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TRUSTED BY WINTER PARK, FL HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon808
    Verified roofing services reviews

Top-Rated Roofers in Winter Park - Updated Nov 2026

Avatar for Sun State Roofing LLC
Sun State Roofing LLC
5.0(
48
)
Asphalt Shingle Roofing - RepairSealant for Roof - ApplyFlat, Foam or Single Ply Roofing - Repair+3 more

Serving Winter Park, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Credit card accepted

"I had a great experience with Benjamin and Sun State roofing. Ben was very professional and knew exactly what my roof needed. He walked me through the entire process and was there if I had any questions. I would highly recommend Sun State Roofing to anyone who needs roofing work."
Response time5 hrs
Response rate100%
24 neighbors recently requested a quote
Avatar for G & G Roofing
G & G Roofing
4.5(
441
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceTraditional Tile Roofing - Install or Replace+26 more

Serving Winter Park, FL and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"After the hail storm in 2019, G and G roofing replaced 5 roofs for us and repaired two additional roofs. They're professionalism and problem solving skills are a great asset to us and our tenants. They kept their appointment and safe guarded our properties with great cooperation. Couldn't have been a better experience"
New Metal Roof
Stunning New Metal Roof
Beautiful Tile Replacement
Tilcor Metal Roof -- A tile look with metal durability.
Additional Photos

+5

Response time2 days
Response rate100%
26 neighbors recently requested a quote
Avatar for Roof Squad
Roof Squad
4.8(
225
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Winter Park, FL and surrounding areas

Approved (Corporate)

In business since 1990

Free estimates

Emergency services offered

At Roof Squad Orlando, your peace of mind is our top priority. Whether you need residential roofing services or a reliable commercial roofer, we?re here to help. Our team works diligently from the first phone call to the final inspection, ensuring every shingle is installed with precision and care. As your trusted local roofing company, we go the extra mile to deliver exceptional service, quality craftsmanship, and fair pricing?keeping your roof and your home in top shape.

Commercial Roofing
Residential Roofing
Gutter Installs
53 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Casa Noble, LLC
Casa Noble, LLC
4.8(
151
)
Asphalt Shingle Roofing - RepairSealant for Roof - ApplyAsphalt Shingle Roofing - Repair - For Business+9 more

Serving Winter Park, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Emergency services offered

"Brittany from Casa Noble was incredible! Her and her team made the whole roof install absolutely seamless. I was extremely impressed by the communication, professionalism, and top-notch work. I couldn't recommend Casa Noble more! The transparency throughout the entire project was appreciated. I think I have the best roof in the neighborhood now!"
Response time6 hrs
5 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for Northmen Roofing
Northmen Roofing
4.9(
50
)
Natural Slate Roofing - RepairTraditional Tile Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For Business+2 more

Serving Winter Park, FL and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Northmen Roofing repaired the roof on my home and did an excellent job. Dean was very attentive to all of my concerns and guided me throughout the project. When Jesse, Travis and their team arrived on site, they were very respectful to me and my property. They were very knowledgeable in completing roofing repairs. I would not hesitate to recommend Northmen Roofing to anyone looking for a reliable roofing contractor. Thank you Northmen Roofing. Keep up the good work?"
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Roof Inspection
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Repair

+66

Response time10 hrs
Response rate97%
2 neighbors recently requested a quote
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Showing 1-10 of 965
Roofing FAQs, answered by experts

Yes, gable vents can let water in. That being said, this usually only occurs during extreme conditions like heavy rainfall. You can prevent water from entering through gable vents by adding a screen that traps the water before it can enter.

Homeowners insurance may cover the cost to tarp a roof if the type of damage falls within your coverage. For example, roof damage caused by a natural disaster may fall within your plan, and the cost of a temporary tarp may be incorporated. In general, however, simply tarping your roof for renovations will often not fall under insurance coverage.

Technically speaking, yes, verbal agreements and “handshake deals” can be legally binding contracts that will hold up in court, but the suing party will need to be able to prove that the parties entered into the contract. Even though verbal and handshake deals can be binding, it’s risky to rely on these types of agreements for anything, including roofing projects. Always aim to get your contract in writing, and make sure it includes all terms and that you don’t agree to additional terms that don’t appear in the contract.

You should tarp a roof whenever roof damage occurs. Missing shingles and holes in your roof can cause roof leaks and problems that come with them. Tarping is a quick way to provide temporary roof protection while you wait for a professional roofer to make repairs.

A roof overlay will last an average of 15 years, compared to the 20 to 30 years or more that a full roof replacement for a shingle roof will last. An overlay’s lifespan may be shortened even further if there’s underlying damage to the existing roof or structural problems with the roof supports.

The Winter Park, FL homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.