Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 176+ reviews

Local Dennysville Roofing Contractor. Free Estimates

4.8/5 stars from 176+ homeowners in Dennysville. Manufacturer-certified roofing contractor. 18 years in Dennysville. Not going anywhere.

18+
Years
500+
Projects
4.8
Rating
18+
Years Experience
500+
Projects Completed
4.8
Star Rating (176+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Dennysville 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

Our Dennysville crews tear off and replace 15-20 roofs a month. That kind of volume means tight installs, clean job sites, and no wasted time. Most homes are done in a day. Two-story steep-pitch jobs take two.

roof repair
SAME-DAY

Roof Repair

Missing shingles cause water intrusion through the exposed underlayment and decking. We don't just replace the missing shingle. We check the deck for moisture damage with a Protimeter pin meter, replace any compromised underlayment, and weave new CertainTeed Landmark shingles into the existing pattern.

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

A new roof installation starts with getting the specs right. Roof pitch determines your material options. Attic space determines ventilation needs. Local code determines underlayment requirements. We handle all of that before the first shingle goes on.

metal roofing
GUARANTEED

Metal Roofing

We do metal roof repairs too. Loose panels, failed sealant at transitions, rust spots on older galvanized. Not every metal issue needs a full replacement. Our Dennysville crew can usually fix it same-day.

shingle roofing
INSURED

Shingle Roofing

Architectural shingles are what 80% of Dennysville homeowners choose. They look better than 3-tab, last longer, and handle wind better. We install GAF Timberline, Owens Corning Duration, and CertainTeed Landmark.

flat roofing
FREE ESTIMATE

Flat Roofing

PVC roofing membrane for Dennysville restaurants, commercial kitchens, and any rooftop near grease exhaust. PVC resists animal fats and chemical exposure that destroys TPO and EPDM. We install IB Roof Systems and Duro-Last PVC with heat-welded seams and custom-fabricated accessories. Built-up roofing (BUR) with 3-4 plies of fiberglass felt in hot asphalt is still the longest-proven flat roof system with a 30+ year track record in Maine.

commercial roofing
SAME-DAY

Commercial Roofing

Roof coatings can extend the life of your commercial roof by 10-15 years for a fraction of replacement cost. We apply silicone and acrylic coatings over existing TPO, EPDM, and metal substrates. Not every roof qualifies. We'll be straight with you.

gutter installation
LICENSED

Gutter Installation

We install 5" and 6" seamless aluminum gutters in Dennysville. Standard homes get 5", high-volume areas and steeper pitches get 6". Downspouts every 30-40 ft of gutter run with splash blocks or underground drains.

roof inspection
TOP RATED

Roof Inspection

Annual roof inspections catch small problems before they become expensive ones. A cracked pipe boot is a $150 fix. Ignoring it means $3,000 in ceiling and wall water damage. We recommend an inspection every 2-3 years for roofs under 10 years old, and annually after that.

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 Dennysville 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

We install, replace, and repair skylights in Dennysville homes. Fogged glass, cracked frames, persistent leaks around old skylights. We fix it all. Sometimes replacing a 20-year-old skylight is cheaper than trying to repair it.

Why Choose Dennysville Roofing & Maintenance?

Trusted by homeowners and businesses across Dennysville.

Insurance Claims Handled

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.

18 Years in Dennysville

We've been roofing Dennysville 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.

4.8-Star Google Rating

176+ 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.

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 repair project
storm damage repair project
View All Projects โ†’

Simple Process

How It Works

1

Free Roof Inspection

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

Transparent Pricing

You get a written proposal with material specs, labor breakdown, timeline, and total cost. The number on the quote is the number you pay. No change orders, no hidden fees.

3

Build Day

We build your roof the way manufacturers require for full warranty coverage. Every layer matters. Ice and water shield, synthetic underlayment, starter strip, field shingles, hip and ridge caps.

4

Inspection & Cleanup

Before we leave: magnetic nail sweep across the entire yard, driveway, and walkways. Dump trailer hauled off. Gutters cleaned out. Your property looks better than when we arrived.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 176+ reviews
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"Used Dennysville Roofing & Maintenance for a leak repair over our bathroom. Turned out to be a cracked pipe boot โ€” $425 fix. Honest guys, could have told me I needed a new roof but they didn't."

B
Brian R.
Dennysville
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"I'm a contractor and I use Dennysville Roofing & Maintenance for all my roofing subs. Their installs pass inspection every time. Their crew lead has been doing this 20+ years and it shows."

C
Chris W.
Dennysville
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"Storm chasers were going door to door after the hailstorm. Called Dennysville Roofing & Maintenance instead because they're actually from Dennysville. Got a fair deal and a warranty that means something."

J
Jeff F.
Dennysville

Service Areas

Areas We Serve

We cover Dennysville and Poland, Sinclair, Trevett, Winthrop, Boothbay. No subcontractors, no traveling crews. Our guys live here and work here.

Poland Sinclair Trevett Winthrop Boothbay Cliff Island Eustis Hiram Livermore Nobleboro
D

Meet the Owner

Derek Smith

Owner & Lead Contractor

Derek has been serving Dennysville 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 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 176+ five-star reviews."

License #360506 18+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Depends on size, pitch, and materials. Average in Dennysville is $12,000-$16,000 for a standard residential replacement with architectural shingles. We price by the square and itemize everything so you can compare to other quotes. Free estimates. Call (877) 586-1316.

Common signs: curling or cracking shingles, missing shingles after wind events, granule loss (look in your gutters), daylight visible through the attic, sagging roof deck, and age. Most asphalt roofs last 20-30 years in Maine. If you see any of these, call (877) 586-1316 for a free inspection. We'll be honest about whether you need a replacement or just a repair.

There's no single "best" shingle. It depends on what you need. For warranty coverage, GAF Timberline HDZ with Golden Pledge is the best in the industry. For wind resistance, Owens Corning Duration with SureNail locks down tight. For value, CertainTeed Landmark or IKO Cambridge give you solid performance at a lower price point. We carry all of them.

One day for most homes. Our crews are experienced and we pre-stage materials the day before install. Bigger or steeper roofs can run to two days. The dumpster shows up at 7 AM and leaves when we're done. Your life gets back to normal fast.

Catch the water with a bucket, move valuables out of the drip zone, and call us at (877) 586-1316. Don't get on the roof yourself. It's dangerous and you probably can't fix it permanently anyway. We respond to emergency leaks within 24 hours in Dennysville and tarp the area to stop further damage.

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˜… 4.8/5 from 176+ Reviews  ยท  Licensed  ยท  Insured