I own rental properties in one city and two of them had insurance claims in the last 2 years due to hail and tree damage.

However Property tax's some of the lowest in the coutnry and property maintenance same thing if you buy a stucco home with a tile roof.No real major weather threats like many markets  IE hail storms wind storms etc.. can get windy but thats common.. 

We have also found our that the sellers lied on their disclosure of what they knew about the hail damage to roof. 

The "other structures" were only 10K, while everybody else goes by 10% of the coverage (on 340K coverage of the main structure, you get 34K other structures).The ugly part - much higher deductibles: $5000 general deductible and 3% wind/hail deductible (on a 340K coverage it comes to a whopping $10K+ deductible...makes you understand their "largesse" on unnecessary higher coverage...if they know the rebuilding cost is 250K, they can give you 300K+ because they will not have to pay more than rebuilding cost, but it pushes the deductibles higher).We concluded:1.

It is only wind and hail coverage for the whole building - mostly roofs affected.

Most of Alberta now has a minimum $5k deductible for hail... and hail is roughly an annual occurrence for most everything near Calgary (especially Airdrie).

(They got tired of paying out every time a hail storm hit.)  

-The insurance climate related to HOAs in Colorado has been worsening in the past few years due to the hail storms and wildfiresThe dues on the property were relatively low at $166/ month, but are now being increased to $329 / month. 

regarding roofs  pray for hail storms and then replace .. in those type assets that are really priced for cash flow.. values will rise only when rents rise.. as non of them will ever go owner occ.. at least that is generally what happens with this type of housing.. the value play is the tenant pays off your home and your home generates enough cash flow to break even at best and feed it a little bit over time.. then at the end of your mortgage term 30 years you now have say 2 mil of paid for assets the real money is made on these assets cash flow wise ONLY if you pay cash IMHO

Quote from @Hai Le: Who would you recommend for DSCR Loans in NY with decent rate and closing costs?