Apartments for Rent in the Downtown Winchester Neighborhood of Winchester, VA (143 Rentals) Page 2 of 3

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property at 332 Shawnee Ave

$2,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495

4 Bedroom, 2 Bath Home for Rent

Available Aug 1

332 Shawnee Ave

WinchesterVA22601
property at 412 Diehl St

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

412 Diehl St

WinchesterVA22601
property at 352 Shenandoah Ave

$1,795

Total Monthly Price

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

352 Shenandoah Ave

WinchesterVA22601
property at 502 N Loudoun St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

502 N Loudoun St

WinchesterVA22601
property at 346 Gray Ave

$1,595

Total Monthly Price

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

3 Bedroom, 1 Bath Home for Rent

Available Now

346 Gray Ave

WinchesterVA22601
property at 1817 Henry Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1817 Henry Ave

WinchesterVA22601
property at 1839 Henry Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1839 Henry Ave

WinchesterVA22601
property at 537 N Loudoun St

$1,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

537 N Loudoun St

WinchesterVA22601
property at 1112 Opequon Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

3 Bedroom, 1 Bath Home for Rent

Available Now

1112 Opequon Ave

WinchesterVA22601
property at 553 Highland Ave

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

3 Bedroom, 2 Bath Home for Rent

Available Now

553 Highland Ave

WinchesterVA22601
property at 15 N Purcell Ave

$1,825

Total Monthly Price

Total Monthly Price

Base Rent
$1,825

Total Monthly Price
$1,825

3 Bedroom, 1 Bath Home for Rent

Available Now

15 N Purcell Ave

WinchesterVA22601
property at 668 Virginia Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

668 Virginia Ave

WinchesterVA22601
property at 621 Patterson Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2.5 Bath Home for Rent

Available Now

621 Patterson Ave

WinchesterVA22601
property at 629 Watson Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 1.5 Bath Home for Rent

Available Now

629 Watson Ave

WinchesterVA22601
property at 308 Beau St

$1,725

Total Monthly Price

Total Monthly Price

Base Rent
$1,725

Total Monthly Price
$1,725

3 Bedroom, 1.5 Bath Home for Rent

Available Now

308 Beau St

WinchesterVA22601
property at 122 Morningside Dr

$2,149

Total Monthly Price

Total Monthly Price

Base Rent
$2,149

Total Monthly Price
$2,149

3 Bedroom, 1 Bath Home for Rent

Available Now

122 Morningside Dr

WinchesterVA22601
property at 1950 Melvor Ln

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

4 Bedroom, 2.5 Bath Home for Rent

Available Now

1950 Melvor Ln

WinchesterVA22601
property at 1957 Cidermill Ln

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

1957 Cidermill Ln

WinchesterVA22601
property at 2066 Honeysuckle Ln

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 2.5 Bath Home for Rent

Available Now

2066 Honeysuckle Ln

WinchesterVA22601
property at 26 Jackson Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

26 Jackson Ave

WinchesterVA22601
property at 350 Sage Cir

$2,345

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,345

Total Monthly Price
$2,345

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

350 Sage Cir

WinchesterVA22603
property at 314 E Piccadilly St

$2,225

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

3 Bedroom, 2 Bath Townhome for Rent

Available Now

314 E Piccadilly St

WinchesterVA22601
property at 312 E Piccadilly St

$2,225

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

3 Bedroom, 2 Bath Townhome for Rent

Available Now

312 E Piccadilly St

WinchesterVA22601
property at 619 S Cameron St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

619 S Cameron St, Unit 2

619 S Cameron St
WinchesterVA22601
property at 23 Taft Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

23 Taft Ave, Unit 3

23 Taft Ave
WinchesterVA22601
property at 2256 Roosevelt Blvd

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Townhome for Rent

Available Now

2256 Roosevelt Blvd

WinchesterVA22601
property at 21 S Stewart St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

21 S Stewart St, Unit 4

21 S Stewart St
WinchesterVA22601
property at 21 S Stewart St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

21 S Stewart St

WinchesterVA22601
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125 S Braddock St
1 Bedroom Apartments

125 S Braddock St

125 S Braddock StWinchester, VA 22601
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422 W Clifford St
8 Bedroom Apartments

422 W Clifford St

422 W Clifford StWinchester, VA 22601
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Old Town Commons
Studio Apartments

Old Town Commons

715 S Braddock StWinchester, VA 22601
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317 S Cameron St
1 to 2 Bedroom Apartments

317 S Cameron St

317 S Cameron StWinchester, VA 22601
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208 W Boscawen St
1 Bedroom Apartments

208 W Boscawen St

208 W Boscawen StWinchester, VA 22601
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603 N Cameron St
1 to 2 Bedroom Apartments

603 N Cameron St

603 N Cameron StWinchester, VA 22601
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25 W Boscawen St
2 Bedroom Apartments

25 W Boscawen St

25 W Boscawen StWinchester, VA 22601
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44-48 S Loudoun St
1 Bedroom Apartments

44-48 S Loudoun St

44-48 S Loudoun StWinchester, VA 22601
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24 E Pall Mall St
1 Bedroom Apartments

24 E Pall Mall St

24 E Pall Mall StWinchester, VA 22601
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321 Amherst St
1 Bedroom Apartments

321 Amherst St

321 Amherst StWinchester, VA 22601
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404 S Kent St
1 Bedroom Apartments

404 S Kent St

404 S Kent StWinchester, VA 22601
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721-739 S Kent St
2 Bedroom Apartments

721-739 S Kent St

721-739 S Kent StWinchester, VA 22601
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1110 Valley Ave
1 to 2 Bedroom Apartments

1110 Valley Ave

1110 Valley AveWinchester, VA 22601

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, July 26, 2026, there are currently 143 available Downtown Winchester apartments priced from $900 to $3,900, with an average monthly rent of $1,940.

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 $900 to $2,616 with an average monthly rent of $1,803.

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 $1,300 to $2,796. Today's average rental price for Two Bedrooms here is $1,875.

How expensive are Downtown Winchester Three Bedroom Apartments?

There are currently 17 Three Bedroom Apartments listings available in Downtown Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,685 to $3,348 - averaging $2,132 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

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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.

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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.

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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.

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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.