Roofer Winter Park

Winter Park has some of the most beautiful homes in all Central Florida. For over 3 generations Brian Sikes has been the expert roofer that Winter Park home owners and businesses have relied upon.  Whether the need was for tile, shingle, or metal roofing, we’ve installed or repaired them all.  If you need a reliable roofer in Winter Park,  FL, look no further than Brian Sikes Roofing.  For over 3 generations we have provided professional and affordable roofing services to thousands of area homeowner’s, businesses and property managers.  Whether your roof is getting old, leaking or cracking, we offer a full range of services including new roofs, re-roofs, roof tear offs and roof repairs.  Our roofing professionals have the knowledge, experience and skill necessary to assess your specific needs and provide solutions to determine the best route regarding your roof.  In every project we undertake, we place the needs of our clients first.

Residential Roofing

Whether you need a new roof or a repair, we understand the problems a leaking or old roof can cause both emotionally and financially.  Nobody wants to see their home damaged.  Choosing a roofing contractor is an important decision and one that should not be taken lightly.  You are about to make an investment that will protect your home and family for years to come.  We understand there are countless roofing contractors to choose from, don’t settle for anything less than the best in Central Florida.

Commercial Roofing

Brian Sikes Roofing is the professional commercial roofing contractor that businesses and property managers in Central Florida have relied on for all their commercial, industrial, and institutional roofing needs. Whether your property is new, or you have an existing structure, our commercial specialists have helped thousands of businesses with roof restorations, roof maintenance, roof coatings, retrofits and full replacement of facility roofs. We have the resources, experience and equipment to complete large or small projects.

The types of Roof We Work with Include:

  • Shingle
  • Slate
  • Tile
  • Cedar Shingles / Shakes
  • Built Up Roofs
  • Flat Roofs
  • Asphalt Roofs
  • Single Ply Roof Systems
  • Modified Bitumen Roofs / Self Adhering
  • Built Up Gravel Roofs
  • Lifetime 130mph Shingles
  • And More

Contact Us

We offer several types of services to homeowners, businesses and property managers to meet many unique needs.  You can count on Brian Sikes Roofing for:

If you are looking for a trouble-free experience and a quality roof that will last, contact Brain Sikes Roofing.   From the moment you contact us, you will find our staff to be respectful and courteous and our contractors to be on time and professional.  When you entrust in Brian Sikes Roofing for all your roofing needs, you will see why our clients have chosen us to be their roofing contractor for life. Call or contact us today to schedule your free consultation and estimate. We are the locally owned and operated contractor you can count on.

I would like to thank you for the excellent job that you and your company performed on my roof!

As you know, I have been frustrated with the leaks and continued damage that has occurred to my building since I had my roof replaced eight years ago. I was unable to come to an acceptable solution from the original roofer and had no more success when I hired a consultant to solve the problem.

You responded quickly with your estimates and easily completed the job within th etime period to which we agreed. The job was near and the grounds were cleaned up appropriately. Your prices were quite reasonable compared to the other estimates I received. Even when you found unexpected damage that was not included in your original estimate, the additional charges were very reasonable. You also responded quickly to any concerns I had. For the first time in eight years, I feel confident that the roof will not leak. I know it probably sounds silly to you because you are used to giving people a quality product, but I am grateful for the job your company completed.

Please feel free to make copies of this letter to use as a reference for potential clients that are considering your company for their roofing needs.

Randy and Sarah T.

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When Experience & Dedication Matter,  Choose Brian Sikes Roofing

  • 100% Customer Satisfaction
  • All Types of Roofs
  • Free Written Estimates
  • Family Owned & Operated
  • Specialty Roofing Services


  • Locally Owned & Operated
  • 3rd Generation Roofing Company
  • No Deposit Required
  • No Subcontractors
  • References Available


  • Residential & Commercial
  • Seamless Aluminum Gutters
  • Roof Inspections
  • Skylights
  • Soffit & Fascia Repairs


Brian Sikes Roofing Inc. Proudly Offers Services in the Following Areas:

Orange County

Alafaya – Apopka – Clarcona  – Maitland – Orlando – Rio Pinar  – Winter Park – Zellwood

Seminole County

Altamonte Springs – Casselberry – Fern Park – Goldenrod – Heathrow – Lake Mary – Longwood – Oviedo – Sanford – Winter Springs

Volusia County

Daytona – DeBary – Deland – Deltona – Edgewater – Orange City – Osteen – Port Orange – New Smyrna