2 Bedroom Apartments for Rent in Winchester, VA (112 Rentals)

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The Local
Rent Specials
$1,900 - $2,000

Total Monthly Price

Base Rent$1,700 - $3,900

Total Monthly Price$1,700 - $3,900
2 Bedroom Apartments Available Now

The Local

230 Spring StWinchester, VA 22601
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Fay Street Apartments
$1,645 - $1,822

Total Monthly Price

Base Rent$1,195 - $1,925
Required Monthly Fees$27

Total Monthly Price$1,222 - $1,952
2 Bedroom Apartments Available Now

Fay Street Apartments

121 Fay StWinchester, VA 22602
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Fort Collier Terrace
$1,650 - $1,872

Total Monthly Price

Base Rent$1,650 - $1,920
Required Monthly Fees$27

Total Monthly Price$1,677 - $1,947
2 Bedroom Apartments Available Now

Fort Collier Terrace

900-1024 N Braddock StWinchester, VA 22601
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Stuart Hill
Rent Specials
$1,685 - $3,063

Total Monthly Price

Base Rent$1,675 - $3,531

Total Monthly Price$1,675 - $3,531
2 Bedroom Apartments Available Now

Stuart Hill

1981 Randolph PlWinchester, VA 22601
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Blue Ridge Apartments
Rent Specials
$1,450 - $1,700

Total Monthly Price

Base Rent$1,450 - $2,065
Required Monthly FeesVaries

Total Monthly PriceVaries
12 Month Lease Term
2 Bedroom Apartments Available Now

Blue Ridge Apartments

2260 Wilson BlvdWinchester, VA 22601
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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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210 S Cameron St
$2,100 - $2,600

Total Monthly Price

Base Rent$1,800 - $2,600

Total Monthly Price$1,800 - $2,600
2 Bedroom Apartments Available Nov 1

210 S Cameron St

210 S Cameron StWinchester, VA 22601
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Preston Place
$1,469 - $1,472

Total Monthly Price

Base Rent$1,424 - $1,643
Required Monthly Fees$45

Total Monthly Price$1,469 - $1,688
12 Month Lease Term
2 Bedroom Apartments Available Now

Preston Place

124 Castlebridge CtWinchester, VA 22602
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PEMBERTON
$1,450 - $1,980

Total Monthly Price

Base Rent$1,450 - $2,140

Total Monthly Price$1,450 - $2,140
2 Bedroom Apartments Available Now

PEMBERTON

660 Pemberton DrWinchester, VA 22601
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Peppertree VA
$1,516 - $1,628

Total Monthly Price

Base Rent$1,516 - $1,810

Total Monthly Price$1,516 - $1,810
2 Bedroom Apartments Available Now

Peppertree VA

221 Peppertree LnWinchester, VA 22601
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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.

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
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property at 126 N Braddock St
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
2 Bedroom, 1 Bath Home for Rent
Available Now

126 N Braddock St

WinchesterVA22601
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

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 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 307 Emily Ln
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

307 Emily Ln

WinchesterVA22602
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 1016 Franklin St
$1,499

Total Monthly Price

Base Rent$1,499

Total Monthly Price$1,499
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

1016 Franklin St

WinchesterVA22601
property at 544 Allston Cir
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

544 Allston Cir

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

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 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
property at 104 Eastside Ln
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
2 Bedroom, 2.5 Bath Townhome for Rent
Available Now

104 Eastside Ln

WinchesterVA22602
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 Now

380 Shawnee Ave

WinchesterVA22601
property at 2520 Bradford Ct
$1,745

Total Monthly Price

Base Rent$1,745

Total Monthly Price$1,745
2 Bedroom, 1 Bath Condo for Rent
Available Now

2520 Bradford Ct

WinchesterVA22601
property at 311 Willowbrook Ct
$1,785

Total Monthly Price

Base Rent$1,785

Total Monthly Price$1,785
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

311 Willowbrook Ct

WinchesterVA22602
property at 2249 Papermill Rd
$1,995

Total Monthly Price

Base Rent$1,995

Total Monthly Price$1,995
2 Bedroom, 2 Bath Townhome for Rent
Available Oct 1

2249 Papermill Rd

WinchesterVA22601
property at 504 Tudor Dr
$1,650

Total Monthly Price

Base Rent$1,650

Total Monthly Price$1,650
12 Month Lease Term
2 Bedroom, 2 Bath Townhome for Rent
Available Now

504 Tudor Dr

WinchesterVA22603
property at 23 Taft Ave
$1,600

Total Monthly Price

Base Rent$1,600

Total Monthly Price$1,600
2 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

23 Taft Ave, Unit 3

23 Taft Ave
WinchesterVA22601
property at 2256 Roosevelt Blvd
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

2256 Roosevelt Blvd

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.

