2.32
342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner342 Fairmont Ave, Apt #81BR,1BA$2.62

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
Decorative image

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
Decorative image

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 Article
Decorative image

Cash 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 Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

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 $2,000.

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.