Did you know that It has many nail pop ups through the shingles and there is a water stain on the ceiling?  

This would be a flip so just a comp shingle is what i'm looking for.

The shingles are on the roof.

I just had my roof and detached garage stripped and re shingled this summer. 34 square is the size, pretty similar to yours.

If you have an 80 year old farm home in the great white north with wood siding and shingle roof it could be double that. 

Asphalt shingles begin to lose the "grit" or granules when the end is near.

If it's a cheap replacement, do a cool mid-century mod style painted in a very deep, rich color, not used anywhere else on the front of the house.https://s-media-cache-ak0.pinimg.com/originals/4d/...Your choice of a black (or dark charcoal) shingled roof is good, it complements the brick, and will update it. 

It's important to note that the reason you may be having an issue with assessment values is because they are often generated by what is called an AVM, or automated valuation model, which is a computerized valuation method which can sometimes be inaccurate.

Requiring plywood replacement, etc; a typical shingle roof on a 1300 sq ft house will run somewhere around $2-$3 per ft in materials, and another $3-$8 in installation costs depending on what type of contractor does the work.

Missing shingles on roof.