Hi - I have used outlook.com exclusively for several years straight although right now and I am in the process of switching over to iCloud for email, contacts, calendars and notes because I like them so much.
Outlook.com mail always worked well and had good search results for me. It also imports mail from other providers very quickly compared to other imports I've seen. Outlook.com calendar works well and syncs to the mobile phones well but I just never cared for the web interface at all. Same with the contacts. The one thing that absolutely rules with using the Outlook.com is the OneDrive for photos. They keep improving the photos functionality and it works just great. It has all the the features you want such as a drive/folder on your computer, a camera roll backup on your phone (that you can delete a photo off the phone but not online if you want), and the best albums sharing ability I have found yet. And finally, I tried to use OneDrive for all my files (in lieu of Dropbox) and I had syncing errors and conflicts occasionally. This has never happened to m with Dropbox so I am staying put with them. So, to sum up, I have tried at one point to use several providers as my "one" provider and there is always something that prevents this. So I am still using the best of each. I am happy to answer anything else I can about outlook.com for you from my experience. I am moving away from Microsoft products in general as a matter of preference and planning to get Macbook (yay). But until this past year I have been a big Microsoft fan. : )