I have 9 single family homes ranging in price from just 65,000 to 430,000 and I know that most specialists would say not to pay for a cost segregation study as the values of these homes are under a certain threshold (have heard anywhere from at least 500k - 1m). 

What are the laws like in Massachusetts with respect to evictions?

I was able to get 27 lots ranging from 3-15 acres a piece.We have consulted with Soil Conservation and the County Planning Office.

In real estate, it is really about your cash on cash return, so the least amount of money you put into the deal, the better.What would come out of pocket at that point would be the difference in down payment, which in this price range tends to be limited.

I've sold dozens of homes during the so-called Eligible Date Range, but figure any payout will be peanuts after all the lawyers get their take from the top. 

also noting most people arent' aware but the credit score run by a mortgage lender and say a general lender like a bank are actually going to be different scores (and likely slightly different ranges) - with some greater weights on mortgage debt for the mortgage lender Credit Bureau settings

You'll need to speak to the building department anyway for permits, so start there with respect to the variance.I'm sorry to say @Jon Pflueger, this is not going to fly.

My guess is in that price range and limited window, you will not make enough additional appreciation to make renting it out make sense, so unless you planned on keeping it forever as a rental you are probably best off selling and cashing out.

We ask for 30 days notice and include that in our lease agreement but understand and are flexible with tenants so long as they are respectful and cooperative.

If I were to sell, I would look to buy another multi-unit property in a smaller town in the $100-120K range that cash flows $400.