Before I retired, I was a broker, residential/commercial RE appraiser, expert witness in State and Federal Court, and a professional RE investor.

Since the house is pretty close to public transpiration and Google/Apple/Hi-Tech company bus station, so we were thinking that maybe finish up the basement to have more bedrooms and bathrooms, would attract those high-tech working professionals to share the house and bump up the rent?

@Basit Siddiqi ,  let me know what you think.I know that is the norm, but I wanted to tell @John Vietmeyer that not all the professional think or interpret the guidance the same way. 

Is there anything that you do in your professional career that can help you in real estate?

Talk to your tax professional about more strategies but I hope this helps in some way. 

Make it look as professional as you can and you will be the first to rent.

I don't see anywhere included with my taxes where an election was made, not to mention he never asked which one(s) we may be using this year.Then there's the subject of being a "real estate professional." 

@Jake Fugman I don't have any referrals in the space you're looking for but you can just punch in "YOUR CITY or AREA" plus "ATTORNEY" into the search window above and check out a few people's past endorsements to get a broader scope of professionals and to zero in on someone that fits your ticket.

What's key here is that the most significant tenant pool in these areas are working professionals/grad students who are being outpriced in Back Bay, Southie, South End, North End. 

If you find a property in the sweetspot where you can attract professionals as well as students vacancies will never be a problem.