22 Peyton St
WinchesterVA22601
Cheap Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA from $800 (32 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winchester area of Winchester.
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$1,013 - $1,685
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Contact Us For AvailabilityZeroPak Apartments
570 N Cameron StWinchester, VA 22601
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$1,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jul 15North Winchester Apartments
800 Thomas CtWinchester, VA 22601
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$1,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 3Total Monthly Price
Base Rent
$1,300
Total Monthly Price
$1,300
318 S Cameron St, Unit Apt A
318 S Cameron StWinchester, VA 22601
4 W Cork St
WinchesterVA22601
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Rent Specials
$1,420 - $1,810
Total Monthly Price12 Month Lease Term
2 to 4 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,375 - $1,765
Required Monthly Fees
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Total Monthly Price
Varies
Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
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$1,450 - $2,010
Plus Fees
2 to 3 Bedroom Apartments Available NowPEMBERTON
660 Pemberton DrWinchester, VA 22601
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$1,600 - $2,600
Plus Fees
Studio to 2 Bedroom Apartments Available Sep 30114 N Loudoun St
114 N Loudoun StWinchester, VA 22601
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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$1,600 - $1,800
Plus Fees
1 to 2 Bedroom Apartments Contact Us For Availability148 N Loudoun St
148 N Loudoun StWinchester, VA 22601
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2 to 3 Bedroom Apartments
Pine Plaza
2237 Taft CirWinchester, VA 22601
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2 Bedroom Apartments
Dove Landing Apartments
147 Lee AveWinchester, VA 22601
537 N Loudoun St
WinchesterVA22601
307 S Kent St
WinchesterVA22601
233 Kern St
WinchesterVA22601
412 Diehl St
WinchesterVA22601
305 S Kent St
WinchesterVA22601
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.
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2 Bedroom Apartments
Raleigh Court
1 Raleigh CtWinchester, VA 22601
204 E Whitlock Ave
WinchesterVA22601
2256 Roosevelt Blvd
WinchesterVA22601
615 S Braddock St
WinchesterVA22601
311 S Kent St
WinchesterVA22601
21 S Stewart St
WinchesterVA22601
24 E Pall Mall St
WinchesterVA22601
222 E Whitlock Ave
WinchesterVA22601
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
8 W Monmouth St
WinchesterVA22601
1817 Henry Ave
WinchesterVA22601
619 S Cameron St
WinchesterVA22601
30 W Germain St
WinchesterVA22601
1839 Henry Ave
WinchesterVA22601
1001 S Cameron St
WinchesterVA22601
346 Gray Ave
WinchesterVA22601
23 Taft Ave, Unit 3
23 Taft Ave
WinchesterVA22601
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.
Showing Results 1-32, Page 1 of 1
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 | $1,675 | $1,650 | $1,700 |
| Downtown Winchester 1 Bedroom Apartments | $1,872 | $900 | $2,571 |
| Downtown Winchester 2 Bedroom Apartments | $1,886 | $1,218 | $2,750 |
| Downtown Winchester 3 Bedroom Apartments | $2,091 | $1,400 | $3,348 |
| Downtown Winchester 4 Bedroom Apartments | $3,900 | $3,900 | $3,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 32 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
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Cheapest Available Downtown Winchester Apartments for Rent
The cheapest available apartment rental in the Downtown Winchester area of Winchester, VA is a 2 Beds unit found at PEMBERTON priced from $1,600. Blue Ridge Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,620. Here are the most affordable Downtown Winchester apartments for rent in Winchester, VA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1,600 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1,620 |
| The Local | The Graduate | 1BR,1BA | $1,700 |
| Fort Collier Terrace | 2 Beds 1.5 Baths | 2BR,1BA | $1,722 |
| CEDAR HILL APARTMENTS | 2 BEDROOM 2 BATH with DEN | 3BR,2BA | $1,800 |
| Stuart Hill | The Winchester | 2BR,2BA | $1,850 |
| The Lofts at Jubal Square | Loudoun | 1BR,1BA | $1,910 |
| Denstock Meadow Branch LLC | Gala | 1BR,1BA | $1,929 |
Best Value Apartments for Rent in Downtown Winchester, VA
As of July 12, 2026 the best value apartment in the Downtown Winchester area is the $1.65 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,393. The second greatest value Downtown Winchester apartment is the 21 N Braddock St Model at 21 N Braddock St starting at $1,800 with a $1.44 price per square foot in the Park Place neighborhood. Here is today’s list of the best values for Downtown Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Lofts at Jubal Square | Hollingsworth | 3BR,2BA | $1.65 |
| 21 N Braddock St | 21 N Braddock St | 2BR,1BA | $1.44 |
| CEDAR HILL APARTMENTS | 2 BEDROOM 2 BATH with DEN | 3BR,2BA | $1.52 |
| Stuart Hill | The Stonewall | 2BR,2BA | $1.71 |
| PEMBERTON | 2 BEDROOM 2 BATH | 2BR,2BA | $1.62 |
| Denstock Meadow Branch LLC | Gala | 1BR,1BA | $2.09 |
| Fort Collier Terrace | 2 Beds 1.5 Baths | 2BR,1.5BA | $1.91 |
| 342 Fairmont Ave, Unit Apt 3 | 342 Fairmont Ave | 2BR,1BA | $2.47 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1.96 |
| 342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner | 342 Fairmont Ave, Apt #8 | 1BR,1BA | $2.65 |
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.
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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 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 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 $1,700 at The Local.
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 $1,600 at PEMBERTON.
What is the most affordable Downtown Winchester Three Bedroom Apartment?
The best deal on a cheap Downtown Winchester Three Bedroom Apartment rental is at Fort Collier Terrace and starts from $1,752.
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
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.