@Jorge Leon replacement costs are through the roof this year.

The problem is that we have only just started renovations (just the roof so far) and i'm hesitant to post photos of it while it's looking less than optimal.

@Mak K.Your best bet is to get multiple quotes and do research on the roofing companies.

On another occasion I had them inspect the property after purchase and they informed me that due to the condition of the roof they were raising my deductible on any roof damage to $5K instead of the $2.5K for the rest of the property until I installed a new roof.   

Age and condition of roof, foundation, siding, etc.10.

They would not renew unless the roof is replaced, and liability limits were cut in half.  

Capital Expenditures (10-15% of Income)Rule of Thumb: Reserve 10-15% of your income for capital expenditures (CapEx) like roof replacement, HVAC systems, or major renovations.Why: Regularly contributing to a CapEx fund ensures you have the cash on hand for significant improvements or replacements, preserving the value of your properties.5.

The roof rafters are falling due to water damage.

Due to that small forest type of tress growing in that area including poison ivy plants (I spent lot of money few months back in clearing that area from all the those poison ivy plants and forest of big old trees grown over the years touching the roof and leaning towards building).

AND. ..if property also needs some rehab- new roof, some unit cosmetic repairs?