2 Bedroom Apartments for Rent in the Old Town Neighborhood of Winchester, VA (50 Rentals)

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property at 316 Fairview Ave
$1,700

Total Monthly Price

Base Rent$1,700
Total Monthly Price$1,700
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Now

316 Fairview Ave

WinchesterVA22601
  • Smoke Free
property at 210 E Boscawen St
$2,500

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 515 Amherst St
$2,200

Total Monthly Price

Base Rent$2,200
Total Monthly Price$2,200
2 Bedroom, 2 Bath Home for Rent
Available Now

515 Amherst 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

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

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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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 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 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
Cost Per Sq.Ft.

305 S Kent St

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

131 S Purcell Ave

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

502 N Loudoun St

WinchesterVA22601
property at 527 Gray Ave
$1,550

Total Monthly Price

Base Rent$1,550
Total Monthly Price$1,550
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

527 Gray Ave

WinchesterVA22601
property at 26 E Pall Mall St
$1,575

Total Monthly Price

Base Rent$1,575
Total Monthly Price$1,575
2 Bedroom, 2 Bath Home for Rent
Available Now

26 E Pall Mall St

WinchesterVA22601
property at 1839 Henry Ave
$1,600

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 211 E Boscawen St
$1,615

Total Monthly Price

Base Rent$1,615
Total Monthly Price$1,615
2 Bedroom, 2 Bath Home for Rent
Available Now

211 E Boscawen St

WinchesterVA22601
property at 223 Baker St
$1,700

Total Monthly Price

Base Rent$1,700
Total Monthly Price$1,700
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Pet Friendly

223 Baker St

WinchesterVA22601

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

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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property at 380 Shawnee Ave
$1,700

Total Monthly Price

Base Rent$1,700
Total Monthly Price$1,700
2 Bedroom, 1 Bath Home for Rent
Available Sep 9

380 Shawnee Ave

WinchesterVA22601
property at 739 S Kent St
$1,450

Total Monthly Price

Base Rent$1,450
Total Monthly Price$1,450
2 Bedroom, 1 Bath Townhome for Rent
Available Now

739 S Kent St

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

21 S Stewart St

WinchesterVA22601
property at 21 S Stewart St
$1,900

Total Monthly Price

Base Rent$1,900
Total Monthly Price$1,900
2 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

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
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Winlee Apartments
2 Bedroom Apartments

Winlee Apartments

320-350 Fairmont AveWinchester, VA 22601
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25 W Boscawen St
2 Bedroom Apartments

25 W Boscawen St

25 W Boscawen StWinchester, VA 22601

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.

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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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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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721-739 S Kent St
2 Bedroom Apartments

721-739 S Kent St

721-739 S Kent StWinchester, VA 22601

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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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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ZeroPak Apartments
2 Bedroom Apartments

ZeroPak Apartments

570 N Cameron StWinchester, VA 22601
  • Utilities Included
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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
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Cork Street Apartments
2 Bedroom Apartments

Cork Street Apartments

506-606 W Cork StWinchester, VA 22601
  • Utilities Included
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Lamden Court
2 Bedroom Apartments

Lamden Court

1600 Henry AveWinchester, VA 22601
  • Utilities Included

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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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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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 $1,817.

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 .

What is the average size for Old Town 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Old Town is currently sq ft.

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

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.

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

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.

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.