Apartments for Rent in the Old Town Neighborhood of Winchester, VA Under $1,500 (24 Rentals)

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115 S Loudoun St, Unit 1
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
12 Month Lease Term
1 Bedroom Apartment Available Now

115 S Loudoun St, Unit 1

115 S Loudoun StWinchester, VA 22601
  • Smoke Free
property at 129 Holiday Dr
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Affordability

129 Holiday Dr

WinchesterVA22601
property at 115 S Loudoun St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
1 Bedroom, 1 Bath Home for Rent
Available Now

115 S Loudoun St

WinchesterVA22601
property at 4 W Cork St
$1,350

Total Monthly Price

Base Rent$1,350

Total Monthly Price$1,350
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

4 W Cork St

WinchesterVA22601
property at 406 N Loudoun St
$1,095

Total Monthly Price

Base Rent$1,095

Total Monthly Price$1,095
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

406 N Loudoun St

WinchesterVA22601
property at 21-23-23 S Stewart St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now

21-23-23 S Stewart St

WinchesterVA22601

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.

property at 1704 Roberts St
$1,149

Total Monthly Price

Base Rent$1,149

Total Monthly Price$1,149
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

1704 Roberts St

WinchesterVA22601
property at 22 Peyton St
$1,150

Total Monthly Price

Base Rent$1,150

Total Monthly Price$1,150
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

22 Peyton St

WinchesterVA22601
property at 619 S Cameron St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
1 Bedroom, 1 Bath Townhome for Rent
Available Now

619 S Cameron St

WinchesterVA22601
property at 31 Avon Ct
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

31 Avon Ct

WinchesterVA22601
property at 502 N Loudoun St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

502 N Loudoun St

WinchesterVA22601
property at 230 E Whitlock Ave
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

230 E Whitlock Ave

WinchesterVA22601
property at 131 S Purcell Ave
$1,425

Total Monthly Price

Base Rent$1,425

Total Monthly Price$1,425
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

131 S Purcell Ave

WinchesterVA22601
property at 1001 S Cameron St
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
3 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

1001 S Cameron St

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.

property at 346 Gray Ave
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
3 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

346 Gray Ave

WinchesterVA22601
property at 305 S Kent St
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1
Affordability

305 S Kent St

WinchesterVA22601
property at 714 S Cameron St
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
1 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

714 S Cameron St

WinchesterVA22601
property at 204 E Whitlock Ave
$1,250

Total Monthly Price

Base Rent$1,250

Total Monthly Price$1,250
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

204 E Whitlock Ave

WinchesterVA22601
property at 21 S Stewart St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

21 S Stewart St

WinchesterVA22601
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22 Peyton St
2 Bedroom Apartments

22 Peyton St

22 Peyton StWinchester, VA 22601
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Raleigh Court
2 Bedroom Apartments

Raleigh Court

1 Raleigh CtWinchester, VA 22601
  • Utilities Included
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ZeroPak Apartments
1 to 3 Bedroom Apartments

ZeroPak Apartments

570 N Cameron StWinchester, VA 22601
  • Utilities Included

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

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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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 Lifestyle
Old Town, Winchester, VA

Ranked #8

Among cities in Virginia for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Old Town

What is the current price range for One Bedroom Old Town Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Old Town ranges from $1,095 to $2,200 with an average monthly rent of $1,833.

What does renting a Two Bedroom Apartment in Old Town cost?

The monthly rent prices of Two Bedroom Apartments currently available in Old Town range from $1,150 to $2,600. Today's average rental price for Two Bedrooms here is $1,895.

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

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.