
Cheap Apartments for Rent in the Old Town Neighborhood of Winchester, VA from $1,000 (14 Rentals)
Search the lowest-cost Apartments available for rent right now in the Old Town area of Winchester.


208 W Boscawen St

113 W Boscawen St

Total Monthly Price
25 W Boscawen St, Unit 3

127-A Peyton Street

18 E Clifford St

304 S Kent St
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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.

123 E Leicester St

233 Kern St

103 W Germain St

Raleigh Court

1660 S Braddock St

21 S Stewart St

2 E Germain St
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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 | $1,700 | $1,700 |
| Old Town 1 Bedroom Apartments | $1,877 | $1,013 | $2,200 |
| Old Town 2 Bedroom Apartments | $2,028 | $1,249 | $2,800 |
| Old Town 3 Bedroom Apartments | $1,592 | $1,499 | $1,685 |
Browse Apartments in this Neighborhood
There are currently 14 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 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| ZeroPak Apartments | 1 Bedroom | 1BR,1BA | $0.82 |
| 25 W Boscawen St, Unit 3 | 25 W Boscawen St | 1BR,1.5BA | $1.50 |
| 210 N Kent St, Unit A | 210 N Kent St | 2BR,1BA | $1.85 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.32 |
| 342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner | 342 Fairmont Ave, Apt #8 | 1BR,1BA | $2.62 |
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Read ArticleQuick Rent Budget Calculator
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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 $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

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.

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.