My goal with REI is that financial freedom and control over my future.

They're both for sale individually, but seller would prefer for both properties to go to the same buyer.  

Basically it would be financial freedom and to create a legacy for my family.

One to rent and one for an option to buy so I don't know why you would have to be worried about an installment sale.If you're worried about Dodd/Frank or the CFPB (scam that they are) work with a licensed individual or get licensed yourself.

We meet at Radius Financial, 600 Longwater Dr, Suite 107, Norwell.  7:00 PM on the 2nd Tuesday of the month.You've no doubt discovered how wildly expensive Boston properties are. 

As long and the total assessment for a tax base and the tax rates generate the desired amount of income, the assessor doesn't care too much about individual values.  

Also nobody in my family is very financially intelligent, and I'm almost certain that if we did go that route my sisters part of the money would be gone within a few months. 

We have held two as rentals and sold the other duplexes (4 units) as individual townhomes.  

Loan Originator from Cardinal Financial just told me over the phone they can do it but will see what they actually come back with.

Whew As obvious as it seems i've seen some crazy financial reports on people looking to get funding