The main issues I see in Portsmouth is to thoroughly do your tenant background checks as I see a lot of people kicking doors when trying to rent.

Make sure to check out @David Pere's Military to Millionaire.

Unfortunately, there is no right answer.....It depends on the specific property, it's condition and what you're planning to do with it.For example, on a distressed property that you're going to flip, if it's listed for $250k, I have offered $150kOn a prospective primary residence that is a custom home, if you offer $650k on a $750k list price, the seller will probably just reject your offer and not even counter.

Definitely would check!

Although they do have homeowners that are consolidating debt, that isn't their primary customer.

Never dealt with sound proofing so be good to check that out.Good luck.

I checked Redfin and I'm seeing properties at around 75-90k a door.

(BUT when qualifying the tenant's income, they only need to qualify for their portion). 2) Consult an attorneyyyyyyyyy :)3) Standard I've always used is no more than 7 days per month and max of 14 days per year, otherwise they would be considered an Occupant and need to complete a background check and add to the lease. 

Why hold in Baltimore when you can hopefully get it vacant, sell it, and use the money for another property closer to you or use that money to build an ADU.Have you checked the regulations on ADU and impervious cover for your house?

During the winter there's a lot of demand for STRs, especially near the entrance to Loon.As an example, check out 21 Franklin St in Lincoln.