600+ 5 Star Reviews

Top-Rated Roofing Contractor in Winter Park, FL

From Small Repairs to Full Roof Replacements—We’ve Got Winter Park Covered

USMC Veteran Owned

Winter Park, FL’s #1 Roofing Company

Reimagine Roofing is proud to bring high-quality roofing services to Winter Park, FL—where timeless architecture meets Florida’s unpredictable weather. From frequent summer showers to high winds during hurricane season, we understand what it takes to protect homes in Central Florida with durable, weather-ready roofing.

As a trusted Winter Park roofing contractor, we specialize in efficient roof repairs and full replacements, always using top-tier materials and proven techniques that deliver long-term protection and value.

Looking for a dependable roofer in Winter Park, FL? Schedule your free roof inspection today, use our free roof cost estimate tool—trusted by Winter Park homeowners for reliable service and long-lasting results.

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Best Roofing Company in Winter Park, FL

As Winter Park’s top-rated roofer, we excel in customer satisfaction and quality workmanship, boasting over 4,000 roof installations.

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AFFORDABLE FINANCING

Low payment options that allow you to “FIX NOW, Pay Later!” – No Money Down and payments as low as $99/Mo.

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TOP-RATED ROOFING COMPANY

With over 600 Five Star reviews and industry leading warranties, customer experience and guaranteed satisfaction is our specialty.

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LIGHTENING FAST SERVICE

Experience peace of mind with guaranteed start and completion dates (or we pay you!)

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VETERAN OWNED

Our founder’s background in both roofing & solar make us your ideal all-in-one contractor solution.

About Our Team

At Reimagine Roofing, we’re not just about roofs; we’re a personal development company that happens to build them. Our mission is clear: Set new standards in customer service and craftsmanship, all while creating rewarding experiences for every home we cover.

We take pride in fostering a positive company culture and nurturing a supportive work environment. Through continuous growth and collaboration, we deliver exceptional results in every project we undertake.

Additional Features

Quality of Materials

We use only premium roofing materials from the best brands designed to withstand the harshest conditions and last for years. We encourage our clients to review samples before making any decisions, ensuring transparency and satisfaction.

Warranties

We stand behind our work with robust guarantees from the manufacturer that protect your investment for over 30 years, coupled with a minimum guarantee on workmanship. This commitment to quality is at the heart of what we do.

Detailed Estimates

Each project we undertake is supported by a comprehensive written estimate, detailing all aspects of the job from materials used to total costs, with no hidden fees. Our estimates are clear, concise, and reflect the true value of our work.

Communication

We prioritize constant communication, keeping you informed from the initial quote to the final inspection. Our team is always ready to answer your questions and address any concerns, ensuring a smooth and satisfactory roofing experience.

Proven Track Record

With thousands of successful installations, our references and online reviews speak volumes. We invite you to check our ratings on Google, Yelp, or the Better Business Bureau (BBB) to hear directly from our satisfied customers.

Experience

We are a licensed, bonded, and insured company, boasting professional certifications, including membership in the National Roofing Contractors Association. Our long-standing industry presence underscores our expertise and commitment to excellence.

Testimonials

4.9 Rating and 600+ Five Star Reviews!

Got questions?
Well, we’ve got answers

In Winter Park, FL, the average cost of a new roof typically ranges from $8,500 to $20,000, depending on the size and slope of your roof, materials used, and any architectural details. Asphalt shingles are the most budget-friendly, while tile or metal roofing offers enhanced durability and aesthetic value. At Reimagine Roofing, we provide free inspections and detailed quotes  to help Winter Park homeowners make informed roofing decisions that suit both style and budget.

Roofs in Winter Park generally need replacement every 15 to 50 years, depending on the roofing material and maintenance history. Central Florida’s heat, humidity, and seasonal storms can accelerate roof aging. If your roof is showing signs of damage, such as curling shingles, interior leaks, or visible wear, Reimagine Roofing offers comprehensive, free inspections to assess your roof’s condition and determine whether a repair or full replacement is needed.

The most common roofing materials in Winter Park include asphalt shingles, metal roofing, clay and concrete tiles, and TPO roofing systems for low-slope or flat surfaces. Asphalt shingles remain a top choice for affordability and versatility. Metal roofing is highly durable and energy-efficient—perfect for Florida’s sun and storms. Tile roofing offers a long lifespan and a refined aesthetic that complements many Winter Park homes, especially historic or Mediterranean styles. TPO systems provide excellent waterproofing for flat roofs. Reimagine Roofing works with Winter Park residents to choose the ideal material for both function and curb appeal.

Yes, in most cases, homeowners insurance in Winter Park will cover roof repairs when the damage is caused by a covered event, such as a hailstorm, wind damage, or falling debris. However, insurance typically doesn’t cover issues related to age, lack of maintenance, or general wear and tear. Reimagine Roofing provides detailed roof inspections and documentation to support legitimate insurance claims and guide you through the claims process with confidence.

When choosing a roofing contractor in Winter Park, it’s important to look for a company with local experience, proper licensing and insurance, and a reputation for high-quality workmanship. Always check online reviews, request references, and confirm that the contractor offers clear estimates and strong warranties. Reimagine Roofing proudly serves Winter Park homeowners with 25-year workmanship warranties, free roof inspections, and a customer-first approach. We’re committed to delivering dependable roofing solutions tailored to Florida’s climate and your home’s individual needs.

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