So, talk to all the people you know about what you want to do.And hire a good securities attorney.

Plus, you will likely find more buyers if you offer compensation to a buyer's agent so even if you don't hire a listing agent you will still have commission expenses.

@Andrew GrimmettTechnically you do not own the property because you did not record the deed - so my guess is you cannot write off any expenses on it since you don’t own it.You probably want to talk to an attorney about this - as also if something were to happen to your grandfather and there are other family members they could contest the quit claim deed - but this will have tax and legal consequences so you should seek those two specialists for this specific situation

Stop hanging out with your deadbeat buddies that spend all day drinking, talking sports, and otherwise wasting away.

Brandon Rush lists many REI meetup events in CT on Facebook, so I'd recommend joining a couple groups to make local connections.

According to AirDNA the top ten vacation rental destinations with the greatest proportion of pet friendly AirBnB listings are:1.

Other than that...she handles everything on list or buy side. 

Is so, does the clutter present a danger to other units (pests, fire, etc.).I would talk to your agent and see if this is going to be an issue.

Quote from @Christopher Rodriguez: I can't address everything in your post, but I can advise you to talk to other agents.

Most new investors who talk about building do it because none of the existing inventory out there meets their financing.