Roof Repair & Replacement in Hollowville, NY

"Second roof Wingdale Roofing & Maintenance has done for us. First one on our primary home, now our rental property. Same crew both times, same attention to detail. Drip edge, ice shield, everything by the book."

"Their crew showed up at 7 AM, tore off the old roof, replaced eight sheets of plywood, and had new shingles down before dinner. Jobsite was cleaner when they left than when they arrived."

"I called about a small leak and expected a hard sell on a full replacement. The inspector showed me it was just a cracked pipe boot — $300 repair instead of a $12,000 roof. Honest company."

4.9/5 Stars | 458+ Reviews

Our reputation is built one roof at a time. 458+ homeowners across Wingdale, Hollowville, and surrounding areas have rated us 4.9/5 stars. We earn every review. No incentives, no discounts for feedback.

Manufacturer-Certified Installation

We hold certifications from GAF, Owens Corning, and CertainTeed. That means the manufacturers have trained and vetted our crews and will back our installations with their strongest warranties. Your Hollowville roof gets factory-level quality control.

GAF Master Elite Certified

Only 2% of roofing contractors in the country hold GAF Master Elite certification. That gives Hollowville homeowners access to the Golden Pledge warranty: 25 years on workmanship, 50 years on materials. It's the strongest warranty in the industry.

19+ Years of Experience

We've been installing and repairing roofs for over 19 years. That experience shows in how we handle complex roof lines, unexpected deck damage, and insurance claim disputes. We've seen everything and know how to handle it.