Apartments for Rent in the Old Town Neighborhood of Winchester, VA Under $2,000 (42 Rentals)

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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 382 Woodstock Ln

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

382 Woodstock Ln

WinchesterVA22601
property at 7 W Piccadilly St

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

1 Bedroom, 1 Bath Home for Rent

Available Jun 11

7 W Piccadilly St

WinchesterVA22601
property at 402 S Cameron St

$900

Total Monthly Price

Total Monthly Price

Base Rent
$900

Total Monthly Price
$900

1 Bedroom, 1 Bath Home for Rent

Available Now

402 S Cameron St

WinchesterVA22601
property at 4 W Cork St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Home for Rent

Available Now

4 W Cork St

WinchesterVA22601
property at 105 N Loudoun St

$1,450 - $1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

1 Bedroom Rentals

Available Now

105 N Loudoun St

WinchesterVA22601
property at 505 N Cameron St

$1,725

Total Monthly Price

Total Monthly Price

Base Rent
$1,725

Total Monthly Price
$1,725

Studio, 1 Bath Home for Rent

Available Now

505 N Cameron St

WinchesterVA22601
property at 402 S Loudoun St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

Studio, 1 Bath Home for Rent

Available Now

402 S Loudoun St

WinchesterVA22601
property at 1816 Valley Ave

$995

Total Monthly Price

Total Monthly Price

Base Rent
$995

Total Monthly Price
$995

1 Bedroom, 1 Bath Home for Rent

Available Now

1816 Valley Ave

WinchesterVA22601
property at 142 N Washington 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

142 N Washington St

WinchesterVA22601
property at 321 N Kent St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

3 Bedroom, 1.5 Bath Home for Rent

Available Now

321 N Kent St

WinchesterVA22601

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.

property at 619 S Cameron St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Townhome for Rent

Available Now

619 S Cameron St

WinchesterVA22601
property at 30 W Germain St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Townhome for Rent

Available Now

30 W Germain St

WinchesterVA22601
property at 540 Bellview Ave

$1,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

3 Bedroom, 1 Bath Home for Rent

Available Now

540 Bellview Ave

WinchesterVA22601
property at 215 Millwood Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 1.5 Bath Home for Rent

Available Now

215 Millwood Ave

WinchesterVA22601
property at 1001 S Cameron St

$1,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

3 Bedroom, 1 Bath Home for Rent

Available Now

1001 S Cameron St

WinchesterVA22601
property at 8 W Monmouth St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

8 W Monmouth St

WinchesterVA22601
property at 1817 Henry Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1817 Henry Ave

WinchesterVA22601
property at 222 E Whitlock Ave

$1,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

3 Bedroom, 1 Bath Townhome for Rent

Available Now

222 E Whitlock Ave

WinchesterVA22601
property at 311 S Kent St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

311 S Kent St

WinchesterVA22601
property at 615 S Braddock St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

615 S Braddock St

WinchesterVA22601

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 109 E Pall Mall St

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

109 E Pall Mall St

WinchesterVA22601
property at 224 East St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Townhome for Rent

Available Now

224 East St

WinchesterVA22601
property at 412 Diehl St

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

412 Diehl St

WinchesterVA22601
property at 307 S Kent 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 Now

307 S Kent St

WinchesterVA22601
property at 222 S Kent St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom, 1 Bath Home for Rent

Available Now

222 S Kent St

WinchesterVA22601
property at 448 N Loudoun St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

448 N Loudoun 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 550 N Loudoun St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

550 N Loudoun St, Unit 4

550 N Loudoun St
WinchesterVA22601
property at 619 S Cameron St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

619 S Cameron St, Unit 1

619 S Cameron St
WinchesterVA22601
property at 619 S Cameron St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

619 S Cameron St, Unit 2

619 S Cameron 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
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Raleigh Court
2 Bedroom Apartments

Raleigh Court

1 Raleigh CtWinchester, VA 22601
  • Utilities Included

Old Town, Winchester, VA Local Guide

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

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 #7

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 $900 to $2,200 with an average monthly rent of $1,707.

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 $1,100 to $2,600. Today's average rental price for Two Bedrooms here is $1,916.

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 How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.