Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.9/5 from 230+ reviews

Oak Bluffs Roof Installation & Repair | 16+ Years

16+ years installing asphalt shingle roofs, metal roofing, and flat roof systems across Oak Bluffs and Massachusetts. We answer the phone on weekends too.

16+
Years
500+
Projects
4.9
Rating
16+
Years Experience
500+
Projects Completed
4.9
Star Rating (230+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Oak Bluffs 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

Full tear-off down to the decking, inspect every board, replace what's rotten, and install a complete roofing system from ice and water shield up. Most residential jobs finished in 1-2 days.

roof repair
SAME-DAY

Roof Repair

Leak repairs in Oak Bluffs 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

New construction roof installation following IRC Section R905 and local Oak Bluffs building code amendments. We calculate ventilation per IRC R806 (1:150 ratio reduced to 1:300 when 50% is within 3ft of ridge. Synthetic underlayment per ASTM D226, ice barrier per ASTM D1970 at eaves in freeze-thaw climate zones. Manufacturer-certified installation locks in the full system warranty.

metal roofing
GUARANTEED

Metal Roofing

Metal roofing costs more upfront at $12-$22 per sq ft installed in Oak Bluffs compared to $4-$8 for shingles. But it lasts 2-3x longer and your energy bills drop 15-25%. Math works out over time.

shingle roofing
INSURED

Shingle Roofing

Architectural shingles are what 80% of Oak Bluffs 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

Flat roofs need special attention. Water doesn't run off, it sits. We install TPO, PVC, EPDM, and modified bitumen systems designed to handle ponding water in Massachusetts's climate.

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

Gutter replacement in Oak Bluffs 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

Infrared moisture scanning available for Oak Bluffs commercial and flat roof inspections. Thermal imaging locates trapped moisture in the insulation layer without cutting core samples. We use Flir E8 cameras to map wet areas, then core sample only the suspect zones to confirm. Saves time, reduces disruption, and gives you a precise repair scope instead of a guess.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Storm damage, fallen trees, sudden leaks. We handle all roofing emergencies in Oak Bluffs. First we stop the water, then we fix the cause. Emergency response available 7 days a week.

skylight installation
INSURED

Skylight Installation

Tubular skylights bring light into tight spaces. Closets, laundry rooms, interior bathrooms. They use a reflective tube through the attic space, so they work even when the roof is far from the ceiling. Installed in a few hours.

Why Choose Oak Bluffs Roofing & Maintenance?

Trusted by homeowners and businesses across Oak Bluffs.

Clean Job Sites

We run magnetic nail sweeps three times. Once during tear-off, once after install, once before we leave. Tarps on the ground, dump trailer in the driveway. Your yard looks the same when we're done.

Licensed & Insured

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

Financing Available

A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.

Free Roof Inspection

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.

Our Work

Recent Projects

View All Projects โ†’

Simple Process

How It Works

1

Free Roof Inspection

We climb up, walk the entire roof, and document what we find with photos and measurements. Takes about 30 minutes. You'll see exactly what we see.

2

Transparent Pricing

We price by the roofing square with all materials itemized. You'll see exactly what you're getting. Shingle brand, underlayment type, ventilation specs, flashing details.

3

Professional Crew

Dumpster arrives at 7 AM. Tarps on the landscaping. Tear-off starts immediately. New ice and water shield, underlayment, drip edge, shingles, ridge vent. All in sequence.

4

Final Walkthrough

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˜… 4.9/5 from 230+ reviews
โ˜…โ˜…โ˜…โ˜…โ˜…

"Needed emergency tarping after a tree hit our roof. They were there in about 3 hours. On a Saturday. Tarped the whole section, removed the branch, and had a crew out Monday morning for the repair."

K
Karen G.
Oak Bluffs
โ˜…โ˜…โ˜…โ˜…โ˜…

"Oak Bluffs Roofing & Maintenance did our roof 4 years ago and I just had them do my mom's house too. Same quality, same crew lead actually. That tells you something about the company."

D
Dan K.
Oak Bluffs
โ˜…โ˜…โ˜…โ˜…โ˜…

"Used Oak Bluffs 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."

K
Kevin U.
Oak Bluffs

Service Areas

Areas We Serve

Serving Oak Bluffs and neighboring areas for 16+ years. We know the building codes and weather patterns here. It matters when you're choosing a roofer.

Becket Chester East Weymouth Haverhill Lunenburg New Salem Pembroke Shirley Thorndike West Wareham
R

Meet the Owner

Richard King

Owner & Lead Contractor

Richard has been serving Oak Bluffs for over 16 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 230+ five-star reviews."

License #512125 16+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

The shingles carry the manufacturer's warranty. Typically 30-50 years for architectural shingles. Our installation warranty covers any defects in our workmanship. If something goes wrong because of how we installed it, we fix it at no cost. Both warranties are in writing and we provide them at the final walkthrough.

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 Oak Bluffs and tarp the area to stop further damage.

Absolutely. A new roof shouldn't mean emptying your bank account. We have 0% intro options, low fixed-rate plans, and extended terms up to 12 years. Quick credit check, fast approval, and you can get your roof done this month instead of waiting until you've saved enough.

We install GAF Timberline HDZ, Owens Corning Duration, and CertainTeed Landmark. The three most popular architectural shingles in the country. All three are solid choices. GAF gives us access to the Golden Pledge warranty (25-year workmanship). Owens Corning Duration has SureNail technology for wind resistance. CertainTeed Landmark is a reliable mid-range option. We help you choose based on budget, color preference, and warranty goals.

Yes. One day is standard for most residential jobs. We start early, work efficiently, and finish before dark. If your roof is larger than 40 squares or has a complex layout, it might push to day two. Either way, we seal everything watertight before we leave each night.

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˜… 4.9/5 from 230+ Reviews  ยท  Licensed  ยท  Insured