I will be mainly relying on homeunion to take care of my property"..... now in 2018, nothing in Boston surrounding areas makes a lot of sense anymore.

Ryan - I would say  yes to the main question ...its  best to  start with using  hypothetical scenario  that is likely higher than you plan to use  ...ask the lender to  use these figures...provide them with all the  data they  request  ...ask them to fully underwrite and  approve the  file  ( versus just  providing a  " pre qualification "  opinion  based off a loan officer  reviewing the data ) ...getting a firm / formal  loan approval commitment  is free and  this should allow you to know  exacatly where you stand

Main Street Abstract.

It’s mainly a CYA for the title companies.

One of my main concerns is that there is no A/C.

Are you mainly focused in the kitchener area?

If it’s a good property and your intent is to hold it for partial personal use, what is the problem with paying a fair market price.

Great question @Terri Dyer, the answer is it depends :)Property that qualifies for 1031 treatment is property you purchased with the intent to hold for productive use as investment. 

If you are interested in passively investing in rehabs, mainly condo conversions, pm me and we can discuss this further.Adam

Sometimes rate hikes get 123 main street people off the sidelines too.