The estimates given for the repairs are just a guess. 

I want to submit a professional and accurate estimate ahead of time but won’t know some of the variables until after I’ve submitted the proposal.  

Standard depreciation is where you depreciate the value of the house (minus an estimated value of the land) over 27.5 years.Accelerated depreciation is where you break up the key components of the house (i.e. roof, floors, windows, hvac, etc) and depreciate them over the IRS' acceptable lifespans of each one.  

Since this is a numbers game, the only way you can answer the question is to do the following:Establish a relationship w/ a realtor winning to run some comparables for you showing the potential value if you convert from a 2 flat to a singleIf the values are not significantly hire than your mortgage then hold on to it as a 2 flatIf the values are significantly hire than your mortgage then get some estimates for converting from a 2 flat to a single.  

Look at your projected income, expenses, etc. and estimate what your taxable income would be.  

My net income here is $845.My estimated mortgage payment, assuming a 20% down payment and with taxes, insurance, etc. comes out to be $1,464.The cash flow here is quite negative: $845 minus $1,464 comes out to be a negative cash flow of $619.00 per month!

Estimating snow removal at around $1500/year.

What my PM does when there is a large amount of work is give me an itemized estimate. 

The values are estimated to double soon.

We can help you with your estimating and repairs.