The Best Roofing Contractors in Winter Park, FL

Compare the highest-rated roofing professionals in Winter Park, Florida. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Winter Park Roofing & Restoration

4.8
(127 reviews)
Verified

A premier roofing contractor specializing in high-quality residential and commercial roof replacements, repairs, and storm damage restoration. Known for exceptional craftsmanship and expertise handling insurance claims for hail and wind damage.

150 N Orlando Ave, Winter Park, FL 32789

Specialties & Features

Storm Damage Restoration
Insurance Claims
Tile Roofing
Emergency Tarp Services

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

Central Florida Metal Roofing Specialists

4.7
(94 reviews)
Verified

Experts in durable metal roofing systems designed for Florida's climate. Provides comprehensive residential and commercial roofing services including installation, maintenance, and repair with a focus on hurricane-resistant solutions.

422 W Fairbanks Ave, Winter Park, FL 32789

Specialties & Features

Metal Roofing
Hurricane-Resistant Installation
Commercial Roofing
Roof Maintenance Programs

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
#3

Orange County Roof Repair & Replacement

4.6
(116 reviews)
Verified

Full-service roofing contractor offering 24/7 emergency services, roof inspections, and complete replacement services. Specializes in asphalt shingle, tile, and flat roof systems with strong expertise in local building codes.

801 S Pennsylvania Ave, Winter Park, FL 32789

Specialties & Features

Emergency Roof Repair
Roof Inspections
Asphalt Shingle
Flat Roof Systems

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Winter Park

Winter Park's roofing market is characterized by high demand for storm-resistant systems due to frequent hurricanes, tropical storms, and intense UV exposure. The area features a mix of historic homes requiring specialized materials and modern constructions. Quality contractors must be well-versed in Florida building codes, wind mitigation techniques, and insurance claim processes. The market is competitive with emphasis on durability against heavy rain, high winds, and humidity.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Winter Park regulations and climate

Frequently Asked Questions About Roofing in Winter Park

Get answers to common questions about roofing services in Winter Park, Florida.

1What is the typical cost range for a new roof in Winter Park, and what factors influence the price?

In Winter Park, a full roof replacement typically ranges from $12,000 to $30,000+ for an average-sized home. Key factors include the roof's square footage, the material chosen (with impact-resistant asphalt shingles or metal being popular for Florida's climate), and the complexity of your roof's design. Local material and labor costs, as well as compliance with the Florida Building Code's high-wind requirements, also significantly affect the final price.

2When is the best time of year to schedule roofing work in Winter Park, FL?

The ideal time is during Central Florida's drier season, typically from late fall through early spring (November to April). This avoids the peak of hurricane season and the daily summer thunderstorms, which can cause dangerous delays and material damage. However, scheduling early is crucial, as reputable roofers are often booked months in advance, especially after any major storm events in the region.

3Are there specific roofing materials or features recommended for Winter Park's climate?

Absolutely. Due to intense sun, high humidity, and seasonal severe weather, we strongly recommend materials rated for high wind resistance (e.g., shingles rated Class F or G) and enhanced impact resistance. A properly installed synthetic or metal roof underlayment is also critical for water intrusion protection. Many homeowners opt for lighter-colored shingles or metal roofs to reflect the Florida sun and improve energy efficiency.

4How do I choose a reputable roofing contractor in Winter Park?

Always verify the contractor holds a valid *Florida Certified Roofing Contractor* license (not just a general contractor's license) and carries both liability and workers' compensation insurance. Check for strong local references and a physical address, and be wary of storm-chasing companies. It's also wise to choose a roofer familiar with Winter Park's specific permitting process and any local historic district guidelines if your home is in one.

5My roof was damaged in a storm. Will my insurance cover it, and what should I do first?

Most homeowners' insurance policies in Florida cover wind and hail damage, but you must pay your hurricane deductible if the damage is from a named storm. Your first step is to document the damage with photos and schedule a professional inspection from a trusted local roofer. They can provide a detailed assessment to support your insurance claim. Do not sign any assignment of benefits (AOB) contracts with an unfamiliar contractor, as this practice has led to significant issues and litigation in Florida.