Homes for Rent in the Downtown Winchester Neighborhood of Winchester, VA Under $2,000 (31 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Done
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 916 S Loudoun St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

3 Bedroom, 2.5 Bath Home for Rent

Available Now

916 S Loudoun St

WinchesterVA22601
property at 712 S Cameron St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

3 Bedroom, 1 Bath Home for Rent

Available Oct 1

712 S Cameron St

WinchesterVA22601
property at 31 E Germain St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 2 Bath Home for Rent

Available Now

31 E Germain St

WinchesterVA22601
property at 15 N Purcell Ave

$1,825

Total Monthly Price

Total Monthly Price

Base Rent
$1,825

Total Monthly Price
$1,825

3 Bedroom, 1 Bath Home for Rent

Available Now

15 N Purcell Ave

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 352 Shenandoah Ave

$1,795

Total Monthly Price

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

352 Shenandoah Ave

WinchesterVA22601
property at 1112 Opequon Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

3 Bedroom, 1 Bath Home for Rent

Available Now

1112 Opequon Ave

WinchesterVA22601
property at 308 Beau St

$1,725

Total Monthly Price

Total Monthly Price

Base Rent
$1,725

Total Monthly Price
$1,725

3 Bedroom, 1.5 Bath Home for Rent

Available Now

308 Beau St

WinchesterVA22601
property at 668 Virginia Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

668 Virginia Ave

WinchesterVA22601
property at 26 Jackson Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

26 Jackson Ave

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 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 Townhome for Rent

Available Now

619 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 30 W Germain St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Townhome for Rent

Available Now

30 W Germain St

WinchesterVA22601
property at 1839 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

1839 Henry Ave

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 346 Gray Ave

$1,595

Total Monthly Price

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

3 Bedroom, 1 Bath Home for Rent

Available Now

346 Gray Ave

WinchesterVA22601
property at 1001 S Cameron St

$1,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

3 Bedroom, 1 Bath Home for Rent

Available Now

1001 S Cameron St

WinchesterVA22601
property at 24 E Pall Mall St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1.5 Bath Home for Rent

Available Now

24 E Pall Mall 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 Now

615 S Braddock 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 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 502 N Loudoun 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 Sep 1

502 N Loudoun St

WinchesterVA22601
property at 305 S Kent St

$1,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

305 S Kent St

WinchesterVA22601
property at 537 N Loudoun St

$1,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

537 N Loudoun St

WinchesterVA22601
property at 550 N Loudoun St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

550 N Loudoun St, Unit 1

550 N Loudoun St
WinchesterVA22601
property at 619 S Cameron St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

619 S Cameron St, Unit 2

619 S Cameron St
WinchesterVA22601
property at 23 Taft Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

23 Taft Ave, Unit 3

23 Taft Ave
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 2256 Roosevelt Blvd

$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

2256 Roosevelt Blvd

WinchesterVA22601
property at 21 S Stewart St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

21 S Stewart St, Unit 4

21 S Stewart 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

Downtown Winchester, 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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Downtown Winchester, Winchester, VA

Ranked #4

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

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Downtown Winchester

What type of rentals are currently available in Downtown Winchester?

There are currently 94 Apartments for Rent in Downtown Winchester, VA with pricing that ranges from $1,200 to $3,900. There are also 46 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winchester ranging from $750 to $3,900.

What is the current price range for Rental Homes in Downtown Winchester?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winchester ranges from $750 to $3,900 with an average monthly rent of $1,970.

How much are larger Three and Four Bedroom Rentals in Downtown Winchester?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winchester range from $1,685 to $3,348, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $3,700. Four Bedroom Single-Family rentals are also available starting from $2,300 and Four Bedroom Apartments start at $3,900.

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 Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.

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.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

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.