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Roofing Contractors in Winter Garden, FL

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Service Pros

    BS

    Gutter Install, Asphalt Shingle Roofing, Traditional Tile Roofing , and 2 more

    "Big Sky roofing got me on the schedule right away and communicated very well with progress updates while on the job site."

    Theresa K. in December 2024

    Isaac's Exteriors LLC Logo
    Clermont, FL·

    "Nice, honest workers. Helped repair lanai roof."

    Robert D. in December 2023

    Edward Kelbie Logo
    Winter Haven, FL·

    Painting Interior and Exterior, Gutters repairs, Roofing , and 2 more

    "Excellent, professional"

    E69209C59E6BA25E0E39AF798445358D7AD38D199CA4A2F3556102BEB0D9B1A9 A. in February 2026

    RW
    Orlando, FL·

    x, Roofing Installs & Repairs

    "They were very responsive. Their service consultant was very knowledgeable, diagnosed the problem and did the repair immediately. In addition assesed the remainder of the roof and made additional repairs that he suggested might be a problem in the near future. Excellent service."

    Roger J. in November 2019

    AE
    Orlando, FL·

    Roofing

    "Jeremy was great to work with along with the actual guy that performed the job as other failures on the current shingles were brought to my attention. The only negative item I would report is the lack of contact after the job was completed as I asked for a whole house roofing estimate once my roof repair was complte and have yet to receive a written estimate, but I know they were/are busy."

    Ronald L. in December 2017

    CR
    Sarasota, FL·

    Rooftop Maintenance Programs, Roof Installs, Roof Coatings , and 2 more

    "We were unable to install the skylight due to unexpected ducts in the attic that prevented the solar tube from going in but the crew tried to overcome the limited access on 2 separate occasions. They did so without tearing up the ceiling as they planned and inspected before any cutting. I ended up hiring them for a smaller project which turned out great."

    JP W. in April 2022

    Sunpro Contracting Logo
    Kissimmee, FL·

    Gutters and leaf filter, Exterior painting, Roofing , and 7 more

    "He did exactly what he said he would do and finished in very good time frame."

    8A9C1027C64406D89E4714FA2CE161645E7AB7C2BE529DCA0944AFB7F1EE67E3 9. in December 2025

    Best Choice Roofing -  N. Orlando Logo

    In business since 2021

    Kissimmee, FL

    Traditional Tile Roofing Installs, Asphalt Shingle Roofing Replacement, Roofing - GAF Master Elite Certified Roofing Contractor , and 4 more

    About us: "Founded by Wayne Holloway in 2009, Best Choice Roofing has successfully completed over 60,000 roofing projects in the United States. With his expertise in the industry, and built on the foundation that Holloway developed, the company has grown into more than 40 locations in 15 states across the country. As an Owens Corning Platinum Preferred Contractor since 2011, Best Choice Roofing is recognized as a top 1% Performer and has been awarded the National Volume Award seven times in its short history. Best Choice Roofing prides itself in a customer-first approach, the success of its people, and providing homeowners with high-quality products to protect their home."

    Legacy Restoration, LLC Logo
    Casselberry, FL·

    Gutters Installation - Seamless, Siding Installation, Windows - Bay Windows, Patio Doors , and 2 more

    "Legacy was absolutely great to work with - from Justin and Cole to helping us battle our insurance company (took many months to do!) to replace our siding to the actual crew (Oscar) who actually did the work. They were professional, did quality work, and communicated all throughout the process. Would highly recommend!"

    Jeri Q. in August 2022

    RO
    Orlando, FL·

    Roofing

    About us: "We are a locally owned and operated company. We value honesty and integrity in all aspects of our business. We offer a variety of home improvement services that are customized to each individual project. We pride ourselves on the quality of our work, as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction!"

