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★★★★★ 4.7 Stars · 377+ Reviews

Roofing, Gutters & More in Chestnut Hill

Same-Day Appointments Available  ·  24/7 Emergency Service

Chestnut Hill Roofing & Maintenance in Chestnut Hill, MA — Professional Roofing services. Call (877) 349-1553.

Call (877) 349-1553
📞 (877) 349-1553
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Response Time
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Roofing, Gutters & More in Chestnut Hill

From quick fixes to major projects, Chestnut Hill Roofing & Maintenance has been the roofing contractor Chestnut Hill homeowners call for 13 years. Here's a rundown of what we offer.

roof replacement

Roof Replacement

Owens Corning Duration with SureNail technology or CertainTeed Landmark with NailTrak for reliable fastening in high-wind zones. Both meet ASTM D3462 and carry Class A fire ratings per UL 790. In Massachusetts, we recommend the high-wind versions rated to ASTM D7158 Class H, which is 130 mph wind warranty. Full system install qualifies for Owens Corning Preferred Protection or CertainTeed SureStart Plus warranty.

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roof repair

Roof Repair

Improper step flashing is the leading cause of roof leaks at wall-to-roof transitions. Step flashing needs to be woven between shingle courses with each piece extending 4" above the shingle exposure. We see Chestnut Hill homes where the last roofer used continuous L-flashing or just caulked the gap. That always fails. We tear it out and install proper step flashing with a kick-out diverter at the bottom per IRC R905.2.8.3.

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storm damage repair

Storm Damage Repair

Storm damage is time-sensitive. Most insurance policies in Massachusetts require claims within 12 months. We do a free inspection, document every damaged area with photos and measurements, and help you file the claim. If the adjuster approves it, we handle the repairs at the insurance-approved price.

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new roof installation

New Roof Installation

New construction roofing in Chestnut Hill starts with getting the design details right before materials arrive. Roof pitch, attic ventilation needs, snow load requirements, and local code amendments all affect material selection and installation methods. We coordinate with your general contractor or architect to ensure the roof system matches the building specifications.

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metal roofing

Metal Roofing

Standing seam metal with Kynar 500 PVDF fluoropolymer finish. The gold standard for color retention and chalk resistance. We install Sheffield Metals and McElroy Metal panels in 24-gauge Galvalume steel. UL 2218 Class 4 impact resistance (qualifies for insurance discounts in most Massachusetts markets). UL 790 Class A fire rating. Wind uplift rated to 140+ mph per ASTM E1592 testing. Concealed Z-clips allow thermal expansion without stress on fasteners. That's what makes standing seam leak-proof.

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shingle roofing

Shingle Roofing

The difference between a cheap shingle roof and a quality one comes down to the system underneath. Shingles are only the outer layer. Ice and water shield in the valleys, synthetic underlayment across the deck, proper starter strip with factory adhesive, correct nailing pattern. That's what makes a shingle roof last in Massachusetts's weather.

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flat roofing

Flat Roofing

The number one cause of flat roof failure is ponding water. Standing water that doesn't drain within 48 hours after rain. We solve ponding by installing tapered insulation systems that create positive slope to drains, scuppers, or roof edges. Minimum 1/4" per foot of slope eliminates standing water.

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commercial roofing

Commercial Roofing

For commercial kitchens and restaurants in Chestnut Hill, PVC membrane is the only option that resists animal fat and chemical exposure from rooftop grease exhaust. We install IB Roof Systems and Duro-Last PVC with heat-welded seams and custom accessories. Modified bitumen with SBS or APP polymer-modified asphalt for high-traffic commercial roofs. Two-ply systems with 20-year NDL (No Dollar Limit) warranties from Johns Manville or Firestone.

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gutter installation

Gutter Installation

We hang gutters with hidden hangers screwed into the rafter tails or fascia board every 24 inches max. No spike-and-ferrule, no exposed hardware. Proper pitch is 1/4" per 10 feet toward each downspout. Too flat and water sits. Too steep and it looks wrong.

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roof inspection

Roof Inspection

Roof inspections are free for Chestnut Hill homeowners. No strings, no obligation to hire us for repairs. If your roof is fine, we say so. If it needs attention, you get an honest assessment of what's going on and what it'll cost to fix.

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emergency roof repair

Emergency Roof Repair

Our trucks carry 20x30 reinforced tarps, 2x4 lumber, plywood sheets, pipe boots, ridge cap shingles, flashing stock, roofing cement, and neoprene screws. We show up ready to secure your roof, not ready to schedule a follow-up appointment.

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skylight installation

Skylight Installation

VELUX FS (fixed) and VS (vented) skylights installed with EDL flashing kits for shingle roofs. The multi-step flashing integrates with the surrounding shingle courses per IRC R903.2. We frame the curb with doubled 2x8 or 2x10 lumber (depending on rafter depth), install ice and water shield membrane around the entire curb perimeter, then set the skylight with factory sealant before weaving step flashing into the field. Top headwall flashing tucks under the upslope shingle course. Bottom sill pan diverts water onto the downslope shingles. Zero exposed sealant joints. Mechanical flashing only.

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SAME-DAY APPOINTMENTS AVAILABLE

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

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📞 (877) 349-1553

★★★★★ 4.7/5 from 377+ Reviews  ·  Licensed  ·  Insured

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