The Best Roofing Contractors in Windermere, FL

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

#1

Windermere Elite Roofing & Restoration

4.8
(142 reviews)
Verified

A premier roofing contractor specializing in high-end residential and commercial roofing systems. Known for exceptional craftsmanship with tile, metal, and premium asphalt shingles. They offer comprehensive storm damage restoration and work directly with insurance companies to streamline claims.

8523 Main Street, Windermere, FL 34786

Specialties & Features

Storm Damage Restoration
Insurance Claims
Tile & Metal Roofing
24/7 Emergency Services
Roof Inspections

Business Information

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

Lakeside Roofing Contractors

4.7
(118 reviews)
Verified

A family-owned and operated roofer with deep roots in the Windermere community. They provide reliable residential roof replacements and repairs, with expertise in handling the specific challenges of Florida's climate, including humidity, UV damage, and hurricane-force winds.

12445 Winter Garden Rd, Windermere, FL 34786

Specialties & Features

Residential Roof Replacement
Leak Repair
Hurricane Mitigation
Asphalt Shingles
Maintenance Programs

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
#3

Sunshine State Storm Pros

4.6
(95 reviews)
Verified

Specializes in rapid response storm damage assessment and repair. Their team is highly skilled in emergency tarping, water mitigation, and full roof replacements following major weather events. They are experts in navigating local building codes and permit processes.

5670 Windy Ridge Rd, Windermere, FL 34786

Specialties & Features

Emergency Storm Response
Water Mitigation
Roof Ventilation Systems
Quick Turnaround Repairs
Free Inspections

Business Information

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

Why These Are the Top Roofing Contractors in Windermere

The Windermere roofing market is characterized by high-value residential properties and a need for durable, weather-resistant systems. The humid subtropical climate, with its intense sun, heavy seasonal rains, and annual hurricane threat, demands high-quality materials and expert installation. Roofers here must be well-versed in Florida's strict building codes (FBC) and wind mitigation techniques. The market is competitive, with a focus on insurance-related work for storm damage and a preference for premium materials like concrete tile and metal that offer longevity and hurricane resistance.

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 Windermere regulations and climate

Frequently Asked Questions About Roofing in Windermere

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

1What is the typical cost range for a new roof replacement on a Windermere home, and what factors influence the price?

In Windermere, a full roof replacement typically ranges from $15,000 to $45,000+, heavily influenced by home size, material choice, and roof complexity. Key cost factors include the high demand for impact-resistant materials (like Class 4 asphalt shingles or metal) due to Florida's hail and hurricane risk, the need for proper ventilation to combat heat and humidity, and compliance with the Florida Building Code's strict wind-mitigation requirements. Premium architectural styles and steep roof pitches common in the area can also increase labor and material costs.

2When is the best time of year to schedule a roof replacement in Windermere, and how long does the project usually take?

The ideal time is during Central Florida's drier season, from late fall through early spring (November to April), to avoid frequent afternoon thunderstorms and the peak of hurricane season. A standard asphalt shingle replacement on a typical Windermere home typically takes 2-4 days, barring weather delays. It's crucial to plan ahead, as reputable local roofers book up quickly, especially after a major storm event has passed through the region.

3Are there specific local regulations or permits required for roofing work in Windermere, Florida?

Yes, roofing in Windermere requires adherence to both Orange County and the Town of Windermere's building department regulations. A permit is mandatory for any re-roofing project, and the work must pass inspection to ensure it complies with the current Florida Building Code, particularly the High-Velocity Hurricane Zone (HVHZ) provisions in some areas. Your roofer must also be a licensed Florida roofing contractor, and they are responsible for pulling the proper permits, which protects you as the homeowner.

4How should I choose a reliable roofing contractor in the Windermere area?

Prioritize contractors who are locally established, licensed (verify on the Florida Department of Business & Professional Regulation website), insured, and have strong references from other Windermere/Orange County homeowners. Look for expertise with Florida-specific challenges like hurricane straps, proper attic ventilation, and impact-resistant materials. Be wary of out-of-town "storm chasers" after major weather events and always get detailed, written estimates that include waste removal, warranty information, and a clear scope of work.

5What are the most common roofing problems you see on Windermere homes, and how can they be prevented?

The most frequent issues are storm-related wind damage to shingles, degradation from intense UV exposure, and leaks caused by failing sealants around vents and chimneys. Proactive prevention includes scheduling annual professional inspections before and after hurricane season (June-November), ensuring gutters are clean to prevent water backup, and trimming overhanging tree branches that can abrade shingles or fall during storms. Investing in high-quality, Florida-approved materials from the start is the best long-term defense.