Winchester, VA Local Guide

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Winchester 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 11, 2026

There are currently 173 available 2 Bedroom apartment units from neighborhoods all over Winchester, VA that range in price from $550 to $2,753. Frederick County VA, Cedarmeade and Downtown Winchester are the neighborhoods that currently have the most 2 Bedroom availability. Here is today's list of the top neighborhoods in Winchester with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Frederick County VA47$1,700$550
Cedarmeade30$1,737$550
Downtown Winchester25$1,750$1,150
Kernstown25$1,723$550
Park Place17$1,900$1,150
Steeplechase15$1,850$1,150
Historic District7$2,025$1,150
Old Town7$2,025$1,150

Largest Available Winchester 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, VA is found at The Lofts at Jubal Square in the Park Place neighborhood and is 1,584 square feet priced from $2,059. Denstock Meadow Branch LLC in the Cedarmeade neighborhood has the second largest 2 Bedroom, which is sized at 1,146 square feet and currently listed start at $2,159. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
The Lofts at Jubal SquarePembroke1,584 Sq Ft$2,059
Denstock Meadow Branch LLCJonagold1,146 Sq Ft$2,159
Stuart HillThe Stonewall1,099 Sq Ft$1,685
TASKER2 BEDROOM 2 BATH1,082 Sq Ft$1,650
Preston Place2 Bedroom Townhome1,080 Sq Ft$1,469
Madison Village Apartments (Winchester)2 Bed - Grey Corner1,025 Sq Ft$1,900
The LocalThe Sigma998 Sq Ft$2,000
PEMBERTON2 BEDROOM 2 BATH990 Sq Ft$1,550
Autumn Wind ApartmentsThe Shenandoah988 Sq Ft$1,443
Fay Street ApartmentsTwo Bedroom960 Sq Ft$1,672

Cheapest Available Winchester 2 Bedroom Apartments

As of September 11, 2026 the lowest priced 2 Bedroom apartment unit in Winchester, VA is the WEEKLY RATES - TWO BEDROOM Model starting from $550 at Brookfield Extended Stay Apartments in the Kernstown neighborhood. The second most affordable Winchester 2 Bedroom is the Two Bedroom Model at North Winchester Apartments starting at $1,300 in the Steeplechase neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $1,822. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
Brookfield Extended Stay ApartmentsWEEKLY RATES - TWO BEDROOM$550
North Winchester ApartmentsTwo Bedroom$1,300
Autumn Wind ApartmentsThe Shenandoah$1,443
Preston Place2 Bedroom Townhome$1,469
Blue Ridge Apartments2 Bedroom 1 Bath Woodstock - Reno$1,495
Peppertree VA2 Bedroom 2 Bath - Shenandoah$1,516
PEMBERTON2 BEDROOM 2 BATH$1,550
TASKER2 BEDROOM 2 BATH$1,650
Fort Collier Terrace2 Beds 1.5 Baths$1,677

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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Winchester Overview

If you are looking for a beautiful place to live and work, then check out the great town of Winchester, VA. This is a city that is located in the Northern area of VA. It is also the county seat of Frederick County. Close to the nationÆs capital, Winchester, VA has become a great place to live and work for people of all ages. It is also one of the largest cities in the Shenandoah Valley area. If you are thinking of moving to Winchester apartments, then take a look at some helpful information regarding this great city! Then, let us help you find apartments in Winchester, VA!

Why live in Winchester, VA?

There are a number of reasons why so many people are choosing to move to Winchester, VA. First, the cost of living is low When compared to other locations throughout VA and D.C., the cost of living in Winchester, VA is significantly lower. Next, the people who live in Winchester, VA are friendly and welcoming to people of all backgrounds and ages. Finally, the city of Winchester, VA is also growing, providing more job opportunities to those who decide to move to this area. With all of these reasons put together, it is easy to see why many people love calling Winchester, VA home.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about 2 Bedroom Winchester Apartments

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

The average rent for a 2 Bedroom Apartment in Winchester is $1,822.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,584 square feet unit starting from $2,059 at The Lofts at Jubal Square.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,618 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

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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.

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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.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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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.

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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.