Apartments in Winchester

1 - 30 of 30 Results
1
$2,095
122 Morningside Dr Winchester, VA
3 BR | Available Now
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Dog Friendly
House
Storage
1
$1,700
Winchester, VA
2 BR | Available Now
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Storage
Disability Access
Dishwasher
32
$1,700 - 3,501
1981 Randolph Place Winchester, VA
1 - 3 BR | Available Now
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Luxury
Section 8
Air Conditioning
Surface Parking
In Unit Laundry
17
$1,525 - 2,564
221 Peppertree Ln Winchester, VA
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Balcony/Deck/Patio
16
$1,350
Winchester, VA
2 BR | Available Now
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30
$1,195 - 1,835
1008- F N Braddock St Winchester, VA
1 - 3 BR | Available Now
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Air Conditioning
Surface Parking
In Unit Laundry
Dishwasher
Old Town
40
$1,705 - 1,920
1008- F N Braddock St Winchester, VA
2 - 3 BR | Available Now
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Air Conditioning
Surface Parking
Balcony/Deck/Patio
Dishwasher
Old Town
18
$2,095
Winchester, VA
3 BR | Available Now
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Dog Friendly
House
12
$3,500
Winchester, VA
6 BR | Available Now
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Dog Friendly
House
Storage
Dishwasher
1
$1,150
Winchester, VA
2 BR | Available Now
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Old Town
1
$1,300
525
2259 Papermill Rd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
1
$1,550
421
2342-2354 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
Dishwasher
8
$1,149
Winchester, VA
1 BR | Available Now
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1
$1,250
008
2332 Wilson Blvd Winchester, VA
1 BR | Available Now
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Air Conditioning
Storage
1
$1,149
3103 3105/3107 Shawnee Dr Winchester, VA
1 BR | Available Now
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Dog Friendly
Storage
Disability Access
1
$1,250
Winchester, VA
2 BR | Available Now
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Old Town
1
$2,250
Winchester, VA
3 BR | Available Now
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House
1
$2,695
314 Casey Dr Clear Brook, VA
3 BR | Available Now
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House
Dishwasher
1
$1,800
215 Millwood Ave Winchester, VA
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
1
$1,400
410
2254-2274 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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1
$1,200 - 1,700
16 18 1/2 Morningside Dr Winchester, VA
1 BR | Available Now
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1
$1,250
311 N Braddock St #4 Winchester, VA
2 BR | Available Now
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House
Old Town
1
$900
311 N Braddock St #1 Winchester, VA
Studio | Available Now
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House
Old Town
1
$1,650
304 Shenandoah Ave Winchester, VA
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
1
$1,350
Winchester, VA
2 BR | Available Now
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1
$2,550
2636 Stonegate Dr Winchester, VA
3 BR | Available Now
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House
1
$1,700
Winchester, VA
2 BR | Available Now
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Dog Friendly
Cat Friendly
$2,100
009
2-14 Taft Ave Winchester, VA
3 BR | Available Now
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Dishwasher
$1,500
418
21-23 S Stewart St Winchester, VA
2 BR | Available Now
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Old Town
$1,300
Winchester, VA
2 BR | Available Now
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Dog Friendly
Townhome
Dishwasher
1 - 30 of 30 Results
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How much does it cost to rent an apartment in Winchester?

Winchester Apartments
Bed Type Average Rent Range
1BR $1,230 $1,150 - $1,890
2BR $1,600 $1,250 - $1,750
3BR $1,950 $1,660 - $2,670

Neighborhoods

Search Cities Near Winchester, VA

Winchester:
November Rent Report

Welcome to the November 2026 Winchester Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the November 2026 key findings and figures for the Winchester rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winchester and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Winchester average rent prices in the chart below.

Monthly Rent Report

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Nov. 2026
1 BR       2 BR

Winchester Rent Prices Decrease From October to November

Winchester rent prices decreased over the last month. From October to November, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Winchester one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from October to November, Winchester experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Winchester two-bedroom apartments currently stands at $.

November Prices: Winchester vs. Surrounding Areas

Rent Prices in Winchester and Surrounding Areas

Rent prices have decreased in Winchester over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Winchester suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Winchester suburbs

  • Rents did not decrease in any of the Winchester suburbs.

November 2026 Pricing Trends: Winchester vs. National Comparisons

Winchester Rent Prices More Affordable Than Major Cities

Rent growth in Winchester over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Winchester average rent prices appear to be relatively affordable for local residents.

The price for a Winchester one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Winchester and surrounding area rent prices, take a look at the complete data set below.

Data set for Winchester and suburbs

1 BR November 1 BR M/M % Change 2 BR November 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.