Here are the knowns:Rent per tenant: $750 (this is below market value due to deferred maintenance, I believe $1,000-1,200 is more realistic)Property taxes: $900 per yearLandlord insurance: $1,000 per yearLandlord pays water/trash: claims to be $125 per month (will ask for proof)Landlord is in charge of snow removal and mowing lawnThere are 5 electric meters, each tenant pays their own (landlord covers hallway and outdoor lights)What I plan to ask for is the copies of the leases, copies of the utility bills, and copies of bank statements showing the tenants are actually paying on time.

If it is a covered loss, it's a covered loss, and you will get what your policy states.If I have an insured event, like a backed up sink that causes water damage in the unit, it's not going to matter to my payout whether the renter had a renters policy or not.

How do I know things like the cost of water and sewer, loan points, ARV (without an agent to pull comps), Capital Expenditures, or any other number of items without fully engaging the seller? 

So for example, until we pass spring break, we won't start getting the bulk of our summer bookings. 

As a buy and hold real estate investor, can you charge a tenant for repairs if they do not take precautions during a freeze by opening cabinet doors, letting water drip, covering outdoor spigots etc. which cause pipes to burst?

Just make sure you know how much life your water heater and HVAC have left and that you’ll have the cash or a home warranty to replace those items when they go.

So you need to really know what your doing in the case of a water landing..

I'm in Green Cove Springs.

This will also allow me to maximize more space for the kitchen as we would be able to relocate the water heater and W/D.

I'm owning a 4 plex in Colorado Springs (CO 80906), that's my first investment property and I'm located outside of CO state.