Basics:-I currently live, and wish to continue living, in Boston/Cambridge/Somerville/Charlestown in a “nice” 1-2 bed (w/ significant other)-Assume I am fully extended with 20% down on a ~$900k property (or less on more, as I am willing to tolerate a negative cash flow of ~$2k/mo, inclusive of my personal rent)-I do not presently have a contractor/“team” and am not personally “handy” thus would need to factor in significant costs to any rehabOptions, as I see them:-Buy a 1-2 bed in an area I want to live, live there-Buy a multi family in an area I want to live and rent the other unit(s) - may overextend myself and I will not be able to carry the nut if significant vacancies-Buy a cash flowing rental property (single family, multi family, condo) in an area I don’t want to live (e.g., Everett, Revere, Chelsea, Dorchester, other B/C neighborhoods, out of state) and rent in my desired areaIf you were in my shoes, what might you do (aside from compromising on my desired location and house hacking a MF in a B/C neighborhood)?

Congratulations im at the same level too here in Boston and looking for GP or syndication to participate , multifamily always the easier and better option for me 

You're in the Boston area, so its high priced.

Jersey City has been extremely hot for years, and like @Michael Klauder said, the competition is quite fierce and you have to know the area well as the "vibe", so to speak, could vary drastically from block to block in these bigger cities.Hudson, Essex and/or Passaic counties have multifamily inventory, a high percentage of renters, and convenient transportation options for your commute into the city, so those would be a good starting point for you.

I am looking to buy rental properties in the North East (within a 3 hour drive from Boston).

I just recently moved from Boston to San Diego for work.

I am looking for an experienced investor in the greater boston area and/or Worcester county area.

My first question is what does everyone think about the Boston Real Estate Market and how inflated it seems? 

I live north of Boston, MA and am currently working with real estate agents throughout New England.

Quincy is a densely populated suburb (~100,000 people) of Boston.