Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 148+ reviews

Winterport, ME Roofing Contractor. GAF Certified

Architectural shingles, impact-resistant Class 4 upgrades, metal roofing, flat roof systems. Full-service roofing contractor. We answer the phone on weekends too.

20+
Years
500+
Projects
4.7
Rating
20+
Years Experience
500+
Projects Completed
4.7
Star Rating (148+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Winterport โ€” 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.

roof replacement
FREE ESTIMATE

Roof Replacement

Owens Corning Duration shingles with SureNail technology rated to ASTM D3462 and D7158 Class H wind resistance. Our Winterport crews install TruDefinition Duration in a full Owens Corning system. ProArmor synthetic underlayment, VentSure ridge vent, and Starter+ starter strip. Preferred Protection warranty included.

roof repair
SAME-DAY

Roof Repair

Leak repairs in Winterport start at $350 for a simple fix. We find the source with a water test or thermal scan, repair the damage, and warranty the work. If the repair costs more than 30% of a replacement, we'll tell you.

storm damage repair
LICENSED

Storm Damage Repair

Our storm damage process: free inspection, full photo documentation, direct filing with your insurance carrier, meet the adjuster on-site, and handle the repairs once approved. We don't ask for money upfront on insurance claims.

new roof installation
TOP RATED

New Roof Installation

We install new roofs on new construction, room additions, detached garages, and covered patios. Our Winterport crews handle residential and light commercial. Standard install time is 1-3 days depending on size.

metal roofing
GUARANTEED

Metal Roofing

We install 24-gauge and 26-gauge standing seam in Galvalume and pre-painted steel. Concealed fastener system means nothing's exposed to weather. Panels lock together at the seam and clip to the roof deck.

shingle roofing
INSURED

Shingle Roofing

Your shingle choice determines your warranty, your curb appeal, and how your roof handles Maine weather. We'll show you samples, explain the differences, and let you pick what fits your budget. No pressure.

flat roofing
FREE ESTIMATE

Flat Roofing

A flat roof that's ponding water is a flat roof with a problem. We install tapered insulation systems to create positive drainage to your scuppers or interior drains. No more standing water after rain.

commercial roofing
SAME-DAY

Commercial Roofing

Modified bitumen (mod-bit) is still the best choice for high-traffic commercial roofs in Winterport. We torch-apply SBS-modified base and cap sheets over properly primed concrete or approved decking. Two-ply mod-bit systems carry 20-year NDL (No Dollar Limit) warranties through GAF, Firestone, or Johns Manville. NRCA member. We follow the manual.

gutter installation
LICENSED

Gutter Installation

Gutter replacement in Winterport runs $8-$15 per linear foot installed, depending on material and story height. That includes hangers every 24 inches, end caps, miters, and outlet drops. We custom-form everything on-site.

roof inspection
TOP RATED

Roof Inspection

Our 27-point roof inspection covers: shingle condition, granule loss, nail pops, lifting tabs, ridge cap integrity, valley flashing, step flashing at walls, drip edge, pipe boot seals, vent function, soffit ventilation, gutter pitch, downspout capacity, fascia condition, decking (from attic if accessible), and visible signs of moisture in the attic. Written report with photos emailed same day.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Emergency roof repairs for active water intrusion follow a strict protocol: tarping with reinforced polyethylene sheeting secured to the roof deck, interior water extraction guidance, and temporary flashing at penetrations. Our Winterport emergency crews carry 20x30 tarps, 2x4 nailer boards, and masonry anchors for various deck types. Permanent repairs are scheduled within 48-72 hours once materials are sourced.

skylight installation
INSURED

Skylight Installation

A skylight installed wrong will leak. The flashing has to integrate with the shingle courses. Step flashing on the sides, headwall flashing on top, and a sill pan underneath. We use manufacturer flashing kits because they're engineered to work with the skylight frame.

Why Choose Winterport Roofing & Maintenance?

Trusted by homeowners and businesses across Winterport.

GAF Master Elite Contractor

Only 3% of roofers earn this certification. It means we can offer the Golden Pledge warranty: 25-year workmanship plus 50-year materials. Best warranty in roofing, full stop.

Licensed & Insured

Fully licensed, bonded, and insured in Maine. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

20 Years in Winterport

We've been roofing Winterport homes since before half these companies had a website. 20 years means we know the local codes, the weather patterns, and the materials that hold up here.

Manufacturer Certified

GAF Master Elite, Owens Corning Preferred, CertainTeed SELECT ShingleMaster. We carry certifications from the big three. That means factory-trained crews and the best available warranties.

Our Work

Recent Projects

roof replacement project

Roof Replacement

Winterport, ME

roof repair project

Roof Repair

Winterport, ME

storm damage repair project

Storm Damage Repair

Winterport, ME

View All Projects โ†’

Simple Process

How It Works

1

Complimentary Assessment

Free 27-point inspection covering every component of your roofing system. Photos shared with you on the spot. No obligation to hire us. The information is yours.

2

Written Estimate

Our Winterport estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.

3

Professional Crew

No subcontractors. Our crews, our equipment, our supervision. A project manager checks in throughout the day and does a final quality inspection before cleanup.

4

Final Walkthrough

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

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 148+ reviews
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"Our roof was 22 years old and starting to curl. They did a full tear-off and installed Timberline HDZ in Weathered Wood. Looks incredible. Crew was fast and cleaned up everything."

S
Stephanie R.
Winterport
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"Got three quotes for a roof replacement. Winterport Roofing & Maintenance was the middle price but the only one who actually got on the roof and showed me photos. Everyone else just eyeballed it from the driveway."

G
Greg N.
Winterport
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"Asked for a second opinion because another company said I needed a full replacement. Winterport Roofing & Maintenance said I only needed valley flashing repair and some shingle replacement. Saved me about $14,000. I trust these guys."

J
Jason U.
Winterport

Service Areas

Areas We Serve

Our service area includes Winterport and all surrounding communities within Bernard, Caribou, East Orland, Hancock, Limerick. We don't charge extra for travel.

Bernard Caribou East Orland Hancock Limerick New Harbor Patten Scarborough Strong West Newfield
T

Meet the Owner

Thomas Walker

Owner & Lead Contractor

Thomas has been serving Winterport for over 20 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 โ€” 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 148+ five-star reviews."

License #770919 20+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Age is the biggest factor. If your shingles are 20+ years old and you're seeing curling, cracking, or granule buildup in the gutters, it's time. Other red flags: leaks, missing shingles, daylight in the attic, and your neighbors all getting new roofs (same-age homes in a subdivision often need replacement around the same time).

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

Most residential roof replacements in Winterport cost between $8,500 and $24,000. The price depends on your roof size (measured in squares, where 1 square = 100 sq ft), pitch, accessibility, and material choice. Architectural shingles are $350-$550 per square installed. We give free estimates with exact pricing.

You get two warranties: one from the manufacturer on the materials and one from us on the workmanship. As a GAF Master Elite contractor, we can offer the Golden Pledge. That's 25 years on workmanship plus 50 years on the shingle. Owens Corning and CertainTeed have similar programs. Our own workmanship warranty is in writing and covers installation defects.

Most residential roofs in Winterport are done in one day. We show up at 7 AM, tear off the old roof, install the new system, and clean up by end of day. Two-story homes, steep pitches, or large roofs might take two days. We never leave a house uncovered overnight.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 148+ Reviews  ยท  Licensed  ยท  Insured