377 National Ave
WinchesterVA22601
Cheap Apartments for Rent in the Old Town Neighborhood of Winchester, VA from $1,100 (27 Rentals)
Search the lowest-cost Apartments available for rent right now in the Old Town area of Winchester.
1704 Roberts St
WinchesterVA22601
29 W Leicester St
WinchesterVA22601
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$1,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,200
Total Monthly Price
$1,200
316 S Cameron St, Unit #3
316 S Cameron StWinchester, VA 22601
1816 Valley Ave
WinchesterVA22601
4 W Cork St
WinchesterVA22601
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
382 Woodstock Ln
WinchesterVA22601
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$1,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,450
Total Monthly Price
$1,450
13 E North Ave, Unit 1
13 E North AveWinchester, VA 22601
443 N Loudoun St
WinchesterVA22601
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$1,600 - $1,800
Plus Fees
1 to 2 Bedroom Apartments Contact Us For Availability148 N Loudoun St
148 N Loudoun StWinchester, VA 22601
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$1,600 - $2,600
Plus Fees
Studio to 2 Bedroom Apartments Available Oct 1114 N Loudoun St
114 N Loudoun StWinchester, VA 22601
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1 to 3 Bedroom Apartments
ZeroPak Apartments
570 N Cameron StWinchester, VA 22601
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
305 S Kent St
WinchesterVA22601
221 Baker St
WinchesterVA22601
346 Gray Ave
WinchesterVA22601
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2 Bedroom Apartments
Raleigh Court
1 Raleigh CtWinchester, VA 22601
1001 S Cameron St
WinchesterVA22601
222 E Whitlock Ave
WinchesterVA22601
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
615 S Braddock St
WinchesterVA22601
502 N Loudoun St
WinchesterVA22601
21 S Stewart St
WinchesterVA22601
550 N Loudoun St, Unit 1
550 N Loudoun St
WinchesterVA22601
26 E Pall Mall St
WinchesterVA22601
235 Millwood Ave
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.
1839 Henry Ave
WinchesterVA22601
30 W Germain St
WinchesterVA22601
619 S Cameron St
WinchesterVA22601
Showing Results 1-27, Page 1 of 1
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 | $1,675 | $1,650 | $1,700 |
| Old Town 1 Bedroom Apartments | $1,839 | $1,149 | $2,200 |
| Old Town 2 Bedroom Apartments | $2,077 | $1,450 | $2,600 |
| Old Town 3 Bedroom Apartments | $2,350 | $2,350 | $2,350 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 27 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
- Nearby Winchester neighborhoods
- Nearby Cities
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- School Districts
Cheapest Available Old Town Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ZeroPak Apartments | 2 Bedroom | 2BR,1BA | $1,467 |
Best Value Apartments for Rent in Old Town, VA
As of August 04, 2026 the best value apartment in the Old Town area is the $0.91 price per square foot 2 Bedroom Model at ZeroPak Apartments in the in the Historic District neighborhood starting from $1,467. The second greatest value Old Town apartment is the 21 N Braddock St Model at 21 N Braddock St starting at $1,800 with a $1.44 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 | $0.91 |
| 21 N Braddock St | 21 N Braddock St | 2BR,1BA | $1.44 |
| 316 S Cameron St, Unit #3 | 316 S Cameron St | 1BR,1BA | $1.00 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.47 |
| 342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner | 342 Fairmont Ave, Apt #8 | 1BR,1BA | $2.65 |
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.
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Quick Rent Budget Calculator
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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
Daniel Morgan Middle School
Winchester City Public Schools
Public School - Grades 6-8 (642)
4 out of 10
School data provided by Great Schools
Frequently Asked Questions about Cheap Old Town Apartments
What is the lowest price for a Cheap Two Bedroom Old Town Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Old Town is starting from $1,467 at ZeroPak Apartments.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.