
2 Bedroom Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA (76 Rentals)


Denstock Meadow Branch LLC

Total Monthly Price
Fort Collier Terrace

Stuart Hill

The Lofts at Jubal Square

Total Monthly Price
Blue Ridge Apartments

148 N Loudoun St

210 S Cameron St

The Merchant Suites at 114 North Loudoun

HARRISON PLAZA RESIDENTIAL
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.

CEDAR HILL APARTMENTS

PEMBERTON

North Winchester Apartments

Total Monthly Price
21 N Braddock St

Total Monthly Price
342 Fairmont Ave, Unit Apt 3

Total Monthly Price
13 E North Ave, Unit 1

Total Monthly Price
318 S Cameron St, Unit Apt A

5 E Pall Mall St, Unit 7

21-23-23 S Stewart St

210 E Boscawen St
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.

2253 Papermill Rd

22 Peyton St

443 Millwood Ave

204 E Whitlock Ave

305 S Kent St

502 N Loudoun St

527 Gray Ave

26 E Pall Mall St

235 Millwood Ave

1839 Henry Ave
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.

31 E Germain St

23 Taft Ave, Unit 3

2256 Roosevelt Blvd

21 S Stewart St

21 S Stewart St, Unit 4

Pine Plaza

3 Taft Ave

23-25 N Euclid Ave

115 Taft Ave

101 Taft Ave
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.

Winston Mews

715-725 Woodstock Ln

2335 Wilson Blvd

The Villas at SVWC

L E Smith

2254 Roosevelt Blvd

525 Gray Ave

603-611 S Loudoun St

208 N Kent St

317 S Cameron St
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.
Downtown Winchester, Winchester, VA Local Guide

How much does it cost to rent an apartment in Downtown Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winchester Studio Apartments | $1,600 | $1,500 | $1,700 |
| Downtown Winchester 1 Bedroom Apartments | $1,847 | $995 | $2,521 |
Downtown Winchester 2 Bedroom Apartments | $1,879 | $1,150 | $2,768 |
| Downtown Winchester 3 Bedroom Apartments | $2,087 | $1,750 | $3,297 |
| Downtown Winchester 4 Bedroom Apartments | $3,005 | $2,110 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 76 rentals with your search options within a 2 mile radius of the Downtown Winchester Neighborhood of Winchester, VA.
See all Apartments in WinchesterExplore Winchester
Downtown Winchester, Winchester, VA Local Guide
- Nearby Winchester neighborhoods
- Nearby Cities
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Largest Available Downtown Winchester 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Downtown Winchester area of Winchester, VA is found at The Lofts at Jubal Square and is listed at 1,584 square feet priced from $2,061. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Lofts at Jubal Square | Pembroke | 1,584 Sq Ft | $2,061 |
| Denstock Meadow Branch LLC | Ambrosia | 1,292 Sq Ft | $2,344 |
| Stuart Hill | The Stonewall | 1,099 Sq Ft | $1,750 |
| The Local | The Sigma | 998 Sq Ft | $2,000 |
| PEMBERTON | 2 BEDROOM 2 BATH | 990 Sq Ft | $1,565 |
| Autumn Wind Apartments | The Shenandoah | 988 Sq Ft | $1,443 |
| ZeroPak Apartments | 2 Bedroom | 916 Sq Ft | $1,467 |
| Fort Collier Terrace | 2 Beds 1.5 Baths | 900 Sq Ft | $1,677 |
| North Winchester Apartments | Two Bedroom | 865 Sq Ft | $1,300 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath Woodstock - Reno | 780 Sq Ft | $1,495 |
Cheapest Available Downtown Winchester 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Downtown Winchester of Winchester, VA is the Two Bedroom Model starting from $1,300 at North Winchester Apartments. The average price for all 2 Bedroom apartments in Downtown Winchester is currently $1,879. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| North Winchester Apartments | Two Bedroom | $1,300 |
| Autumn Wind Apartments | The Shenandoah | $1,443 |
| ZeroPak Apartments | 2 Bedroom | $1,467 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath Woodstock - Reno | $1,495 |
| PEMBERTON | 2 BEDROOM 2 BATH | $1,565 |
| Fort Collier Terrace | 2 Beds 1.5 Baths | $1,677 |
| Stuart Hill | The Stonewall | $1,750 |
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 LifestyleDowntown Winchester, Winchester, VA
Ranked #5
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about 2 Bedroom Downtown Winchester Apartments
How much is the average rent for a 2 Bedroom Downtown Winchester Apartment?
The average rent for a 2 Bedroom Apartment in Downtown Winchester is $1,879.
What is the largest available 2 Bedroom Downtown Winchester Apartment for rent?
Today's apartment with the most square footage in Downtown Winchester is a 1,584 square feet unit starting from $2,061 at The Lofts at Jubal Square.
What is the average size for Downtown Winchester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Downtown Winchester is currently 2,495 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

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.

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.

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.

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.