346 Gray Ave
WinchesterVA22601
Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA (139 Rentals) Page 2 of 3
1839 Henry Ave
WinchesterVA22601
1112 Opequon Ave
WinchesterVA22601
553 Highland Ave
WinchesterVA22601
131 S Purcell Ave
WinchesterVA22601
668 Virginia Ave
WinchesterVA22601
122 Morningside Dr
WinchesterVA22601
1517 Caroline St
WinchesterVA22601
2066 Honeysuckle Ln
WinchesterVA22601
26 Jackson Ave
WinchesterVA22601
2249 Papermill Rd
WinchesterVA22601
264 Sage Cir
WinchesterVA22603
2325 Wilson Blvd
WinchesterVA22601
739 S Kent St
WinchesterVA22601
314 E Piccadilly St
WinchesterVA22601
312 E Piccadilly St
WinchesterVA22601
504 Tudor Dr
WinchesterVA22603
619 S Cameron St, Unit 2
619 S Cameron St
WinchesterVA22601
23 Taft Ave, Unit 3
23 Taft Ave
WinchesterVA22601
2256 Roosevelt Blvd
WinchesterVA22601
21 S Stewart St
WinchesterVA22601
21 S Stewart St, Unit 4
21 S Stewart St
WinchesterVA22601
close
View Me
Studio Apartments
401-403 S Braddock St
401-403 S Braddock StWinchester, VA 22601
close
View Me
Studio Apartments
506 S Braddock St
506 S Braddock StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
125 S Braddock St
125 S Braddock StWinchester, VA 22601
close
View Me
8 Bedroom Apartments
422 W Clifford St
422 W Clifford StWinchester, VA 22601
close
View Me
Studio Apartments
Old Town Commons
715 S Braddock StWinchester, VA 22601
close
View Me
1 to 2 Bedroom Apartments
603-611 S Loudoun St
603-611 S Loudoun StWinchester, VA 22601
close
View Me
2 Bedroom Apartments
410-412 S Loudoun St
410-412 S Loudoun StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
139-141 S Loudoun St
139-141 S Loudoun StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
28-30 S Braddock St
28-30 S Braddock StWinchester, VA 22601
close
View Me
1 to 2 Bedroom Apartments
317 S Cameron St
317 S Cameron StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
208 W Boscawen St
208 W Boscawen StWinchester, VA 22601
close
View Me
5 Bedroom Apartments
521-525 S Cameron St
521-525 S Cameron StWinchester, VA 22601
close
View Me
1 to 2 Bedroom Apartments
603 N Cameron St
603 N Cameron StWinchester, VA 22601
close
View Me
1 to 2 Bedroom Apartments
910-912 S Braddock St
910-912 S Braddock StWinchester, VA 22601
close
View Me
2 Bedroom Apartments
25 W Boscawen St
25 W Boscawen StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
44-48 S Loudoun St
44-48 S Loudoun StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
24 E Pall Mall St
24 E Pall Mall StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
321 Amherst St
321 Amherst StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
404 S Kent St
404 S Kent StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
Historic Taylor Apartments
119 N Loudoun StWinchester, VA 22601
close
View Me
3 Bedroom Apartments
19-49 West Bond Street
19-49 W Bond StWinchester, VA 22601
close
View Me
1 to 2 Bedroom Apartments
1110 Valley Ave
1110 Valley AveWinchester, VA 22601
close
View Me
2 Bedroom Apartments
721-739 S Kent St
721-739 S Kent StWinchester, VA 22601
close
View Me
Studio Apartments
126 N Braddock St
126 N Braddock StWinchester, VA 22601
close
View Me
1 Bedroom Apartments
Winchester Towers
200 N Cameron StWinchester, VA 22601
close
View Me
Studio to 3 Bedroom Apartments
Winlee Apartments
320-350 Fairmont AveWinchester, VA 22601
close
View Me
2 Bedroom Apartments
208 N Kent St
208 N Kent StWinchester, VA 22601
close
View Me
1 to 3 Bedroom Apartments
Fort Loudoun Apartments
2-8 Peyton StWinchester, VA 22601
Showing Results 51-100, Page 2 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
Let everyone know!
Do you know the Downtown Winchester area?
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.
Write a Review
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.