I don't know your prices there, but a standing seam roof here is much more expensive than a heavy comp shingle so you might want weigh it against the end value.

So far, I have visited a seller who has shingles and wants to sell but is doing his due diligence with other "big boy buyers".

The roof is cedar shake shingles that seem warn out.Asking Price: 260K; Current Rents: $650/unit/mo; Est.

For example, call a roofer and ask what their average cost per Square of Architectural Asphalt Shingle Roofing would be on a 1,500 sf house, with a 6/12 pitch.

Thank you, Wayne,among others, Items I am more worried about are Garage roof shingles - need repair - at least half sidegrading around the house - we saw some water in the crawl spaceattic insulation not sufficientsome mold is seen in the bathroom (not extensive) but it's thereplumbing leakspotential heat loss through a chimney 

The roof is about 20 squares, with the original cedar shake shingles + asphalt shingles on top.

Ice forms and expands under the first layer of shingles. 

i think, in my non-eng head, that could be the easiest fix. they can also place some kind of support in the attic. i don't believe either of this should break your bank. re: roof. 20 years on what shingle/type of roof?

It might mean you pay more for architectural shingles today instead of putting the 3rd layer of asphalt shingles on.

Would I put an inexperienced high school kid on a roof to strip shingles off?