With investment properties, you can typically borrow up to 75% of the appraised value - significant funds if the $245,000 estimate holds.

Yes, estimated about $30-35K in repairs and negotiated that into the purchase price as best as I could. 

I'm getting a contractor/ structural engineer to come by and help me draw estimates and understand how serious these issues are.

Reno and house appreciated quite significantly 400k to 550k estimated. 

If the rate is reasonable then it may make sense to try to save fast to get to the 3.5% down payment on a double or triple - househacking may allow you to increase your savings rate and pay down that loan even faster.As for estimating costs, closing in NY factor at least 1% of the mortgage amount for tax, plus $1500-2000 for lawyer, title and fees, then the amount required by the bank for escrow will depend on the actual property taxes and insurance.

Good afternoon,Could anyone help me to estimate my monthly expenses if I rent out my single-family house in Sutton, MA?

I'd estimate the current value of the property around $1M. 

Just go through them, select the renovated/closely matching ones, and enter them into a model.Here's my fix & flip model, you can see the comps entered and some quick stats below them: Then I use that comp data to adjust the Sale Price in the model to what I estimate it will be (double check the resale $/sf is in-line with the comps), then adjust the purchase price until I hit my desired return level. 

This was very hard and time consuming, but I'm on the other side of the permitting process and ready to build.I am estimating the 6 cabins will be about 900k to build and will be worth 2x that when built.

If you can get a loan at the 6.5%, you're saving another 5k a year off your estimates.