Roofing services in Chestnut Hill, MA

Trusted Roofing Services in Chestnut Hill, MA

Expert roofing solutions for homes and businesses across Chestnut Hill, MA. Licensed, insured, and built on decades of craftsmanship heritage.

Licensed & Insured 4.9-Star Rated 24/7 Emergency Service Serving Chestnut Hill
13,038+ Projects Completed
20,023+ Happy Customers
26,504+ 5-Star Reviews
25+ Years Experience

Our Roofing Services in Chestnut Hill

From minor repairs to full replacements, we handle every roofing need for homes and businesses in Chestnut Hill, MA.

Gutter & Downspout Repair

Professional repair for sagging, leaking, or damaged gutters and downspouts. We fix seams, realign pitch for proper drainage, and replace sections as needed to protect your foundation from water damage.

Gutter Cleaning

Prevent costly water damage with regular gutter maintenance. We remove all debris, flush downspouts, and visually inspect your gutters and roof edge for issues while we are up there.

Emergency Roof Repair

Roof emergency? Our 24/7 crews arrive fast to secure storm damage, fallen tree impacts, and sudden failures. We stabilize your property first, then deliver a permanent repair you can count on.

Roof Waterproofing

Advanced waterproofing solutions including liquid-applied membranes, sealant systems, and protective coatings that create an impenetrable barrier against moisture infiltration and extend roof life.

Asphalt Roof Repair

Asphalt shingle problems like curling, cracking, and granule loss only get worse with time. Our crews match existing materials and repair damage seamlessly to restore your roof's protection and appearance.

Roof Leak Repair

Active roof leak? We locate the source using infrared and visual methods, then apply a permanent fix at the root cause. No guesswork, no band-aids — just lasting results backed by warranty.

Skylight Repair

Leaking skylight? We repair failed seals, cracked glass, condensation problems, and damaged flashing to restore your skylight to watertight condition while preserving the natural light you love.

Soffit & Fascia Repair

Your soffit and fascia do more than look good — they protect your attic ventilation and roof structure. We repair and replace damaged boards before the problem spreads to more expensive components.

Commercial Roof Services

Full-service commercial roofing for offices, retail, warehouses, churches, and private schools. We handle TPO, EPDM, metal, and built-up systems with minimal disruption to your business operations.

Roof Replacement

Complete tear-off and replacement with premium materials from Owens Corning, GAF, and CertainTeed. Whether your roof is aging out or suffered major damage, we deliver a brand-new roof built to last decades.

Wind Damage Roof Repair

Wind damage leaves your roof vulnerable to leaks and further deterioration. We repair lifted shingles, torn flashing, and exposed areas fast — and help you file a complete insurance claim.

Hail Damage Roof Repair

Expert assessment and repair of hail-damaged roofs with full insurance claim assistance. We identify granule loss, cracked shingles, and dented flashing that adjusters often overlook, ensuring you receive fair compensation.

Roof Tarp Installation

Immediate protection when you need it most. Our tarping crews arrive quickly after storm damage or structural failure, securing your roof with properly anchored heavy-duty tarps to prevent further damage.

Chimney Repair

Chimneys are the number one source of roof leaks. Our crews specialize in flashing replacement, crown repair, cap installation, and mortar repointing to seal your chimney permanently.

Emergency Roof Leak Repair

Active leak at midnight? Call us. Our 24/7 emergency crews carry everything needed to stop water intrusion fast and protect your home interior until a permanent repair is completed.

Roof Coating

Elastomeric and silicone roof coatings that extend your existing roof lifespan by 10-15 years. Ideal for flat and low-slope commercial roofs — reflective coatings also reduce cooling costs by up to 30 percent.

Flat Roof Repair

Specialized repair for TPO, EPDM, modified bitumen, and built-up flat roofing systems. We fix ponding issues, membrane tears, seam failures, and flashing problems that are unique to low-slope roofs.

Roof Repair

From missing shingles to persistent leaks, our repair crews pinpoint the issue and deliver a lasting fix. We use matching materials and proven techniques so the repair blends in and holds up.

Roof Inspection & Assessment

Know the true condition of your roof before problems escalate. Our 21-point inspection covers every critical area and delivers a clear, photo-documented report you can trust.

Storm Damage Roof Repair

When severe weather hits, our storm damage crews respond fast — securing your property, documenting all damage for insurance, and restoring your roof with quality materials and expert craftsmanship.

Slate Roof Repair

Slate roofs demand expert hands. Our trained craftsmen source matching tiles, replace cracked or slipped pieces, and restore your roof with techniques that honor the beauty and longevity of natural slate.

Metal Roof Repair

Specialized repair for standing seam, corrugated, and metal shingle roofs. We fix loose panels, seal failing fasteners, address rust spots, and restore weathertight integrity to your metal roofing system.

