Stocks again can diversify (and frankly I don't see the benefit in investing in real estate related stocks - there are much better options) Are there any tax benefits?

Most of us start with cheaper properties, frankly, because often it's the only option. 

I am slowly going crazy with how expensive Massachusetts is and I am leaning towards looking at cheaper foreclosure properties.I understand there is some risk to this but I am beginning to think this is the only option I will have because of how fast the market is growing.Thank you for any insight you may have!

Not sure if this is an option in your area, but we have a company called CREW in Salt lake and they are $50 a month and take the cans out and bring them in the day after. it is hard to rely on the cleaners at times. unless the cleaner is paid to do the trash every time.

Another option is to rent it out and keep growing your equity while someone else covers the mortgage.

My goal is reviewing retirement options. 

It's rare that you'll find a good seller for #1, so the only option remaining is to document the condition from the day of purchase.

Properties in flood zones are harder and more expensive to insure, which lowers their perceived value and makes them more difficult to sell.

It's also nice that they have their own recommended insurer, those rates are much lower then what I would pay up in the northeast. 

I think you'll be hard pressed to get an ARV of $140k IMO...I'd expect something around $115k or lower.