Homes for Rent in Old Town Neighborhood of Winchester, VA Under $2,000 (29 Rentals)

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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 312 Amherst St

$1,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

312 Amherst St

WinchesterVA22601
property at 508 Dunlap 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

508 Dunlap St

WinchesterVA22601
property at 229 Opequon Ave

$1,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

3 Bedroom, 1 Bath Home for Rent

Available Now

229 Opequon Ave

WinchesterVA22601
property at 217 Brooks Cir

$1,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

217 Brooks Cir

WinchesterVA22601
property at 520 S Kent St

$1,895

Total Monthly Price

Total Monthly Price

Base Rent
$1,895

Total Monthly Price
$1,895

3 Bedroom, 1 Bath Home for Rent

Available Now

520 S Kent St

WinchesterVA22601
property at 228 Opequon Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

228 Opequon Ave

WinchesterVA22601
property at 213 Kimberly Way

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

3 Bedroom, 1.5 Bath Home for Rent

Available Now

213 Kimberly Way

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 209 Shenandoah Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1 Bath Home for Rent

Available Now

209 Shenandoah Ave

WinchesterVA22601
property at 1815 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

1815 Henry Ave

WinchesterVA22601
property at 1819 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

1819 Henry Ave

WinchesterVA22601
property at 1843 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

1843 Henry Ave

WinchesterVA22601
property at 221 Kimberly Way

$1,525

Total Monthly Price

Total Monthly Price

Base Rent
$1,525

Total Monthly Price
$1,525

3 Bedroom, 2 Bath Townhome for Rent

Available Now

221 Kimberly Way

WinchesterVA22601
property at 208 Hackberry Dr

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1.5 Bath Townhome for Rent

Available Mar 1

208 Hackberry Dr

WinchesterVA22603
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 224 Kern St

$1,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

224 Kern St

WinchesterVA22601
property at 523 S Cameron St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Condo for Rent

Available Feb 25

523 S Cameron 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 434 Fairmont Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

434 Fairmont Ave

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
property at 304 S Kent St

$1,295

Total Monthly Price

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

2 Bedroom, 1 Bath Townhome for Rent

Available Mar 1

304 S Kent St

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 Mar 20

18 E Clifford St

WinchesterVA22601
property at 318 S Braddock St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Now

318 S Braddock St

WinchesterVA22601
property at 235 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

235 Kern St

WinchesterVA22601
property at 224 1/2 Kern St

$1,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

224 1/2 Kern Street Unit 224 1/2

224 1/2 Kern St
WinchesterVA22601
property at 228 Opequon Ave

$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

228 Opequon Ave

WinchesterVA22601

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.

property at 24 W Cecil St

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

24 W Cecil St

WinchesterVA22601
property at 318 S Braddock St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Now

318 S Braddock St

WinchesterVA22601

Old Town, Winchester, VA Local Guide

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
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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
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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
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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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Frequently Asked Questions about Old Town

What type of rentals are currently available in Old Town?

There are currently 63 Apartments for Rent in Old Town, VA with pricing that ranges from $985 to $2,600. There are also 42 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $1,000 to $2,700.

What is the current price range for Rental Homes in Old Town?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Old Town ranges from $1,000 to $2,700 with an average monthly rent of $1,918.

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.