Gutter Guard Installation

Eliminate gutter clogs for good. We install premium leaf protection systems — micro-mesh, reverse-curve, or screen — professionally fitted to your existing gutters for years of maintenance-free performance.

Shingle Replacement & Repair

Missing or damaged shingles leave your roof exposed. We match your existing shingles by brand, color, and style, then replace only what is needed for a seamless repair that blends right in.

Ice Dam Removal

Safe ice dam removal using steam equipment — no hammering or chipping that damages your roof. We also install heat cables and improve attic ventilation to prevent ice dams from forming in the first place.

Professional Roofers in Chestnut Hill, MA

In a city like Chestnut Hill, word travels fast — and that is exactly how most of our customers find us. Craftsman Roofing has earned the trust of homeowners nationwide through decades of delivering honest assessments, quality workmanship, and roofs that perform as promised.

We believe the best advertising is a satisfied neighbor. That is why every Craftsman Roofing project in Chestnut Hill, MA is completed to the highest standard, backed by our workmanship warranty, and supported by a team that picks up the phone when you call. Your trust is our most valuable asset.

Craftsman Roofing crew installing a new roof in Chestnut Hill

Why Chestnut Hill Homeowners Choose Craftsman Roofing

Here is what sets Craftsman Roofing apart from other roofing companies in Chestnut Hill.

24/7 Emergency Service

Storms do not wait and neither do we. Our emergency crews are on call around the clock to protect your home when you need it most.

Premium Materials

We use only top-tier products from Owens Corning, GAF, and CertainTeed — backed by manufacturer warranties up to 50 years.

Licensed & Insured

Fully licensed, bonded, and insured in every state we serve. Your property and investment are protected from start to finish.

Family-Owned Heritage

Craftsman Roofing has Virginia roots going back generations. We still operate with the values that built our reputation — honesty, quality, and putting the homeowner first.

Fast Response Time

Most inspections scheduled within 48 hours and repairs started within days, not weeks. When your roof needs attention, we move fast.

Frequently Asked Questions

Have questions about roofing in Chestnut Hill? We have answers.

How do I compare asphalt shingles vs. metal roofing for my Chestnut Hill home?

Asphalt shingles cost less upfront and come in many styles, but typically last 20 to 30 years. Metal roofing costs more initially but lasts 50 years or longer, handles severe weather better, and improves energy efficiency. For Chestnut Hill homeowners weighing the options, we provide side-by-side estimates so you can see the long-term value of each.

How long does a roof replacement take in Chestnut Hill?

Most residential roof replacements in Chestnut Hill, MA are completed in 1 to 3 days depending on the size of your home, weather conditions, and roofing material chosen. Larger or more complex projects may take up to a week. We coordinate everything to minimize disruption to your daily routine.

What sets Craftsman Roofing apart from other roofers in Chestnut Hill?

Our crews carry more than 250 years of combined experience, and that depth shows on every Chestnut Hill roof we touch. The person on your roof has seen your specific problem before and knows how to solve it right the first time — which is exactly why Chestnut Hill homeowners choose Craftsman Roofing over less experienced contractors.

When is the best time of year to replace a roof in Chestnut Hill, MA?

In Chestnut Hill, the ideal time for roof replacement is late spring through early fall when temperatures are warm and consistent. Shingle adhesive bonds best above 45 degrees Fahrenheit. However, we complete roofing projects year-round in Massachusetts and adjust our techniques for seasonal conditions.

What are the signs I need a new roof on my Chestnut Hill home?

Common signs include shingles that are curling, cracking, or missing, granules accumulating in gutters, daylight visible through the attic, sagging roof sections, and a roof older than 20 to 25 years. If your Chestnut Hill home shows any of these, schedule a free inspection with Craftsman Roofing to assess whether repair or replacement is the best path.

Do you handle commercial roofing projects in Chestnut Hill, MA?

Yes. Craftsman Roofing has a long history of commercial work — property managers, private schools, churches, and high-end residential. In Chestnut Hill we provide full commercial roofing services including TPO, EPDM, metal, and built-up systems, delivered with minimal disruption to business operations.

What Our Customers Say

Our reputation is built on results. Here is what our customers say.

★★★★☆

"The crew did a solid job on our roof replacement. One small leak showed up after the first heavy rain but they came back and fixed it at no charge. Final result has been perfect."

— Denise F.
★★★★☆

"Roof looks good and the warranty is solid. The crew was professional, though they left a couple of shingles in the yard that I had to pick up. Minor thing."

— Nathan P.
★★★★★

"A great company that cares about meeting the needs of its customers. It absolutely shows."

— mervil kowatch

Nearby Cities We Serve

Craftsman Roofing proudly serves homeowners in these cities near Chestnut Hill.

Find Us in Chestnut Hill

Need a Roofer in Chestnut Hill, MA?

Get a free roof inspection and estimate from our Massachusetts team. No obligation.

(866) 846-9224 — Free Estimate