Cheap Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA from $500 (5 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Downtown Winchester area of Winchester.

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Pine Plaza
2 to 3 Bedroom Apartments

Pine Plaza

2237 Taft CirWinchester, VA 22601

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 2259 Papermill Rd

2259 Papermill Rd

WinchesterVA22601

Downtown Winchester, Winchester, VA Local Guide

Cheapest Available Downtown Winchester Apartments for Rent

 

The cheapest available apartment rental in the Downtown Winchester area of Winchester, VA is a 1 Bed unit found at Brookfield Corporate Apartments priced from $500. Blue Ridge Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,575. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:

Apartment ListingModel NameBed/BathPriced From
Brookfield Corporate ApartmentsWEEKLY RATE - ONE BEDROOM1BR,1BA$500
Blue Ridge Apartments2 Bedroom 1 Bath - Reno2BR,1BA$1,575
Fort Collier Terrace3 Beds 1.5 Baths3BR,1BA$1,702

Best Value Apartments for Rent in Downtown Winchester, VA

As of June 16, 2025 the best value apartment in the Downtown Winchester area is the $1.71 price per square foot The Stonewall Model at Stuart Hill in the in the Park Place neighborhood starting from $1,875. The second greatest value Downtown Winchester apartment is the 2 BEDROOM 2 BATH Model at CEDAR HILL APARTMENTS starting at $2,125 with a $1.96 price per square foot in the Kernstown neighborhood. Here is today’s list of the best values for Downtown Winchester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Stuart HillThe Stonewall2BR,2BA$1.71
CEDAR HILL APARTMENTS2 BEDROOM 2 BATH2BR,2BA$1.96
Fort Collier Terrace3 Beds 1.5 Baths3BR,1.5BA$1.70
The Lofts at Jubal SquareMorgan1BR,1BA$1.85
Meadow Branch Luxury ApartmentsGala1BR,1BA$1.94
542 N Loudoun St, Unit B542 N Loudoun St2BR,1BA$1.56
Blue Ridge Apartments2 Bedroom 1 Bath - Reno2BR,1BA$1.91
Brookfield Corporate ApartmentsOne Bedroom1BR,1BA$2.65
342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company342 Fairmont Ave, Apt 51BR,1BA$2.62

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Pet Friendly Lifestyle
Downtown Winchester, Winchester, VA

Ranked #4

Among neighborhoods in Winchester, VA for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Getting Around the Downtown Winchester Neighborhood in Winchester, VA

Walk Score®

79 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

49 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about Cheap Downtown Winchester Apartments

How much is rent for a Cheap One Bedroom Downtown Winchester Apartment?

The lowest price for a Cheap One Bedroom Downtown Winchester Apartment is $500 at Brookfield Corporate Apartments.

What is the lowest price for a Cheap Two Bedroom Downtown Winchester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Downtown Winchester is starting from $550 at Brookfield Corporate Apartments.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.