@Michael Silver:  I am going to be working in the Brookline/Longwood area so being able to take the MBTA in would be ideal.Your best bet is to find a house hack within an easy commute to I-90 (a.k.a. the Mass Pike). 

Other duplexes will come down the pike after you have refinanced the family home.

@Zach Westerfield, I recognize that name from Pike County.

You can see Pikes Peak from anywhere in town.

Originally posted by @Michael Pike:@Willard Blair I tried Cozy and it was ok but now I use TenantCloud.

Some Suffolk and some Barnstable - but not so much on the north shore.The one thing I can share is that north of the Mass Pike and west of RT 128, you start to get into the Worcester hills (about 1,000 feet in altitude). 

I am a big proponent of Airbnbs and a self proclaimed rule breaker but after getting burned several times by bending the rules, I recommend that everyone know the regulations that are currently in play and any that may be coming down the pike so that you don't get stuck with fines. 

@Andrea Coulter I have been fortunate enough not to reach the point of eviction during this (apparently perpetual) ban on evictions in NYS.My attorney is John Keenan, and he is really on top of all of these changes coming down the pike. 

Folks in Westlake or Pepper Pike are regularly paying $10,000-$15,000+ per year in taxes on their homes.

.” ― Albert Pike