I can’t provide you with any code since I not really know where to start.
I like to add some programmatically created widgets (or just html) after the 1st Widget inside my sidebar. Right now I have it that I have to include this widgets before all others, that was pretty easy of course.
If I’m understanding you correctly, a dirty way to achieve this would be to use 2 sidebar areas on the page: an upper and lower. Call the upper, then include your code, then call the lower.
Other ways might be to create your own widget that pulls in the appropriate data at runtime, but you haven’t explained the “programmatically created” part of your requirement.
Edit: Forgot – add this code to your functions.php
Then you just need to add the filter to let wordpress know to use this function:
In addition to adding code after the widget, you can use this to add code, modify classes (such as first/last), or really change any feature about the widgets $params.