I grab the file from my Windows Desktop, and I drop it in the remote file panel area (not the tree area though) of the explorer view. The transfer appears to be succesful, but I have to click refresh to get it to display.
I have changed a lot of settings, for example, double-click copies to desktop, background transfers on, etc, so I am attaching my wincsp.ini file:
[Configuration]
[SshHostKeys]
rsa2@22:mydomain.com=0x23,0xac1234.bla.bla
[Configuration\CDCache]
user@mydomain.com=1234.bla.bla
[Configuration\Interface]
RandomSeedFile=%25APPDATA%25%5Cwinscp.rnd
PuttyRegistryStorageKey=Software%5CSimonTatham%5CPuTTY
ConfirmOverwriting=1
ConfirmResume=1
AutoReadDirectoryAfterOp=1
SessionReopenAuto=5000
SessionReopenBackground=2000
SessionReopenTimeout=0
TunnelLocalPortNumberLow=50000
TunnelLocalPortNumberHigh=50099
CacheDirectoryChangesMaxSize=100
ShowFtpWelcomeMessage=0
ContinueOnError=0
ConfirmCommandSession=1
SynchronizeParams=66
SynchronizeOptions=5
SynchronizeModeAuto=-1
SynchronizeMode=0
MaxWatchDirectories=500
QueueTransfersLimit=2
QueueAutoPopup=1
QueueRememberPassword=1
PuttySession=WinSCP%20temporary%20session
PuttyPath=%25PROGRAMFILES%25%5CPuTTY%5Cputty.exe
PuttyPassword=0
TelnetForFtpInPutty=1
IgnoreCancelBeforeFinish=DFBC9A785634023F
BeepOnFinish=0
BeepOnFinishAfter=176CC1166CC1363F
SynchronizeBrowsing=0
KeepUpToDateChangeDelay=500
ChecksumAlg=md5
SessionReopenAutoIdle=5000
Interface=1
ShowAdvancedLoginOptions=1
ConfirmExitOnCompletion=1
CopyOnDoubleClick=1
CopyOnDoubleClickConfirmation=0
DDAllowMove=0
DDAllowMoveInit=0
DDTransferConfirmation=0
DDTemporaryDirectory=
DDWarnLackOfTempSpace=1
DDWarnLackOfTempSpaceRatio=9A9999999999F13F
DeleteToRecycleBin=1
DimmHiddenFiles=1
RenameWholeName=0
SelectDirectories=0
SelectMask=%2A.%2A
ShowHiddenFiles=1
ShowInaccesibleDirectories=1
ConfirmTransferring=1
ConfirmDeleting=1
ConfirmRecycling=1
ConfirmClosingSession=0
AutoStartSession=
UseLocationProfiles=0
UseSharedBookmarks=0
LocaleSafe=1033
DDExtEnabled=0
DDExtTimeout=1000
DefaultDirIsHome=1
TemporaryDirectoryAppendSession=0
TemporaryDirectoryAppendPath=1
TemporaryDirectoryCleanup=1
ConfirmTemporaryDirectoryCleanup=1
PreservePanelState=1
Theme=OfficeXP
PathInCaption=1
MinimizeToTray=0
BalloonNotifications=1
NotificationsTimeout=10
NotificationsStickTime=2
CopyParamAutoSelectNotice=1
SessionToolbarAutoShown=1
LockToolbars=0
AutoOpenInPutty=0
LastMonitor=0
VersionHistory=40207758,stable
[Configuration\Logging]
Logging=0
LogFileName=
LogFileAppend=1
LogWindowLines=0
LogProtocol=0
LogActions=0
LogView=0
LogWindowOnStartup=1
LogWindowParams=66;87;566;487;0
[Configuration\Interface\CopyParam]
AddXToDirectories=1
Masks=%2A.%2Ahtml;%20%2A.htm;%20%2A.txt;%20%2A.php;...
FileNameCase=0
PreserveReadOnly=0
PreserveTime=1
PreserveRights=0
IgnorePermErrors=0
Text=rw-r--r--
TransferMode=2
ResumeSupport=0
ResumeThreshold=10240000
ReplaceInvalidChars=1
LocalInvalidChars=/%5C:%2A%3F"<>|
CalculateSize=1
ExcludeFileMask=
NegativeExclude=0
ClearArchive=0
CPSLimit=0
Queue=1
QueueNoConfirmation=0
QueueIndividually=1
NewerOnly=0
CopyParamList=-1
[Configuration\Interface\NewDirectory]
Valid=00
[Configuration\Interface\SynchronizeChecklist]
WindowParams=0;-1;-1;600;450;0
ListParams=1;1|150,1;100,1;80,1;130,1;25,1;100,1;80,1;130,1|0;1;2;3;4;5;6;7
[Configuration\Interface\FindFile]
WindowParams=646,481
ListParams=3;1|125,1;181,1;80,1;122,1|0;1;2;3
[Configuration\Interface\ConsoleWin]
WindowSize=570,430
[Configuration\History\Commands]
0=man%20touch
1=dir
[Configuration\History\LocalTarget]
0=%2A.%2A
[Configuration\Interface\Editor]
FontName=Courier%20New
FontHeight=-13
FontStyle=0
FontCharset=1
WordWrap=1
FindTextA=
ReplaceTextA=
FindMatchCase=0
FindWholeWord=0
FindDown=1
TabSize=2
MaxEditors=500
EarlyClose=2
SDIShellEditor=0
WindowParams=
[Configuration\Interface\QueueView]
Height=110
Layout=70,160,244,80,80,80
Show=0
LastHideShow=1
ToolBar=0
[Configuration\Interface\Updates]
Period=0
LastCheck=7E9EDEC53EB6E340
HaveResults=1
ShownResults=1
BetaVersions=1
ConnectionType=1
ProxyHost=
ProxyPort=8080
ForVersion=40207758
Version=0
Message=
Critical=0
Release=
Disabled=0
Url=
UrlButton=
[Configuration\Interface\Explorer]
ToolbarsLayout=Queue_Visible=1,Queue_LastDock=QueueDock,...
