If the room is remodeled but without structural changes to the wall that holds the window, you typically do not have to enlarge the existing window to meet contemporary building codes. 

Accommodation close to university campuses always seems to be in demand and you can contribute towards the overall vibe of the neighbourhood by enlarging the residential zone.

Nice to hear you have started your portfolio and have an ideal of how you would like to precede with enlarging your portfolio.You may notice Bigger Pockets has various resources: ebooks, blogs, forums, podcasts, webinars, colleagues, informative people in many fields of real estate, and more.If you have time consider spending 30 minutes for 30 consecutive days on Bigger Pockets.

During the course of this work we will also be moving two bedrooms & adding one in the lower unit to allow for the addition of a second bathroom and the enlargement of the living room.  

An example of this, is a simple lumber, a 4x4 is much more stronger than 3x3, in your case, an enlarged foundation is needed to accommodate the "earthquake load".

Also, in a smaller space, a lot of contrast makes things look smaller still, so a colour that blends together and provides a neutral backdrop enlarges the space.

There was at least 2 vents in the cinder block foundation so some ventilation.As far as work it should have a full shed dormer put on the back second floor to enlarge the 2 upstairs bedrooms and bathroom.First floor living room needs wall refinishing.

Here are some before/after pics of what I did (I forgot to take before pics of the finished unit so including before pics of the mirror-image second unit I'm working on now):(took out a wall to make it appear larger, enlarged the kitchen to add dishwasher, chalkboard wall, built-in counter-height table and put a sliding barn door on closet)(added pallet wood accent wall, aluminum backsplash, built-in wine rack, deep sink with industrial faucet and stainless doors on upper cupboards)(replaced tub with large stand-up tiled shower and shower head with body jets)(added a pallet wood accent wall to the larger bedroom)(added a coffee sack accent wall to the smaller bedroom)

We will be adding central air/heat.I wonder if we can enlarge the window .

To answer the scheduling question, here is the graphic I use in the BiggerPockets flipping book to indicate the order of scheduling for a typical renovation project -- the book goes into a lot of detail on the scope of each task, the dependencies between them and the completion time frames you should expect, but this should give you an idea of the task order (click to ENLARGE):