2 Bedroom Apartments for Rent in the Old Town Neighborhood of Winchester, VA (48 Rentals)

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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 523 S Cameron St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450
Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

523 S Cameron St

WinchesterVA22601

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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property at 210 E Boscawen St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 2 Bath Home for Rent

Available Now

210 E Boscawen 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 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 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 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 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
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 7 N Loudoun St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

7 N Loudoun St

WinchesterVA22601

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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 6 E Cecil St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100
Total Monthly Price
$2,100

2 Bedroom, 2 Bath Townhome for Rent

Available Now

6 E Cecil St

WinchesterVA22601
property at 104 S Loudoun St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200
Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

104 S Loudoun St, Unit 2

104 S Loudoun 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
property at 21 S Stewart St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200
Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

21 S Stewart St, Unit 4

21 S Stewart St
WinchesterVA22601
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525 Gray Ave
2 Bedroom Apartments

525 Gray Ave

525 Gray AveWinchester, VA 22601

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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721-739 S Kent St
2 Bedroom Apartments

721-739 S Kent St

721-739 S Kent StWinchester, VA 22601
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1110 Valley Ave
2 Bedroom Apartments

1110 Valley Ave

1110 Valley AveWinchester, VA 22601
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L E Smith
2 Bedroom Apartments

L E Smith

321-337 N Pleasant Valley RdWinchester, VA 22601
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Winlee Apartments
2 Bedroom Apartments

Winlee Apartments

320-350 Fairmont AveWinchester, VA 22601

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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603 N Cameron St
2 Bedroom Apartments

603 N Cameron St

603 N Cameron StWinchester, VA 22601
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540 N Loudoun St
2 Bedroom Apartments

540 N Loudoun St

540 N Loudoun StWinchester, VA 22601
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317 S Cameron St
2 Bedroom Apartments

317 S Cameron St

317 S Cameron StWinchester, VA 22601
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208 N Kent St
2 Bedroom Apartments

208 N Kent St

208 N Kent StWinchester, VA 22601
  • Smoke Free
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Winston Mews
2 Bedroom Apartments

Winston Mews

680-696 Smithfield AveWinchester, VA 22601
  • Utilities Included
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25 W Boscawen St
2 Bedroom Apartments

25 W Boscawen St

25 W Boscawen 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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The Bottling Works
2 Bedroom Apartments

The Bottling Works

1720 Valley AveWinchester, VA 22601
  • Utilities Included

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.

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Lamden Court
2 Bedroom Apartments

Lamden Court

1600 Henry AveWinchester, VA 22601
  • Utilities Included
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Cork Street Apartments
2 Bedroom Apartments

Cork Street Apartments

506-606 W Cork StWinchester, VA 22601
  • Utilities Included
Showing Results 1-48, Page 1 of 1

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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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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Best Local Schools in
Old Town, Winchester, VA

School data provided by Great Schools

Frequently Asked Questions about 2 Bedroom Old Town Apartments

How much is the average rent for a 2 Bedroom Old Town Apartment?

The average rent for a 2 Bedroom Apartment in Old Town is $1,707.

What is the largest available 2 Bedroom Old Town Apartment for rent?

Today's apartment with the most square footage in Old Town is a square feet unit at .

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.

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.

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.