    Golden Rule Enterprises Inc. DBA Cool Roof Foam and Coatings Logo
    Pompano Beach, FL·

    Silicone Roof Restoration, Sprayed Polyurethane Foam

    About us: "Do you own or manage a COMMERCIAL building with a FLAT roof that is old or leaking? Don't replace it, restore it with our Silicone Roof Restoration Coating System! We pride our company on reliability, great communication, integrity, and quality work. We believe in giving our absolute best in all of our projects, no matter how big or small. You will find us to be competitively priced, with close attention to the details of each and every project. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business, so please ask us for references."

    Marshall Roofing & Contracting, LLC Logo
    NEW PORT RICHEY, FL·

    Roofing, Gutters

    "There are times where you get pleasantly surprised. My experience with B. Marshall was one of those times. I had a roof leak by my chimney. I contacted Angi on Thursday and by Friday, Ben stopped by and provided me an estimate. He was able to get the work done on Tuesday, and did a great job prior to a significant winter storm. Needless to say, i would definitely hire again, and will recommend to friends and family."

    jeffrey P. in December 2022

    SS

    "Sun State was contacted because my home inspector found a tear in my TPO roofing. Ben the owner responded and he was very thorough in his inspection of the roof. He explained the nature of the roofing system and informed me on how to maintain it. He never hard sold me, only gave me the facts. He provided a repair estimate and asked if I wanted another estimate for the upkeep and preventative maintenance. Ben's work etiquette is very good, he worked with urgency and cares about the quality and relationship he establishes with his customers. I am very happy knowing my roof will serve me well for many years to come and I am water tight! I highly recommend Sun State Roofing Company."

    9C8C6727B5990F4CAC0643EA409FDFC241C36D60BAED97828D40E44C7758B142 4. in September 2025

    JB
    Orlando, FL·

    Roofing

    "The team at JAC Builders was terrific, from the first inquiry, to the proposal and through the selection of materials, answering our questions, and making the entire process of permitting, installation, and clean up outstanding. We'd highly recommend JAC Builders for any type of roof repair or installation."

    P H. in February 2024

    Williamson Homes, Inc. Logo
    Davenport, FL·

    Painting, Roofing

    "Came when they said. Did what they agreed too. And left no mess. Highly recommend."

    Douglas S. in December 2021

    H & Sons Roofing, Inc. Logo
    DELTONA, FL·

    "He is very satisfied with the service. The professional did an excellent job and they were very professional."

    88388ACCF1FA9747C1A55931C08F0FA159CF97EC0FB2EB28EB81BD2339271FD4 D. in April 2026

    Sunshine State Roofing of Florida, LLC Logo
    Groveland, FL·

    Roofing Installs & Repairs, Can handle Insurance Claims

    "Great job, they finished in one day."

    Larry C. in June 2018

    ARES EXTERIORS Logo
    Orlando, FL·

    Flat, Foam, or Single Ply Roofing - Install or Replace, Metal Roofing - Install or Replace- For Business, Asphalt Shingle Roofing - Install or Replace , and 1 more

    "Very knowledgeable and not pushy at all. Made me feel comfortable."

    Mandy G. in December 2024

Showing 1-18 of 18 results

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HomeAdvisor Community Rating

Overall Rating:

Winter Garden Roofing Contractors are rated 4.7 out of 5 based on 567 reviews of 567 pros.

The HomeAdvisor Community Rating is an overall rating based on verified reviews and feedback from our community of homeowners that have been connected with service professionals. See individual business pages for full, detailed reviews.


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Recent Job Requests for Roofing Contractors in Winter Garden, FL

  • Project Location: Winter Garden, FL
    Date: 01/27/24
    Nature of Project: Install roof on new construction
  • Project Location: Winter Garden, FL
    Date: 01/18/24
    Nature of Project: Completely replace roof
  • Project Location: Winter Garden, FL
    Date: 01/15/24
    When would you like this request to be completed?: Within 2 weeks
    What kind of problem do you need repaired? (Choose all that apply): Water Leak
    Location: Home/Residence
    Covered by Insurance: No
    Comment: repair of 1st floor leak

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