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DeskPins is my favorite. It is a very small application to help keep windows on top of everything else by setting pins on the windows. The user interface is intuitive, just click on the DeskPins icon at the system notification area (tray), and drop the pin at any window you like to set on top of other windows. To remove the pin, click on it again.
DeskPins features intelligent handling of various application types. It works on normal windows, skinned windows (such as Windows Media Player in skin mode), or even a DOS command window. It also provides an option to enable autopins, change pin colors and other settings.
If you just need the setting on-top feature, DeskPins is definitely the best choice among all candidates.
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FileBox eXtender adds a setting on-top button directly to the window. This makes the task more intuitive and simpler, click and unclick on the added pin serves the purpose. You do not need to drop the pin like Deskpins.
It comes with a drawback though. FileBox eXtender's pin cannot attach to some skinned or DOS command windows.
In addition to setting on-top, it has other features such as roll-up windows, easy access to favourite and recent folders/documents with a click on Windows Explorer or a file open/save dialogue box. These features can be disabled if you do not need them.
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 If you are looking for more features for controlling windows, PowerMenu is a good choice. After installing this program, a right click on an open window will show up a menu item Always On Top for placing the window on top. Other features available in the menu include setting transparency of windows and minimizing windows to tray.
A drawback of the program is that it does not support some skinned windows, neither a DOS command window.
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 Another alternative is to use xNeat Windows Manager Lite (free lite version). With this program, a right click on the top of an open window allows you to choose Make On Top, together with other available functions such as Hide Window, Send To Tray and Transparency. Moreover, a right click on the taskbar will show up which are the selected On Top Windows, as well as Hidden Windows, Trayed Windows, Hidden Tray Icons, and setting taskbar appearance.
However, the program in the version under this review is found to have an issue when running on Vista. Upon shutting down Vista, you will encounter that TaskEng (Task Scheduler Engine Process) is still running and you need to select Shut down now or Cancel. Strangely either option you choose, Vista will proceed to shut down.
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Dexpot which is a virtual desktop manager also supports setting on-top windows, in addition to its main feature of creating several virtual deskops and other secondary features such as minimizing to system tray, setting transparency, and rolling-up windows.
However, similar to the weakness of PowerMenu, Dexpot does not allow setting a DOS command window or other skinned windows on top of other windows.
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RegToy's Window Manager is also a powerful tool to control windows. Besides setting on-top, it offers many other features such as apply opacity, minimise to tray, roll-up, hide windows, take snapshots, etc.
RegToy comes with a package with other utilities which include registry tweaking, startup manager, shell context menu extension, screen capture, wallpaper changer, shutdown scheduler, disk cleaner, memory cleaner, file renamer, file splitter, file encryptor and many other miscellaneous tools.
For setting on-top windows, RegToy's Window Manager does not support DOS windows and skinned windows.
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I have used Desk Pins for years but I can no longer get it to work on Vista. I have made two changes to Vista - the SP1 update and also adding Chrome browser and this is on three different laptops. Desk Pins was definitely the best program.
I am running it on Vista SP1 but has no problem. I am using Chrome too on a notebook and a desktop. Another way is to set running the program in compatibility mode.
Best is WindowSpace, they are fast modern and expertly programmed. Fully Supports Vista x64 edition and rock-solid.
http://ntwind.com/
It is a commercial software and excluded from review.
See also:
http://www.techsupportalert.com/best-free-windows-explorer-addons.htm
Thanks Peter, FileBox eXtender is a good candidate. Added in the review.
RegToy also provides an awesome Window Manager, but you will have to install many other features you might never use.
http://k-n.co.cc/index.html
Thanks for the comments and updated in the review.
Like Dexpot (11/29/2008), DirectFolders sets a window on top with a right click. "Right click on Close [X] button of any application to make it stay on top of other windows."
Thanks for the info and appended in the review.
Just wanted to add a note that if you use Dexpot (the excellent desktop switcher), you can right-click on any window and set it "always on top", without the need for an extra specific App.
Many thanks for the note. Updated in the review.
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