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Apartments in Old Town Winchester

1 - 18 of 18 Results
21
$2,525
122 N Washington St
Winchester, VA
3 BR | Oct. 1, 2026
Contact
Dog Friendly
House
Balcony/Deck/Patio
Storage
Dishwasher
$1,500
418
21-23 S Stewart St Winchester, VA
2 BR | Available Now
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Old Town
1
$1,150
22 Peyton St
Winchester, VA
2 BR | Available Now
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Old Town
26
$1,655 - 1,925
Fay Street Apartments
1008- F N Braddock St Winchester, VA
2 - 3 BR | Available Now
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Air Conditioning
Surface Parking
In Unit Laundry
Dishwasher
Old Town
41
$1,650 - 1,920
Fort Collier Terrace
Deal
1008- F N Braddock St Winchester, VA
2 - 3 BR | Available Now
Contact
Air Conditioning
Surface Parking
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
1
$1,600
19-49 W Bond St
Winchester, VA
3 BR | Available Now
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Dog Friendly
Cat Friendly
Disability Access
17
$1,749
265 Opequon Ave
Winchester, VA
3 BR | Available Now
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Dog Friendly
House
18
$2,095
122 Morningside Dr
Winchester, VA
3 BR | Available Now
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Dog Friendly
House
32
$1,675 - 3,535
Stuart Hill
1981 Randolph Place Winchester, VA
1 - 3 BR | Available Now
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Luxury
Section 8
Air Conditioning
Surface Parking
In Unit Laundry
$1,300
111 Barrington Lane, Unit 111
Winchester, VA
2 BR | Available Now
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Dog Friendly
Townhome
Dishwasher
1
$2,400
2066 Honeysuckle Ln
Winchester, VA
3 BR | Available Now
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House
1
$1,400
410
2254-2274 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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$2,100
009
2-14 Taft Ave Winchester, VA
3 BR | Available Now
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Dishwasher
1
$1,695
2270 Valor Dr - 2270 Valor Dr
Winchester, VA
2 BR | Available Now
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Dog Friendly
Cat Friendly
1
$1,550
421
2342-2354 Roosevelt Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
Dishwasher
26
$1,625
129 Brookland Ter
Winchester, VA
2 BR | Available Now
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House
$1,300
007
2328 Wilson Blvd Winchester, VA
2 BR | Available Now
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Air Conditioning
Storage
Disability Access
1
$1,250
008
2332 Wilson Blvd Winchester, VA
1 BR | Available Now
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Air Conditioning
Storage
1 - 18 of 18 Results
  1. Home
  2. Winchester
  3. Old Town
Frequently Asked Questions

How many apartments are available in Old Town on Rentable.co?

Rentable.co has over 17 apartments available near Old Town.

What is the average rent for a one-bedroom apartment in Old Town?

The average rent for a one-bedroom apartment near Old Town is around $1,675 per month.

What is the average rent for a two-bedroom apartment in Old Town?

The average rent for a two-bedroom apartment near Old Town is around $1,695 per month.

How many apartments are available in Winchester, VA on Rentable.co?

Rentable.co has over 1,109 apartments available in Winchester.

What is the average rent for a one-bedroom apartment in Winchester, VA?

The average rent for a one-bedroom apartment in Winchester is around $1,680 per month.

What is the average rent for a two-bedroom apartment in Winchester, VA?

The average rent for a two-bedroom apartment in Winchester is around $1,710 per month.

How expensive is it to rent an apartment in Winchester, VA?

For a two-bedroom apartment in Winchester, the average rent price is $1,710 per month, which is similar to the national average of $1,610 per month.

Can I afford an apartment for rent in Winchester, VA?

Based on average rent prices in Winchester, to afford a one-bedroom apartment you would need an annual household income of $67,000 to live comfortably.

Winchester:
August Rent Report

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

$50
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$10
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Sep. 2025
Oct. 2025
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Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
1 BR       2 BR

Winchester Rent Prices Decrease From July to August

Winchester rent prices decreased over the last month. From July to August, 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 July to August, 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 $.

August 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.

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

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