From that I was able to find a great realtor and a duo general contracting team that has been very reliable- chatting with them almost daily and doing a video walk through once a week. 

Summer,When I have photos made for my listing I have the photographer make a walk through video as well.

He's out in Worcester all the time so his advice here is great.Funny that you mentioned those window wells, I was watching a video from @Mark Ferguson that had the window wells in a basement unit:Basement window well youtube videoDefinitely cool to see!

@Nam PhamContracts: Have a detailed contract outlining the scope of work, deadlines, payment schedules, and materials to be used.Updates: Establish a schedule for regular updates, such as weekly calls or video conferences, to discuss progress and any issues.Project Management: Utilize project management tools like Trello, Asana, to track progress, manage tasks, and store documents.Documentation: Request regular photo and video updates.

If you must, get video because with video someone can slowly pan across and capture almost every surface.

Any tips, videos or ideas anyone could suggest to help us make our first move possibly a step towards investing in real estate? 

So far it's been great, I was very nervous at first but I found great info in the forums and youtube videos that helped me take the first steps.

Check out Simon Sinek’s video. https://www.youtube.com/watch?

That used to be a big deal, now not so much.....There was a long period where that was not really a consideration yet people continued to prefer separated rooms.And to the extent that energy costs continue to rise it is likely to be relevant again (and actually already is for a lot of people). 

I did not find any relevant section in which to ask this question.