Your duplicate post on Stack Overflow:
https://stackoverflow.com/q/49656000/850848

I would use a filemask

https://winscp.net/eng/docs/library_transferoptions#filemask

Something to the tune of

$transferOptions.FileMask = "*>=5D"

The below Powershell script connects to my SFTP sever and deletes all my files under the path /test/my_file/.

Is there a way where I can say only delete files that is five days old under the path /test/my_file/

Add-Type -Path " WinSCPnet.dll"

$sessionOptions = New-Object WinSCP.SessionOptions -Property @{
Protocol = [WinSCP.Protocol]::Sftp
HostName = "example.test.com"
UserName = "username"
Password = "password"
SshHostKeyFingerprint = "ssh-rsa 1234 xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx:xx"
}

$sessionOptions.AddRawSettings("ProxyMethod", "0")
$sessionOptions.AddRawSettings("ProxyHost", "123.45.67.8")
$sessionOptions.AddRawSettings("ProxyPort", "8080")

$session = New-Object WinSCP.Session

try
{
$session.Open($sessionOptions)

# Remove files
$session.RemoveFiles("/test/my_file/*").Check()
}
finally
{
$session.Dispose()
}
thank you in advance.