A slow leak has caused $2.5K damage to a rental property of mine.

Even in the best scenario you would have spent $1,500-$2,000 to update the smoke detectors and C02 testers, cleaned the carpet, re-glaze the bathtub, update any leaks and light paint and wall repairs.  

Flat or pitched roof?

Also study costs of roof replacements, furnaces and water heaters.

The most common issue is a leak under the sink or dishwasher.   

@Bryan Noth The quads offer more flexibility but there is nothing better than having all your tenants under one roof. 

During that time they supposedly found a leak which was beyond the scope of the maintenance  and i had to pay a plumber to come in saturday morning while the guests were there. thats on top of the "deep clean" which cost $300 and was somehow done in a couple of hours. 

Roofs are one we can't always tell on the ground.

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Of course, the wear and tear was through the roof and the water heater or HVAC never seemed to perform to his liking when it is summer and you have 14 breathing, walking talking 98.6F meat-sicles in the house warming it up.