@Ben Cohen
Now these numbers are starting to look like a rental property :)
That, and I realized your method of calculating Cap Ex is MUCH simpler than the one I've been using for 15 years, thanks for that!
Vacancy - Did you have this in there somewhere?
Remember this is a house hack. So the goal is to lower your monthly payment in the near term. If you are currently living for free, this probably isn't the world's greatest choice. If you are paying 2k in rent now, this is a bit of a loser until you can bring these rents up as you are going to be out 80k and have not dropped your monthly payment at all. Once the rents start going up you are going to see the benefits of the purchase.
To your direct questions:
How much do those(shoveling) run generally? Is it possible for one of the tenants to shovel the snow in exchange for lower rent? It depends on how much it snows. We pay between $20 and $50 for a plow depending on the size of our driveways. You can certainly trade rent for shoveling though you are going to have REALLY unhappy tenants if their cars are still snowed in, now matter the reason. Essentially you need to make sure it gets done.
Question: Where would I factor in things like: touch ups in between tenants, flooring, plumbing, remodeling a bathroom/kitchen if I want to raise the rents between tenants?
In my mind a remodel is Cap Ex, touch up is a repair. The exact definition is less important than having enough money around to do the task when necessary. If you foresee 4 new bathrooms in the next 5 years, start putting aside money now. Same with the kitchens. Paint is always helpful for getting places rented though it generally does not need to be done every year.
Your loan: Have you shopped around to see if anyone will give you this loan with 5% down on a conventional mortgage? I did verify that an FHA loan actually goes this high in Kings Country, NY: $1,472,550 :) Besides saving you the FHA fee of $1000+ per month I think you can actually put slightly less down.
5% of your purchase price is 64k. Add another 8k, though I'm not sure why it would be that much, and we are only at 72k for cash out at closing. I think Bank of America has a 5% jumbo loan, maybe :)
Food for thought.