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Rent Specials
$1,700 - $3,900
Total Monthly Price
Base Rent$1,700 - $3,900
Total Monthly Price$1,700 - $3,900
The Local
230 Spring StWinchester, VA 22601
Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA (139 Rentals)
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$1,712 - $2,377
Total Monthly Price
Base Rent$1,712 - $2,377
Total Monthly Price$1,712 - $2,377
Denstock Meadow Branch LLC
424 Ridgewood LnWinchester, VA 22601
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$1,677 - $1,947
Total Monthly Price
Base Rent$1,650 - $1,920
Required Monthly Fees$27
Total Monthly Price$1,677 - $1,947
Fort Collier Terrace
900-1024 N Braddock StWinchester, VA 22601
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Rent Specials
$1,675 - $3,535
Total Monthly Price
Base Rent$1,675 - $3,535
Total Monthly Price$1,675 - $3,535
Stuart Hill
1981 Randolph PlWinchester, VA 22601
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$1,873 - $3,341
Total Monthly Price
Base Rent$1,873 - $3,341
Total Monthly Price$1,873 - $3,341
The Lofts at Jubal Square
1864 Old Jube SqWinchester, VA 22601
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Rent Specials
$1,495 - $2,110
Total Monthly Price
Base Rent$1,450 - $2,065
Required Monthly FeesVaries
Total Monthly PriceVaries
Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
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$1,600 - $1,800
Total Monthly Price
Base Rent$1,600 - $1,800
Total Monthly Price$1,600 - $1,800
148 N Loudoun St
148 N Loudoun StWinchester, VA 22601
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$1,800 - $2,600
Total Monthly Price
Base Rent$1,800 - $2,600
Total Monthly Price$1,800 - $2,600
210 S Cameron St
210 S Cameron StWinchester, VA 22601
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$1,600 - $2,600
Total Monthly Price
Base Rent$1,600 - $2,600
Total Monthly Price$1,600 - $2,600
The Merchant Suites at 114 North Loudoun
114 N Loudoun StWinchester, VA 22601
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$1,605 - $2,080
Total Monthly Price
Base Rent$1,605 - $2,080
Total Monthly Price$1,605 - $2,080
HARRISON PLAZA RESIDENTIAL
2310 Valor DrWinchester, VA 22601
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.
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$1,535 - $2,140
Total Monthly Price
Base Rent$1,535 - $2,140
Total Monthly Price$1,535 - $2,140
PEMBERTON
660 Pemberton DrWinchester, VA 22601
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$1,750 - $2,060
Total Monthly Price
Base Rent$1,750 - $2,060
Total Monthly Price$1,750 - $2,060
CEDAR HILL APARTMENTS
2250 Sofia WayWinchester, VA 22601
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$1,300
Total Monthly Price
Base Rent$1,300
Total Monthly Price$1,300
North Winchester Apartments
800 Thomas CtWinchester, VA 22601
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$2,000
Total Monthly Price
Base Rent$2,000
Total Monthly Price$2,000
308 W Boscawen St, Unit 308 W Boscawen Street Apt 2
308 W Boscawen StWinchester, VA 22601
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$1,700
Total Monthly Price
Base Rent$1,700
Total Monthly Price$1,700
21 N Braddock St, Unit #3
21 N Braddock StWinchester, VA 22601
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$2,100
Total Monthly Price
Base Rent$2,100
Total Monthly Price$2,100
342 Fairmont Ave, Unit Apt 3
342 Fairmont AveWinchester, VA 22601
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$1,300
Total Monthly Price
Base Rent$1,300
Total Monthly Price$1,300
318 S Cameron St, Unit Apt A
318 S Cameron StWinchester, VA 22601
316 Fairview Ave
WinchesterVA22601
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$1,8501 Bedroom Apartments Available Now
406 N Loudoun St, Unit 1
406 N Loudoun StWinchester, VA 22601
377 National 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.
126 N Braddock St
WinchesterVA22601
406 N Loudoun St
WinchesterVA22601
519 Amherst St
WinchesterVA22601
210 E Boscawen St
WinchesterVA22601
402 S Loudoun St
WinchesterVA22601
40 S Loudoun St
WinchesterVA22601
517 Amherst St
WinchesterVA22601
515 Amherst St
WinchesterVA22601
21-23-23 S Stewart St
WinchesterVA22601
107 Morgan St
WinchesterVA22601
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
213 N Kent St
WinchesterVA22601
18 -1/2-18 1/2 Morningside Dr
WinchesterVA22601
22 Peyton St
WinchesterVA22601
1704 Roberts St
WinchesterVA22601
619 S Cameron St
WinchesterVA22601
30 W Germain St
WinchesterVA22601
26 E Pall Mall St
WinchesterVA22601
714 S Cameron St
WinchesterVA22601
317 S Kent St
WinchesterVA22601
305 S Kent St
WinchesterVA22601
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.
122 N Washington St
WinchesterVA22601
1001 S Cameron St
WinchesterVA22601
211 E Boscawen St
WinchesterVA22601
204 E Whitlock Ave
WinchesterVA22601
332 Shawnee Ave
WinchesterVA22601
380 Shawnee Ave
WinchesterVA22601
230 E Whitlock Ave
WinchesterVA22601
223 Baker St
WinchesterVA22601
502 N Loudoun St
WinchesterVA22601
265 Opequon Ave
WinchesterVA22601
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Showing Results 1-50, Page 1 of 3
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 | $1,500 | $1,300 | $1,700 |
| Downtown Winchester 1 Bedroom Apartments | $1,848 | $1,095 | $2,576 |
| Downtown Winchester 2 Bedroom Apartments | $1,879 | $1,150 | $2,753 |
| Downtown Winchester 3 Bedroom Apartments | $2,041 | $1,625 | $3,341 |
| Downtown Winchester 4 Bedroom Apartments | $3,005 | $2,110 | $3,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Downtown Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,586 | $1,250 | $1,995 |
| 3 Bedroom Homes | $1,821 | $1,395 | $2,525 |
| 4 Bedroom Homes | $2,383 | $2,100 | $2,650 |
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 139 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
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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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.
Read ArticleReal 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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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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If you’re an expert on all things Downtown Winchester, tell us what you love (and don't) by rating it and writing a review.
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Pet Friendly LifestyleDowntown Winchester, Winchester, VA
Ranked #3
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about Downtown Winchester
What is the current pricing and availability for apartments for rent in the Downtown Winchester area of Winchester, VA?
As of today, September 09, 2026, there are currently 139 available Downtown Winchester apartments priced from $1,095 to $3,900, with an average monthly rent of $1,920.
What is the current price range for One Bedroom Downtown Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Downtown Winchester ranges from $1,095 to $2,576 with an average monthly rent of $1,848.
What does renting a Two Bedroom Apartment in Downtown Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Downtown Winchester range from $1,150 to $2,753. Today's average rental price for Two Bedrooms here is $1,879.
How expensive are Downtown Winchester Three Bedroom Apartments?
There are currently 20 Three Bedroom Apartments listings available in Downtown Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,625 to $3,341 - averaging $2,041 for the location.
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
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.
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.