Apartments in Winchester

1 - 27 of 27 Results
1
$1,600
1700 Valley Ave Winchester, VA
1 BR | Available Now
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Dishwasher
26
$1,195 - 1,795
1008- F N Braddock St Winchester, VA
1 - 2 BR | Available Now
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Air Conditioning
Surface Parking
In Unit Laundry
Dishwasher
Old Town
17
$1,245 - 1,820
1008- F N Braddock St Winchester, VA
1 - 3 BR | Available Now
Contact
Air Conditioning
Surface Parking
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
32
$1,800 - 2,640
1981 Randolph Place Winchester, VA
1 - 3 BR | Available Now
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Luxury
Section 8
Air Conditioning
Surface Parking
In Unit Laundry
10
$1,200
Winchester, VA
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
3
$1,350
422
2360 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Dishwasher
7
$1,300
Winchester, VA
1 BR | May. 18, 2026
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Air Conditioning
Storage
1
$1,350
008
2332 Wilson Blvd Winchester, VA
1 BR | Available Now
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Air Conditioning
Storage
1
$1,550
421
2342-2354 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
Dishwasher
23
$1,449 - 1,549
Winchester, VA
2 BR | Available Now
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Dog Friendly
1
$1,400
Winchester, VA
2 BR | Available Now
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House
Old Town
17
$2,195
Winchester, VA
3 BR | Available Now
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Dog Friendly
House
12
$1,595
Winchester, VA
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
1
$1,050
Winchester, VA
1 BR | May. 10, 2026
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Old Town
1
$1,450
Clearbrook, VA
2 BR | Available Now
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House
19
$1,999
Cross Junction, VA
3 BR | Available Now
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House
1
$1,500
Winchester, VA
2 BR | May. 10, 2026
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House
Old Town
1
$1,425 - 1,600
Winchester, VA
1 - 2 BR | Available Now
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Balcony/Deck/Patio
Dishwasher
1
$1,400 - 1,700
410
2254-2274 Roosevelt Blvd Winchester, VA
2 - 3 BR | Available Now
Contact
1
$1,200
Winchester, VA
2 BR | Available Now
Contact
1
$1,350
Winchester, VA
1 BR | Available Now
Contact
Old Town
2
$1,795
Winchester, VA
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
1
$2,500
Winchester, VA
3 BR | Jul. 1, 2026
Contact
House
1
$1,450
Winchester, VA
2 BR | Available Now
Contact
House
1
$1,500
214 Banbury Ter Winchester, VA
2 BR | Available Now
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House
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
Contact
Dog Friendly
Townhome
Dishwasher
1 - 27 of 27 Results
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How much does it cost to rent an apartment in Winchester?

Winchester Apartments
Bed Type Average Rent Range
1BR $1,330 $1,050 - $1,800
2BR $1,500 $1,200 - $2,050
3BR $2,020 $1,700 - $2,500

Neighborhoods

Search Cities Near Winchester, VA

Winchester:
May Rent Report

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

$1,600
$1,200
$800
$400
$0
Jun. 2025
Jul. 2025
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Sep. 2025
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Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Winchester Rent Prices Decrease From April to May

Winchester rent prices decreased over the last month. From April to May, 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 April to May, 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 $.

May 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.

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