Thanks for your interest in Typekit!
1. If I purchase the Photoshop CC and Lightroom CC package (for a year) does it come with access to TypeKit?
The Creative Cloud Single-App Subscriptions come with a Typekit Portfolio plan. This plan gives you access to all of the fonts in the Typekit library for both web and desktop use.
If you are referring to the Creative Cloud Photography Plan, however, it comes with a Typekit Trial plan. The Trial plan gives you access to a selection of fonts for web and desktop use, and can be upgraded independently to the Portfolio level from the Typekit website. You can read more about the CCPP on the Adobe website:
http://helpx.adobe.com/photoshop/kb/differences-photoshop-creative-cloud-photography.html
2. I have InDesign CS4 on my system, will I be able to access TypeKit fonts to use with InDesign CS4?
Yes, desktop fonts synced from Typekit are available in all your desktop applications, including older versions of the Creative Suite and even non-Adobe applications.
3. If I can use TK with ID CS4 will these fonts print to a desktop printer or are they just viewable on screen?
Yes, you will be able to print documents that you have created with fonts synced from Typekit. The fonts synced from Typekit work similarly to any that you have installed locally on your computer.
4. Roughly how many fonts are in TypeKit?
There are more than 1000 font weights and styles licensed for desktop use:
https://typekit.com/fonts?collection=full&licenses=desktop
and more than 4200 available for web use:
https://typekit.com/fonts?collection=full&licenses=web
You can browse all of the fonts in the Typekit library before you sign up by visiting typekit.com/fonts.
I hope that this helps; let me know if you have any other questions. You can also read more about Typekit in our help pages, help.typekit.com. Best,
-- liz