South Shore Massachusetts — Trusted Local Contractor

Your Roof. Our Reputation. Protected.

J.K. Garside Roofing Inc. delivers expert roofing, gutters, and exterior work across the South Shore — done right the first time, backed by real craftsmanship and honest pricing.

📞 857-445-8356 See Our Services →

Get in Touch

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Call or Text 857-445-8356

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Email Us jkroofinginc@yahoo.com

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Service Area South Shore, MA & Surrounding Towns

✓ Licensed ✓ Insured ✓ Free Estimates

What We Do

Expert Services for
Every Job

From full roof replacements to gutter installations and everything in between — we handle it all with the craftsmanship South Shore homeowners rely on.

Roof Replacement

Full tear-off and installation of asphalt shingles, architectural, or specialty roofing systems. Built to handle New England weather.

Free Inspection 🔧

Roof Repair

Leak fixes, missing shingles, flashing repair, and emergency patching. We respond fast to protect your home from further damage.

Year-Round 🌧️

Gutter Installation

We install seamless 5" and 6" gutters in a wide variety of colors, custom-fitted to your home. Keep water away from your foundation with professional drainage solutions built to last.

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Gutter Cleaning & Guards

Seasonal cleaning and gutter guard installation to keep your system flowing freely and prevent costly water damage.

After Storms ⚡

Storm Damage Repair

Rapid response after wind, hail, or fallen tree damage. We assess, repair, and help you document what happened.

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General Contracting

Siding, fascia, soffit, and exterior carpentry. J.K. Garside General Contracting handles your full exterior needs.

Why Choose Us

Built on
Reputation.

We're not a national chain — we're your neighbors on the South Shore. Every job gets our full attention because your home is our calling card.

Local to the South Shore

We know these neighborhoods, the climate, and what roofs here need to stand up to New England winters.

Fully Licensed & Insured

You're protected from day one. We carry all required MA licensing and full liability coverage on every job.

Honest, Upfront Pricing

Free detailed estimates, no surprise costs. We explain everything before we start — and we stick to the number.

Clean, Professional Work

We treat your property with respect — thorough cleanup, careful workmanship, and attention to every detail.

Pricing

Transparent
Estimates

Every home is different. Here's a general guide — contact us for a free, no-obligation estimate tailored to your property.

Gutter Services

From $150

Installation, cleaning, repair, or guards

New 5" & 6" seamless gutter installation
Residential & commercial gutter cleaning
Downspout flush & check
Minor gutter repairs
Gutter guard installation
Free estimate included

Get a Quote →

Most Requested

Roof Replacement

Custom Quote

Sized to your home & materials

Full tear-off & disposal
New underlayment & ice barrier
Architectural shingles
Flashing & ridge cap
Full site cleanup

Get a Free Estimate →

Roof Repair

From $250

Leaks, shingles, flashing & more

Leak detection & repair
Shingle replacement
Flashing resealing
Emergency patching
Free inspection

Get a Quote →

Recognition & Credentials

Award-Winning.
Certified.

Voted Greater Braintree's Best Roofing Company five years running — and a 2026 GAF Certified Contractor.

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2021

Best of the Best
Best Roofing Company
Greater Braintree

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2022

Best of the Best
Best Roofing Company
Two Years Running

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2023

Best of the Best
Best Roofing Company
Three Years Running

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2024

Best of the Best
Best Roofing Company
Four Years Running

Most Recent

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2025

Best of the Best
Best Roofing Company
Five Years Running

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Best of the
South Shore

2022 BOSS Award
Roofing Category
South Shore Magazine

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GAF Certified
Contractor

2026 Certified
GAF System Plus
Limited Warranty

Real Reviews

What South Shore
Neighbors Say

Real feedback from real customers — straight from Nextdoor and Google.

★★★★★

"We chose J.K. Garside for our roofing and gutter replacement and are very happy we did. From the get-go Josh and his crew were amazing, friendly, professional, with quick responses and explanations of each project. His pricing was more than fair!"

B.R.

Nextdoor — Sep 2024

★★★★★

"Shout out to Joshua Garside for his professionalism and workmanship on a roofing job he did for me. Both he and his crew were great. Others have posted positive reviews about Joshua, and I wanted to add to it."

G.R.

Nextdoor — Aug 2024

★★★★★

"Josh Garside is the BEST — roofing, gutters, vents — he's done it all for us. Top-notch work at a competitive price! And he's local!!"

Elizabeth M.

Nextdoor — Braintree

★★★★★

"Josh Garside did our gutters and did a great job. He came highly recommended and he squeezed us in the following day — our gutter was severely damaged and got done in time before the rain!"

Amandalee W.

Nextdoor — Braintree Highlands

★★★★★

"Joshua Garside replaced my roof. Excellent price and a spectacular job. He's a great guy and his crew was meticulous. I recommend him to everyone."

Jean G.

Nextdoor — Faxon Park

★★★★★

"J.K. Garside did an excellent job cleaning and covering the gutters, as well as fixing our fence. They were kind, prompt in responding to questions, and timely. You will not be disappointed!"

Laura M.

Nextdoor — Center Street

From Our Nextdoor Profile

"J.K. Garside General Contracting comes highly recommended for reliable, quality service in roofing, gutter service, and pressure washing. Customers praise the professional, efficient work of Joshua and his crew, noting their attention to detail, promptness, and reasonable pricing... Joshua's commitment to treating every customer's home as his own has earned him a reputation as a trustworthy, dependable contractor."

— Verified Neighbors Summary, Nextdoor

Our Work