What Is The Simplest Picture Software to Upload Pictures to MLS?

I would help if I can, but you've lost me.

In looking back at the question in your title, I would say you don't need any special software.  You login to the MLS, click upload and it allows you to find the photo off your hard drive.

I don't use any special software to upload the photos which is why I may have been confused.  I've only dabbled with Picasa, but as I understand it, Picasa is used to manipulate and organize photos.  I know that PC's which run Windows often have a file folder called "My Pictures."  I'm not aware of software called "My Pictures."

Telling you how I handle uploading to MLS might help your situation.  I use a Mac, so I usually import the photos from the camera to iPhoto.  iPhoto makes it easy for me to view all the photos and select the ones I want to process and eventually use in the MLS.  I then export the photos I want to use to a file folder on my hard drive just for homes I've shot.  Within that folder are folders with the address to each home I've shot.  As a professional photographer, I have many folders in my real estate photo folder, but labeling them by address makes them easy to find when I need them.

I then open Photoshop Elements to process the photos.  As I process each photo I save a full resolution version and a cropped version for MLS.  My MLS requires an aspect ratio of 4:3 so I crop to 800 pixels by 600 pixels.  This gives me a small file size so they upload quickly to the MLS.  I rename the smaller photo by adding the letters "SM" to the end of the file name.  This makes it easy to identify the small from the full size photos.

I then create two file folders within the one with the address to the home.  One is called "Small" and the other is called "Large."  This way I can just go to the folder I want depending on whether I'm using the photo for print or for the web.

When it comes time to upload the photos to MLS, I just click "upload" or "browse" from the MLS upload page and select the photos I want to upload.  Having them well organized makes them easy to find and upload.

Here's an example of how the photos would be organized:

• My Pictures
  • Family Photos
  • Fun Photos
  • Real Estate Photos
    • 123 E Main St
      • Large
        • DSC1234.jpg
        • DSC1235.jpg
        • ...
      • Small
        • DSC1234SM.jpg
        • DSC1235SM.jpg
        • ...
    • 456 N 10th St
      • Large
      • Small
    • 789 S Sycamore
      • Large
      • Small

Within each of the Large and Small file folders are the photos for each home.  I hope this makes sense to everyone and that it helps you in uploading your photos to the MLS.

I am also a photographer so I use Adobe Lightroom to manage my photos and retouch them or make them lighter etc..  But for something easy and the ability to make my photos smaller, I use Microsoft Office Picture Manager.  It resides on my computer, not on the web.