The Best Roofing Contractors in Winter Garden, FL

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

#1

Winter Garden Roofing & Restoration

4.8
(142 reviews)
Verified

A premier full-service roofing contractor specializing in both residential and commercial properties. Known for exceptional storm damage restoration and seamless insurance claim assistance. Uses high-quality materials from GAF and Owens Corning, offering strong warranties including lifetime workmanship guarantees.

1250 E Plant St, Winter Garden, FL 34787

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Emergency Tarp Services

Business Information

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

Sunshine State Metal Roofing Specialists

4.7
(118 reviews)
Verified

Experts in metal roofing installation and repair, particularly suited for Florida's climate. Specializes in standing seam and metal shingle systems that offer superior hurricane resistance and energy efficiency. Also provides tile roof repair and full roof replacements with a focus on durability against heavy rain and UV exposure.

455 W Colonial Dr, Winter Garden, FL 34787

Specialties & Features

Metal Roofing
Tile Roofing
Hurricane-Resistant Installation
Energy-Efficient Roofing

Business Information

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

Guardian Roofing & Contracting

4.6
(96 reviews)
Verified

Provides comprehensive roofing services with strong expertise in hail and wind damage repair. Offers 24/7 emergency services and thorough roof inspections with detailed documentation for insurance purposes. Known for meticulous workmanship on both repairs and complete replacements across all major roofing materials.

320 S Boyd St, Winter Garden, FL 34787

Specialties & Features

Emergency Repairs
Roof Inspections
Hail Damage Repair
Maintenance Programs

Business Information

Years in Business:10 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Winter Garden

Winter Garden's roofing market is heavily influenced by Central Florida's subtropical climate, characterized by intense sun, high humidity, seasonal heavy rains, and frequent thunderstorms with potential for hail and high winds during hurricane season. Contractors must be well-versed in Florida Building Code requirements for wind mitigation (particularly Miami-Dade County approved products) and energy efficiency. The market demands expertise in storm damage assessment, insurance claim navigation, and durable materials that can withstand UV degradation and water intrusion.

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 Garden regulations and climate

Frequently Asked Questions About Roofing in Winter Garden

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

1How much does a new roof typically cost in Winter Garden, FL?

In Winter Garden, a full roof replacement typically ranges from $12,000 to $25,000+ for an average single-family home, with the final cost heavily dependent on materials and size. Florida's building code requires high-wind rated materials (like Class F or G shingles), which can increase costs compared to other regions. Metal roofs, popular for their longevity and hurricane resistance, are a higher initial investment but offer long-term value in our climate.

2What is the best time of year to replace a roof in Winter Garden?

The ideal time is during Central Florida's drier season, typically from late fall through early spring (November to April), to avoid frequent afternoon thunderstorms and the peak of hurricane season. However, it's wise to schedule inspections and get on a contractor's schedule well in advance, as reputable local roofers are often booked months ahead, especially after a major storm event has passed through the area.

3What local permits or regulations do I need to be aware of for a roof replacement?

All roofing work in Winter Garden requires a permit from the City of Winter Garden Building Division, and your contractor should handle this process. Crucially, your new roof must comply with the Florida Building Code, which mandates specific wind resistance (often requiring roofing systems rated for 150+ mph) and may require a secondary water barrier in certain zones. Your roofer must also be a licensed Florida roofing contractor.

4How do I choose a reliable roofing contractor in Winter Garden?

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. Get 2-3 detailed written estimates, check for strong local references in neighborhoods like Stoneybrook West or the Historic District, and review their standing with the Better Business Bureau. Be wary of storm-chasing companies that appear after a hurricane.

5My roof has dark streaks; is this a major problem in our climate?

Those dark streaks are likely Gloeocapsa magma algae, commonly called "roof mold," which thrives in Florida's warm, humid climate and is very common in Winter Garden. While not structurally damaging, it can retain moisture and degrade granules over time. Professional soft washing (not high-pressure power washing) is the recommended treatment, and installing zinc or copper strips at the ridge can prevent future growth.