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Apartments in Old Town Winchester

1 - 21 of 21 Results
1
$1,375
113 W Boscawen St #3
Winchester, VA
2 BR | Available Now
Contact
Old Town
$1,500
418
21-23 S Stewart St Winchester, VA
2 BR | Available Now
Contact
Old Town
1
$1,100
418 N Loudoun St
Winchester, VA
1 BR | Available Now
Contact
Old Town
11
$1,195 - 1,825
Fay Street Apartments
Deal
1008- F N Braddock St Winchester, VA
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
In Unit Laundry
17
$1,195 - 1,795
Fort Collier Terrace
Deal
1008- F N Braddock St Winchester, VA
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
In Unit Laundry
12
$925
S Braddock St
Winchester, VA
1 BR | Ask for Availability
Contact
Old Town
1
$1,500
19-49 W Bond St
Winchester, VA
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Disability Access
1
$1,400 - 1,500
Raleigh Court
1 40 Raleigh Ct Winchester, VA
2 BR | Available Now
Contact
Storage
Disability Access
Dishwasher
1
$1,500
Post Office Towns, Llc
N Pleasant Valley Rd Winchester, VA
2 BR | Dec. 10, 2025
Contact
Dishwasher
3
$1,550
443 Millwood Ave
Winchester, VA
2 BR | Available Now
Contact
32
$1,840 - 2,670
Stuart Hill
1981 Randolph Place Winchester, VA
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
In Unit Laundry
$1,300
111 Barrington Lane, Unit 111
Winchester, VA
2 BR | Available Now
Contact
Dog Friendly
Townhome
Dishwasher
18
$1,995
105 Braeburn Dr
Winchester, VA
3 BR | Available Now
Contact
Dog Friendly
House
29
$2,500
103 Mummert Cir
Winchester, VA
4 BR | Available Now
Contact
House
Dishwasher
1
$1,400 - 1,500
410
2254-2274 Roosevelt Blvd Winchester, VA
2 - 3 BR | Available Now
Contact
1
$1,250
415
20-26 1/2 Taft Ave Winchester, VA
1 BR | Dec. 16, 2025
Contact
Air Conditioning
Storage
$1,450
3-23 Taft Ave
Winchester, VA
2 BR | Available Now
Contact
Dishwasher
1
$1,550
421
2342-2354 Roosevelt Blvd Winchester, VA
2 BR | Available Now
Contact
Air Conditioning
Storage
Disability Access
Dishwasher
1
$1,400
Millwood Gateway Llc
151 Windy Hill Ln Winchester, VA
2 BR | Dec. 30, 2025
Contact
Dog Friendly
Cat Friendly
Storage
1
$1,850
Location! Location! Location!
127 Lighthouse Ln Winchester, VA
3 BR | Available Now
Contact
House
Storage
Dishwasher
1
$2,100
427 Tevis St
Winchester, VA
3 BR | Available Now
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House
1 - 21 of 21 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 20 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 $1,195 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 $1,622 per month.

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

Rentable.co has over 977 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 $1,200 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 $1,550 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 $1,550 per month, which is similar to the national average of $1,640 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 $48,000 to live comfortably.

Winchester:
December Rent Report

Welcome to the December 2025 Winchester Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2025 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

$1,800
$1,350
$900
$450
$0
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
1 BR       2 BR

Winchester Rent Prices Decrease From November to December

Winchester rent prices decreased over the last month. From November to December, 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 November to December, 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 $.

December 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.

December 2025 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 December 1 BR M/M % Change 2 BR December 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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