Roofing services in Winter Park, FL

Trusted Roofing Services in Winter Park, FL

Expert roofing solutions for homes and businesses across Winter Park, FL. Licensed, insured, and built on decades of craftsmanship heritage.

Licensed & Insured 4.6-Star Rated 24/7 Emergency Service Serving Winter Park
16,412+ Projects Completed
22,059+ Happy Customers
29,875+ 5-Star Reviews
25+ Years Experience

Our Roofing Services in Winter Park

Our licensed Florida crews provide a complete range of roofing services for Winter Park homeowners and businesses.

Storm Damage Roof Repair

Storm damage demands immediate attention. We provide emergency tarping, thorough damage documentation for your insurance claim, and complete restoration to get your roof back to pre-storm condition.

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.

Ice Dam Removal

Ice dams cause serious damage when ignored. Our crews use professional steam equipment to remove them safely — no hammering that damages shingles — and install preventive measures to stop them from returning.

Skylight Repair

Skylights bring beauty and light into your home — until they leak. Our crews fix seals, replace damaged glass, rework flashing, and solve condensation issues so you can enjoy your skylight worry-free.

Metal Roof Repair

Loose panels, failing fasteners, or rust spots on your metal roof? We bring the specialized skills and materials needed to restore your standing seam, corrugated, or metal shingle system to peak condition.

Soffit & Fascia Repair

Repair and replacement of rotted, damaged, or pest-infiltrated soffit and fascia boards. These critical components protect your roof edge and attic ventilation — neglecting them leads to much bigger problems.

Gutter Guard Installation

Professional installation of gutter guards and leaf protection systems that eliminate clogging and reduce maintenance. We carry micro-mesh, reverse-curve, and screen options to fit every budget and gutter type.

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.

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.

Gutter Cleaning

Clogged gutters lead to overflow, foundation damage, and roof problems. Our crew clears all debris, flushes every downspout, and inspects for damage — keeping your drainage system working properly.

Roof Tarp Installation

When your roof is compromised, every minute counts. Our emergency tarp crews deploy fast with heavy-duty materials to stop water intrusion and protect your home until permanent repairs can be made.

Roof Coating

Extend your roof life by a decade or more with professional-grade coatings. Our elastomeric and silicone systems seal your existing roof, reflect heat, and reduce cooling costs — without a full replacement.

Hail Damage Roof Repair

After a hailstorm, a professional inspection is critical. We find damage that adjusters miss — granule loss, hairline cracks, dented flashing — and handle your insurance claim from start to finish.

Roof Waterproofing

Keep moisture out with professional waterproofing systems. We apply liquid membranes, sealants, and protective coatings that create a seamless barrier — extending your roof life and preventing leaks before they start.

Roof Repair

Do not let a small roof problem become a big one. Our licensed repair teams handle everything from minor shingle damage to major flashing failures — backed by warranty and completed on your schedule.

Chimney Repair

Leaks around the chimney? We fix failing flashing, cracked crowns, missing caps, and deteriorating mortar joints. Our chimney repair work is thorough and built to keep water out for good.

Wind Damage Roof Repair

Targeted repair for wind-lifted shingles, torn flashing, and exposed underlayment caused by high winds and severe weather. We also assist with insurance documentation to maximize your claim.

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.

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.

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.

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.

Gutter & Downspout Repair

Sagging, leaking, or overflowing gutters? Our crews repair seams, restore proper pitch, and replace damaged sections so your drainage system protects your foundation the way it should.

Commercial Roof Services

From office parks to warehouses, our commercial roofing teams deliver. We handle every system type with crews trained to work around your business schedule and minimize operational disruption.

Asphalt Roof Repair

Repair and maintenance for asphalt shingle roofs — the most common roofing material in America. We fix curling, cracking, missing shingles, and granule loss to restore your roof protection and curb appeal.

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.

Professional Roofers in Winter Park, FL

Craftsman Roofing has proudly served homeowners nationwide, delivering roofing solutions that combine proven craftsmanship with modern materials. With more than 250 years of combined crew experience, our teams understand the specific demands that Florida weather places on residential and commercial roofs in communities like Winter Park (pop. 31,243).

Every project in Winter Park, FL starts with a thorough inspection and ends with a final walkthrough to ensure your complete satisfaction. We use premium products from Owens Corning, GAF, and CertainTeed because the quality of materials matters just as much as the skill of the crew installing them.

Craftsman Roofing crew installing a new roof in Winter Park

Why Winter Park Homeowners Choose Craftsman Roofing

We are committed to delivering exceptional roofing services that protect your biggest investment.

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.

Licensed & Insured

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

Free Inspections

Every project starts with a no-obligation 21-point roof inspection. We identify every issue and provide an honest, transparent estimate.

250+ Years Combined Experience

Our crews carry more than 250 years of combined craftsmanship. The person on your roof has actually seen your problem before — and knows exactly how to solve it right.

Premium Materials

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

Frequently Asked Questions

Have questions about roofing in Winter Park? We have answers.

What are the signs I need a new roof on my Winter Park 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 Winter Park home shows any of these, schedule a free inspection with Craftsman Roofing to assess whether repair or replacement is the best path.

Do you offer emergency roofing services in Winter Park, FL?

Yes, Craftsman Roofing provides 24/7 emergency roofing services throughout Winter Park and surrounding Florida communities. Whether it is storm damage, a fallen tree, or a sudden leak, our crews respond quickly to secure your property and prevent further damage. Call us anytime — day or night.

What sets Craftsman Roofing apart from other roofers in Winter Park?

Our crews carry more than 250 years of combined experience, and that depth shows on every Winter Park 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 Winter Park homeowners choose Craftsman Roofing over less experienced contractors.

How do I compare asphalt shingles vs. metal roofing for my Winter Park 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 Winter Park homeowners weighing the options, we provide side-by-side estimates so you can see the long-term value of each.

How much does roof repair cost in Winter Park, FL?

Roof repair costs in Winter Park typically range from $300 to $1,500 for minor repairs and $1,500 to $5,000 for major damage. Factors include the extent of damage, roofing material, roof pitch, and accessibility. We provide free inspections and detailed estimates so you know exactly what to expect before any work begins.

When is the best time of year to replace a roof in Winter Park, FL?

In Winter Park, 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 Florida and adjust our techniques for seasonal conditions.

What Our Customers Say

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

★★★★★

"The Craftsman crew was incredibly thorough during our roof inspection. They took photos, explained what they found, and didn't pressure us into anything we didn't need. Refreshing to find a roofer with that level of integrity."

— Jessica W.
★★★★★

"Craftsman replaced our aging shingle roof last month. From the initial consultation with Andrew to the final cleanup, everything was professional and organized. The manufacturer warranty they honor is a big deal for peace of mind."

— Rebecca L.
★★★★★

"Locally owned company that focuses on the customer! Good quality work with a great product for a fair price. I highly recommend them if you have residential roofing needs!"

— Scottie Lafferty

Nearby Cities We Serve

Craftsman Roofing proudly serves homeowners in these cities near Winter Park.

Find Us in Winter Park

Need a Roofer in Winter Park, FL?

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

(866) 846-9224 — Free Estimate