Winter Harbor Roofing Contractor | Serving Winter Harbor From Orland
Same-Day Appointments Available · 24/7 Emergency Service
GAF & CertainTeed certified. 17 years in business. Protecting Winter Harbor roofs from Orland.
Call (877) 349-1553Emergency tarping available · Call 24/7
Orland Roofing & Maintenance is a licensed and insured roofing contractor serving Winter Harbor and all surrounding communities. Our Orland-based crews handle residential and commercial roofing with the same attention to detail on every job.
Our Services in Winter Harbor
What Winter Harbor Customers Say
"Hail punched through half our shingles last spring. Orland Roofing & Maintenance handled the entire insurance claim — met the adjuster, filed the supplement, and we paid nothing out of pocket besides the deductible."
"Second roof Orland 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."
Why Winter Harbor Residents Choose Orland Roofing & Maintenance
GAF Master Elite Certified
Only 2% of roofing contractors in the country hold GAF Master Elite certification. That gives Winter Harbor homeowners access to the Golden Pledge warranty: 25 years on workmanship, 50 years on materials. It's the strongest warranty in the industry.
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 Winter Harbor roof gets factory-level quality control.
Licensed, Bonded & Insured
Orland Roofing & Maintenance carries full liability insurance and workers' compensation for every crew member. We're licensed across ME and pull local permits for all Winter Harbor projects. Your property and your investment are protected.
4.8/5 Stars | 472+ Reviews
Our reputation is built one roof at a time. 472+ homeowners across Orland, Winter Harbor, and surrounding areas have rated us 4.8/5 stars. We earn every review. No incentives, no discounts for feedback.
About Our Winter Harbor Roofing Services
Our Winter Harbor customers get the same crew quality, warranty coverage, and pricing as our Orland clients. No travel surcharges, no subcontracted labor, no shortcuts. We use our own trained crews on every job.
We serve Winter Harbor and all nearby communities without charging travel fees. Call (877) 349-1553 to set up your free inspection. Most Winter Harbor inspections happen within 24 to 48 hours of the call.
Winter Harbor homeowners get priority scheduling from our Orland office. We've been working in Winter Harbor for years and our crews know every neighborhood.