Cheap Homes for Rent in Winchester, VA from $700 (22 Rentals)

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Search the lowest-cost Homes available for rent right now in Winchester.

property at 2259 Papermill Rd

2259 Papermill Rd

WinchesterVA22601
property at 376 Woodstock Ln

376 Woodstock Ln

WinchesterVA22601
property at 382 Woodstock Ln

382 Woodstock Ln

WinchesterVA22601
property at 372 Woodstock Ln

372 Woodstock Ln

WinchesterVA22601

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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.

Winchester, VA Local Guide

Cheapest Neighborhoods for Apartments in Winchester, VA

Pricing Updated: 10/13/2025

Current apartment rentals in the Winchester, VA area range in price from $500 to $3,174 with an overall median price of $2,247. The three Winchester neighborhoods with the lowest median rent pricing are Twin Lakes Overlook at $1,500, Historic District at $1,013, and Old Town at $995. Here is today’s list of the top 9 neighborhoods with the lowest median pricing for Winchester Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Twin Lakes Overlook$1,565$1,5002
Historic District$2,132$1,0137
Old Town$2,132$9958
Cedarmeade$2,400$50029
Downtown Winchester$2,400$99530
Frederick County VA$2,400$50052
Kernstown$2,400$50029
Park Place$2,400$99519
Steeplechase$2,400$1,01322

Cheapest Available Winchester Apartments for Rent

 

The cheapest available apartment rental in Winchester, VA is a 1 Bed unit found at Brookfield Corporate Apartments in the Kernstown neighborhood priced from $500. North Winchester Apartments in the Steeplechase neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,050. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Brookfield Corporate ApartmentsWEEKLY RATE - ONE BEDROOM1BR,1BA$500
North Winchester ApartmentsOne Bedroom1BR,1BA$1,050
Fay Street Apartments1 Bed 1 Bath1BR,1BA$1,195
Preston Place - Tax Credit2 Bedroom Apartment2BR,2BA$1,431
Blue Ridge Apartments2 Bedroom 1 Bath Woodstock - Reno2BR,1BA$1,450

Best Value Apartments for Rent in Winchester, VA

As of October 13, 2025 the best value apartment in the Winchester area is the $1.74 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,520. The second greatest value Winchester apartment is the 446 N Loudoun St Model at 446 N Loudoun St, Unit 1 starting at $1,895 with a $1.58 price per square foot in the Park Place neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Lofts at Jubal SquareHollingsworth3BR,2BA$1.74
446 N Loudoun St, Unit 1446 N Loudoun St3BR,1BA$1.58
TASKER2 BEDROOM 2 BATH with DEN3BR,2BA$1.47
1042 Laurel Grove Rd, Unit Luxury Apartment for rent1042 Laurel Grove Rd2BR,1BA$1.77
Stuart HillThe Stonewall2BR,2BA$1.67
Preston Place - Tax Credit2 Bedroom Apartment2BR,2BA$1.43
Fay Street Apartments3 Beds 2 Baths3BR,2BA$1.83
North Winchester ApartmentsTwo Bedroom2BR,2BA$1.47
Woodstock Terrace2 Bedrooms2BR,1BA$1.85
Blue Ridge Apartments2 Bedroom 1 Bath Woodstock - Reno2BR,1BA$1.86

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

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 120 Apartments for Rent in Winchester, VA with pricing that ranges from $500 to $3,174. There are also 76 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $750 to $5,000.

What is the current price range for Rental Homes in Winchester?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $750 to $5,000 with an average monthly rent of $2,242.

How much are larger Three and Four Bedroom Rentals in Winchester?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $1,400 to $3,174, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $2,500. Four Bedroom Single-Family rentals are also available starting from $2,192 and Four Bedroom Apartments start at $2,400.

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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.