Cedar shake roofs in Chester that need replacement typically show: shakes that are split, cupped, or missing; dark gray or black streaks from mold and algae; daylight visible through the roof from the attic; or shakes that compress when pressed. Cedar shake roofs have a lifespan of 20–30 years with maintenance — many Chester homes are past that threshold. Master Roofers can assess whether targeted repairs extend life meaningfully or a full replacement is the smarter investment.