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Convert the area to roofing squares. Because each 100 square feet of roof is one roofing square, divide the total area from Step 1 by 100. The answer is the number of roofing squares for the roof. Estimate the pitch of the roof.
Multiply the number of roofing squares for a low-pitch roof by 1.06 to 1.08 to get the square roof area. Multiply the number of roofing squares for a medium-pitch roof by 1.12 to 1.25 -- or by 1.3 to 1.42 for a high-pitch roof -- to get the square roof area.oth the roof area and pitch contribute to the cost of a roofing job. Calculate square footage for a roof by measuring and by performing some basic math equations. With the area measurement, you can learn the approximate cost of a new roof.