Payless Roofing & Gutters Southampton NY

Payless Roofing & Gutters holds a perfect 5-star rating across 56 reviews, serving residential and commercial clients throughout Suffolk County and Nassau County on Long Island. This family owned and operated contractor has been providing roofing, chimney, gutters, siding, and skylight services for over 15 years, maintaining licensing and insurance to work across both counties. The company offers 24/7 emergency roof repair including leak fixes and tarp installation, handling shingle roofs, metal roofs, tile roofs, and flat roof systems.

What distinguishes this contractor is their written quote guarantee, they promise to match or beat any competitor's written estimate, paired with round-the-clock emergency availability for both residential and commercial properties. Their service portfolio covers not only roofing but also chimney leak repair, gutter leak repair, and skylight leak repair, making them a single point of contact for multiple exterior water intrusion issues. The company specializes in complete roof installations, replacements, and repairs including vent installation, flashing work, and damage from storms or trees.

Reviewers describe specific positive experiences: one technician arrived the morning after wind damage to match and seamlessly repair missing shingles; another re-flashed a skylight frame, added ice and water shield, and re-shingled the area to eliminate a leak the homeowner thought would require full replacement. Crews have completed full roof replacements in a single day while handling all debris cleanup, with reviewers noting clear communication throughout the process and neat, professional results that changed the appearance of their homes.