Our Services
Full-service roofing contractor in Troupsburg — from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.
Trusted by homeowners and businesses across Troupsburg.
We get on the roof, take photos, and give you an honest assessment. If you don't need work, we'll tell you. No charge, no obligation, no high-pressure sales pitch.
We've been roofing Troupsburg homes since before half these companies had a website. 18 years means we know the local codes, the weather patterns, and the materials that hold up here.
385+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.
Storm damage? We work with your insurance company directly. Free inspection, Xactimate documentation, adjuster meeting on-site. We fight for full replacement when your roof qualifies.
Simple Process
Before we quote anything, we inspect everything. Shingles, flashing, pipe boots, ridge vent, soffit, gutters. You get a full written report with photos.
Our Troupsburg estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.
Our crews average 8 years of experience each. They tear off the old roof, inspect the decking, replace any damaged boards, and install your new system from the deck up.
We walk the property with you, show you the finished roof, answer any questions. Then we run the magnetic nail sweep and clean up every scrap of debris.
Verified Reviews
"Had a huge oak branch go through the roof during a storm. Troupsburg Roofing & Maintenance tarped it the same night and had the repair done two days later. Insurance covered everything and they handled the whole claim."
"Storm chasers were going door to door after the hailstorm. Called Troupsburg Roofing & Maintenance instead because they're actually from Troupsburg. Got a fair deal and a warranty that means something."
"My neighbor used Troupsburg Roofing & Maintenance and recommended them. Glad I listened. Fair price, professional crew, no drama. They even fixed a piece of siding that got dinged during tear-off without me asking."
Service Areas
Our service area includes Troupsburg and all surrounding communities within Southold, Watervliet, Amawalk, Brookfield, Comstock. We don't charge extra for travel.
Meet the Owner
Owner & Lead Contractor
John has been serving Troupsburg for over 18 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company — but the values haven't changed.
"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 385+ five-star reviews."
