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TRUSTED BY WINTER HAVEN, FL HOMEOWNERS

  • Average homeowner rating star icon4.1
    Average homeowner rating
  • Verified reviews icon332
    Verified roofing services reviews

Top-Rated Roofers in Winter Haven - Updated Nov 2026

Avatar for Forrest & Son Contracting, LLC
Forrest & Son Contracting, LLC
4.8(
218
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairMetal Roofing - Repair+2 more

Serving Winter Haven, FL and surrounding areas

Approved

Super Service Award Winner

In business since 1975

Free estimates

Emergency services offered

"They did an excellent job repairing our roof and installing bird stops. They were kind and cordial throughout the entire process and even gave us valuable advice on how to complete smaller roofing projects in a cost effective manner! 10/10 would recommend!"
Leaking sky light
Tile roof coating
Tile roof
Metal roof
Coatings of mobile homes

+5

Response time6 hrs
4 neighbors recently requested a quote
Recommended by94%of homeowners
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 Haven, 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%
22 neighbors recently requested a quote
Avatar for Raised on Roofing, LLC
Raised on Roofing, LLC
4.7(
76
)
Asphalt Shingle Roofing - RepairInspection - RoofingSealant for Roof - Apply+7 more

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

"As a homeowner knowing a roofing contractor you can trust is a big plus. Robert at raised on roofing gave me the confidence to know that any of my roofing needs will be taken care of in the future. Now I know who to call."
Metal Roof Painting
Metal Roof Painting
Exterior of building
Exterior building painting
Exterior of metal building

+10

Response time3 hrs
Response rate100%
76 neighbors recently requested a quote
Avatar for Marshall Roofing & Contracting, LLC
Marshall Roofing & Contracting, LLC
4.6(
102
)
Asphalt Shingle Roofing - RepairMetal Roofing - RepairFlat, Foam or Single Ply Roofing - Repair+9 more

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"B. Marshall was different than the other roofing companies, who either stopped showing interest in me as a customer the minute there was not an opportunity to replace my entire roof and bill my insurance company, or did not return calls or messages. I had some roof shingles that blew off due to high winds and poor installation by the original roofing company. Both the father and son Ben stopped by within 24 hours of me reaching out, repaired the roof and inspected the rest of the roof for issues that I may not have been able to see from the ground. They did exactly what they promised, showed up as promised and did not try to oversell the job. Will call them first when I have another roofing job in the future, large or small."
Response time1 day
Response rate100%
41 neighbors recently requested a quote
Avatar for Action Roofing
Action Roofing
4.6(
12
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+17 more

Serving Winter Haven, FL and surrounding areas

Approved

In business since 1986

Free estimates

Warranties offered

"The job was done exceptionally well pricing was $15k less than anywhere else gutters all around my Home was included .and also some repairs that were very much needed.workmanship,cleanliness .efficient Team is also exceptional . Hardworking above and beyond I recommend them 100%.there are 10+ company."
Current promotions
FREE Inspections
FREE Inspections
FREE Inspections
FREE Inspections

+1

135 neighbors recently requested a quote
Avatar for Edward Kelbie
Edward Kelbie
4.6(
188
)
Asphalt Shingle Roofing - RepairSealant for Roof - Apply

Serving Winter Haven, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Free estimates

Small jobs welcome

"Fast response. Worked with my limited schedule. I had companys come out and told me I needed a new roof. They checked the roof and said it was solid and only needed a few shingles. I thank them for their honesty. Before you replace your roof. I highly recommend you have them and check it out first. They are friendly and will respond quickly. Thanks again JIM"
Our work
Our work
Our work
Our work
Our work

+55

Response time5 hrs
Response rate98%
3 neighbors recently requested a quote
Avatar for Roman Roofing, Inc.
Roman Roofing, Inc.
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+10 more

Serving Winter Haven, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Credit card accepted

"I have had my roof done with Roman Roofing(from shingles to metal). Ralph Chianese is a wonderful salesman, he is always there to help and answer all your calls or messages even on weekends. The roofing team is also a great team with supervisor Jaime, he is also a wonderful man, he stopped by and check the work couple times during the installation. I highly recommend Roman roofing to everyone who wants to change or replace their roof."
Concrete Tile Re-Roof
Tile Roof
Tile Roof
Tile Roof
Tile Roof

+11

Response time2 days
96 neighbors recently requested a quote
Recommended by54%of homeowners
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Showing 1-10 of 626
Roofing FAQs, answered by experts

In some cases, yes, you can put a second roof layer over architectural shingles, but it depends on your home’s structural stability and the local building codes where you live. Architectural shingles are thicker and heavier than standard asphalt shingles, so you may need structural reinforcement or a structural engineer’s inspection before proceeding. Additionally, some building departments don’t allow for two roof layers, regardless of the roof type. You should ask a professional if ripping the old roof off before installing the new one is the best option for you.

It’s always a good idea to have a lawyer review any legally binding contract before signing, including roofing contracts. Most contracts have straightforward language that’s easy to understand, but getting advice from an attorney before signing could save you from being locked into a contract you don’t want to move forward with. Having a lawyer review your contract can also help protect you if your roofing professional defaults on their side of the agreement.

The common formula for measuring a roof is length x width equals square footage. Professional roofers measure the length and width of your roof, including dormers, and determine its pitch and rafter sizes. If a roof surface is a triangle, they’ll divide that square footage by two, then add up the square footage of each surface to get the total for the roof.

The easiest way to tell if your roof vent boot is leaking is to look in your attic for signs of water damage. You might see visible moisture, water spots, or mold on the roof decking around the roof vent or damaged or soggy insulation below it. If you don’t have access to your attic or aren’t sure if the vent boot is the issue, hire a professional to come inspect your roof and figure out the underlying issue.

Yes, thatched roofs are legal in most areas in the U.S., but you should always check your local building codes to ensure there are no restrictions in your particular area before installing one. Even where they are legal, you’ll usually need to apply fireproofing to the roof to keep it up to code. Keep in mind that a new roof might not increase home value as much if you choose a thatched roof, as they aren’t common in the U.S. and might not be as desirable to many home buyers.

The Winter Haven, FL homeowners’ guide to roofing services

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