My portfolio started with a $35,000 Diamond Head condo that has generated over $400,000 in appreciation and over $400,000 in net rents.  

You can check out the Eastern Mass REIA that has meetings in Rockland and Taunton (Though I think they didn't have the Taunton meeting this month at least), the House Flipping School meetup in Plymouth and my personal favorite the Black Diamond meeting in Waltham (2nd meeting in Worcester).  

Notice that results are sorted into type of post.Our Black Diamond events are open to everyone, our Worcester event is tonight, and Waltham is next Tuesday, I look forward to meeting you there!

Matt, I haven't been to this group personally, but it looks like the South Shore REIA is still active and has an upcoming meeting in Wareham April 5th.I have personally been to and can recommend both the Black Diamond REI and RI Real Estate Investment Group but they are a bit farther afield than the areas you mentioned - I think the Wareham group is probably closest based on a quick web search.Good luck and I hope you make some good connections whichever group(s) you attend!

I've used Black Diamond Indy in my personal residence and at my facility at work. https://www.bdindianapolis.com/(Full disclosure I know the owners family, good people)

Kerwin, I would recommend attending one of the Black Diamond REI meetings as they recently had a presentation on investing in Florida since one of their board members moved down there and started investing there.I'm sure they could put you in touch with him and maybe he could give you some tips, references, maybe send you his presentation slides, etc.

Happy to meet up with you for a drink at one of the networking groups around (we run the Black Diamond Group in Waltham / Worcester, if you're interested) to discuss, but essentially it's all about the marketing, and the FOLLOW UP.  

We got lucky in 2010 and bought a much larger home in Diamond Bar and are renting out the town home in Foothill. 

You have to keep at it, and find the diamond in the rough or a property that others have over looked.

Agreed @Claude Diamond @William Hochstedler @Carl OlsenReal estate investing is really a people's business.