It'll help down the road when you do not want to remodel but you'll know what needs to be done and a contractor can't try to fool you just because you're a woman. 

Get a few contractor estimates to get it up to market comps and compare what you could sell it for fixed up vs as is.

I am glad you enjoyed reading a little about our plan for real estate and total world domination.

I’ve received several different responses when I’ve asked contractors.

Uncertain of what she would enjoy and idealistic. 

Does anyone have recommendations for reliable contractors that do good work in the Washington DC area? 

Even if paying contractors and building a team to do 100% of the work, meeting contractors, viewing properties, etc all take time away from a "real" job at best and more likely than not require time during work hours to do these and move quickly and efficiently. 

Fundrise is something I have put some funds aside in, and am looking to get into yield street, but I am not an accredited investor.I also do enjoy doing the work but would like to see some progress.

That will allow me to fill the whole property up and I can live in an area that I enjoy more.

I enjoy most sports, outdoor activities, and spending time with family.