DirViewParams=0;1;0|358,1;70,1;128,1;79,1;62,1;55,1;20,0;150,0;...
StatusBar=1
WindowParams=556;78;1280;771;0
ViewStyle=3
ShowFullAddress=1
DriveView=1
DriveViewWidth=236
[Configuration\Interface\Commander]
ToolbarsLayout=Queue_Visible=1,Queue_LastDock=QueueDock,...
CurrentPanel=1
LocalPanelWidth=00000060C07CE83F
SwappedPanels=1
StatusBar=1
WindowParams=415;159;1216;756;0
ExplorerStyleSelection=0
PreserveLocalDirectory=0
CompareByTime=1
CompareBySize=0
FullRowSelect=1
TreeOnLeft=1
[Configuration\Interface\Commander\LocalPanel]
DirViewParams=0;1;0|150,0;70,0;101,0;79,0;62,0;55,0|0;1;2;3;4;5
StatusBar=0
DriveView=0
DriveViewHeight=100
DriveViewWidth=100
[Configuration\Interface\Commander\RemotePanel]
DirViewParams=0;1;0|178,1;70,1;123,1;79,1;62,1;55,0;20,0;150,0;125,0|0;1;8;2;3;4;5;6;7
StatusBar=1
DriveView=1
DriveViewHeight=100
DriveViewWidth=370
[Configuration\Security]
UseMasterPassword=0
MasterPasswordVerifier=
[Sessions\mydomain.com]
HostName=mydomain.com
UserName=user
FSProtocol=0
LocalDirectory=C:%5CDocuments%20and%20Settings%5CUser%5CDesktop
RemoteDirectory=/home/user/public_html
PingInterval=10
PingIntervalSecs=0
PingType=1
ReturnVar=%3F
Shell=/bin/bash
CacheDirectories=0
[FtpsCertificates]
f2:d0:43:1f:b2:0a:27:81:5e:33:3c:cc:0a:ff:b4:98:b6:14:09:08=
[Configuration\History\Mask]
0=%2A.%2Ahtml;%20%2A.htm;%20%2A.txt;%20%2A.php;%20%2A.php3;%20%2A.cgi;...
[Configuration\History\ExternalEditor]
0="C:%5CProgram%20Files%5CPSPad%20editor%5CPSPad.exe"%20!.!
[Configuration\Interface\Editor\0]
FileMask=%2A.%2A
Editor=1
ExternalEditor="C:%5CProgram%20Files%5CPSPad%20editor%5CPSPad.exe"%20!.!
ExternalEditorText=1
SDIExternalEditor=0
DetectMDIExternalEditor=0
[Configuration\Interface\Editor\1]
FileMask=%2A.%2A
Editor=0
ExternalEditor=
ExternalEditorText=1
SDIExternalEditor=0
DetectMDIExternalEditor=0
[Configuration\History\CustomCommandParam]
0=%2E
[Configuration\History\CustomCommand]
0=tar%20-xvf%20!
1=unzip%20!
2=tar%20-zxvf%20!
3=tar%20-xzvf%20!
4=tar%20-xz%20--directory="!%3F&Extract%20to%20directory:%3F.!"%20-f%20"!"
5=&Execute
6=&Touch
7=Ta&r/GZip...
8=&UnTar/GZip...
9=&Grep...
10=&File%20Compare
11=&Print
[Configuration\HistoryParams\CustomCommand]
0=00000080
1=00000080
2=00000080
3=00000080
4=00000080
5=00000000
6=00000000
7=00000000
8=00000000
9=00000000
10=00000000
11=00000000
[Configuration\CustomCommands]
&UnTar/GZip...=tar%20-xz%20--directory="!%3F&Extract%20to%20directory:%3F.!"%20-f%20"!"
&Grep...=grep%20"!%3F&Search%20for%20pattern:%3F!"%20!&
Ta&r/GZip...=tar%20-cz%20%20-f%20"!%3F&Archive%20Name:%3Farchive.tgz!"%20!&
_UnTAR only=tar%20-xvf%20!
_UnTAR/GZIP=tar%20-zxvf%20!
_UnZIP=unzip%20!
[Configuration\CustomCommandsParams]
&UnTar/GZip...=0
&Grep...=512
Ta&r/GZip...=1
_UnTAR only=0
_UnTAR/GZIP=0
_UnZIP=0