Apartments in Winchester

1 - 22 of 22 Results
32
$1,655 - 2,650
1981 Randolph Place Winchester, VA
1 - 2 BR | Feb. 21, 2026
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Dog Friendly
Cat Friendly
Luxury
Section 8
Air Conditioning
17
$1,695 - 1,795
1008- F N Braddock St Winchester, VA
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
In Unit Laundry
1
$1,250
415
20-26 1/2 Taft Ave Winchester, VA
1 BR | Available Now
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Air Conditioning
Storage
1
$1,300
151 Windy Hill Ln Winchester, VA
2 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Storage
Disability Access
1
$1,400 - 2,000
151 Windy Hill Ln Winchester, VA
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
1
$1,200
Winchester, VA
2 BR | Available Now
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Old Town
1
$1,550
421
2342-2354 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
Dishwasher
29
$2,500
Winchester, VA
4 BR | Available Now
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House
Dishwasher
20
$1,549 - 1,599
Winchester, VA
2 BR | Available Now
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Dog Friendly
4
$1,550
Winchester, VA
2 BR | Available Now
Contact
12
$925
Winchester, VA
1 BR | Ask for Availability
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Old Town
10
$1,199
Winchester, VA
1 BR | Available Now
Contact
1
$1,450
N Pleasant Valley Rd Winchester, VA
2 BR | Available Now
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Dishwasher
1
$1,600
710 728 Woodstock Ln Winchester, VA
2 BR | Available Now
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1
$1,350
Winchester, VA
2 BR | Available Now
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Old Town
1
$1,600
1 40 Raleigh Ct Winchester, VA
2 BR | Available Now
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1
$2,000
Winchester, VA
2 BR | Available Now
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Dishwasher
Old Town
1
$1,400 - 1,500
410
2254-2274 Roosevelt Blvd Winchester, VA
2 - 3 BR | Available Now
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1
$1,500 - 1,600
Winchester, VA
1 - 2 BR | Available Now
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Dishwasher
$1,450
Winchester, VA
2 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 - 22 of 22 Results
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How much does it cost to rent an apartment in Winchester?

Winchester Apartments
Bed Type Average Rent Range
1BR $1,380 $930 - $1,770
2BR $1,550 $1,270 - $1,950
3BR $1,800 $1,500 - $2,000

Neighborhoods

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Winchester:
February Rent Report

Welcome to the February 2026 Winchester Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the February 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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1 BR       2 BR

Winchester Rent Prices Decrease From January to February

Winchester rent prices decreased over the last month. From January to February, 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 January to February, 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 $.

February 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.

February 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 February 1 BR M/M % Change 2 BR February 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.