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Roof Warden

Roofing contractor

Wooley Brothers Roofing Incorporated

2575 Ames Haven Rd, Kissimmee, FL 34744

Google average
4.4
Ratings counted
71
One and two star
11 of 71(15.5%)
Florida median
2.5%

The first three are Google’s own figures for Wooley Brothers Roofing Incorporated, read on 24 September 2026; the share is of every rating Google has counted, not of the review texts on this page. The median is ours — the middle figure among the Florida roofers we list with enough ratings to compare.

Rating breakdown

4.4
71 ratings
How the 71 ratings break down, from five stars to one
5
5983%
4
11%
3
00%
2
11%
1
1014%
15.5%of these 71 ratings are one or two stars (11)

Much higher than most — the typical roofer in Florida sits at 2.5%. A higher share is a reason to read the critical reviews below, not a verdict.

The critical reviews

The one and two-star reviews, first. These are what a star average hides, and they are the reason this page exists.

All 8 of the one and two-star reviews we hold for Wooley Brothers Roofing Incorporated, most recent first.

  • 1 out of 5Dom Z3 years ago

    Aaron can’t even spell destroyed let alone define the word , so while he’s doing that I’ll be giving a different company my business thanks 👍🏻 …

    Google cut this review short. The full text is on their Google profile.

  • 1 out of 5DarRom3 years ago

    I live in a townhome in Avalon Park and our HOA hired Wooley Brothers Roofing to replace our roofs. When they replaced my roof, the workers made a big pile of old shingles on the top of my patio roof, which is just aluminum. I kept asking the workers to move the pile and they just pretended that they didn’t speak English and ignored me. Two weeks later there was a leak in my roof that I had to pay a contractor to repair. When the workers started working on the townhomes next to mine they drove through my side yard when they were backing a large trash receptacle into a driveway of one of the townhomes. I called Wooley Brothers and spoke to the owner Aaron. He came out and looked at the yard and said he didn’t think his crew did it. Well no other big trucks drive through the alley next to my house except for the garbage truck and he comes from the other way so if it was him, the tire marks in the yard would look different. In addition, in the 15 years we have lived here, the garbage truck has never driven through my grass. When I talked to Aaron about the needed repairs he immediately started mocking me for using the word “destroyed” when I described the damage. I said that maybe he and I have a different interpretation of the word and maybe I should have used a different word. He would not let it go. He kept mocking me and making a big deal out of the fact that I used that word. He told me to go to the HOA to get the yard repaired. Why should the LOA do his work for him? He was extremely disrespectful, unprofessional, and immediately combative. I have talked to other residents who have encounter similar issues with Aaron being rude to them and refusing to fix their mistakes. I would not recommend this company under any circumstances.

  • 1 out of 5Tony Farias4 years ago

    Not sure who the driver was but one of their company trucks was driving northbound on S. Orange Ave around 1240pm on 3/4/22 cutting off other vehicles. I hope this is addressed with their employees/drivers before one of them causes an accident

    Reply from the business

    Thank you for bringing this to our attention. We take such reports seriously and will address this matter with our drivers promptly.

  • 1 out of 5Ryan6 years ago

    Contracted by my HOA to replace the roof at the worst possible time that wasn’t bad to begin with and now I have a leaky roof. Thanks

    Reply from the business

    We are sincerely sorry to hear this, we do hope that you called this in to our office, where we surely rectified the situation immediately. If not please let us know as soon as possible as this is not the norm for our company!

  • 1 out of 5Staying Hydrated7 years ago

    Overpriced and will try to take you for more than the original contract. More materials and labor will suddenly appear at the end of job. Then they will put a lean on your house. They play games with your insurance company and will take …

    Google cut this review short. The full text is on their Google profile.

    Reply from the business

    We are so sorry to hear that there may have been a miscommunication. Our contract is to come to an agreement with the insurance company on pricing (we use identical software "produced and approved" by the insurance company industry for pricing), therefore overpricing is not an option. Quite often, insurance adjusters do not list all line items (damages or necessary repairs) that apply to your claim and we present them with the industry standard pricing (pricing they have set) for such to result in the agreement. The only out of pocket pricing from you should have been for your insurance claim deductible required by state statute 627.701 and possibly wood replacement charges that insurance claims mostly do not cover. Some insurance adjusters have far more roofing knowledge that others that unintentionally leave items out. As for the lien, you have likely mistaken what is actually a "Notice to Owner" explaining that we have the "right" to lien if payment is not received, not an actual lien. I do apologize that this information was not clarified in the beginning with you and we will be proactive in trying to make sure it is more clearly defined in the future.

  • 2 out of 5Kathy Pasha7 years ago

    I didn't feel like my request for a quote was a priority for them. It took two follow up phone calls to even get them to go out.

    Reply from the business

    Kathy, we do apologize for your experience. After looking through the notes on this project, it appears that there were multiple points of contact and confusion (2 property managers and a tenant). We would love to have the chance to redeem ourselves with any future projects that may arise.

  • 1 out of 5Adam Anuszkiewicz7 years ago

    Never finished the job for my parents roof.

    Reply from the business

    Would you please be so kind as to give us some more details. We have NO unfinished roofs!! Somehow, we believe there's more to this than you obviously realize. If you'd be kind enough to share which roof your refereeing to, we'd be happy to look into it. UPDATE: After a little research, we see that this has been addressed on here and resolved, it was hardly a case of a "unfinished roof".

  • 1 out of 5August Calabrese7 years ago

    Did not finish the job. Despite countless calls (unreturned.)

    Reply from the business

    We have "NO" contract (verbal or written) with the complainant, nor have we received any money. This roof was replaced as per a contract with the Home Owner's Association (homeowner to pay nothing). The main shingle roof was completed. The flat roofs that connect these homes are being replaced in order of damage severity and our very detailed oriented. This list is also in the hundreds. We apologize that there seems to have been a miscommunication at some point about the timing of the replacement. WE DO NOT WORK FOR THE COMPLAINANT AND HAVE NO AGREEMENTS. The community HOA is working with us to establish the order of replacements. UPDATE: BBB also closed this complaint without publicizing it.

What reviewers keep mentioning

Topics Google extracted from this business’s reviews, with how many mention each. These are words that appeared in reviews, which is not the same as a service the business sells.

  • workmanship5
  • crew3
  • truck3
  • metal roof installation2
  • skilled team2
  • timeliness2
  • local company2
  • mine2
  • efficiency2
  • kindness2

Other reviews we hold

14 more of the 59 reviews we hold text for, most recent first. We do not hold every review Google has.

  • 5 out of 5Susan Lattimore3 weeks ago

    Wooley Brothers are professional effective and caring!! Can't recommend them enough.

  • 5 out of 5Drew Miller4 weeks ago

    Great price and quick response/turnaround.

    Reply from the business

    Hi Andrew, thank you so much for the 5-star review! We appreciate the feedback and are glad we could provide great service for your project. If you need anything else down the road, please don't hesitate to reach out

  • 5 out of 5glodra2a month ago

    They worked on my roof, This company is excelent. They answered my call immediately and oriented me. Thank you Woody Brother you are the Best!!!

    Reply from the business

    We really appreciate your kind words! Providing immediate support and clear guidance is exactly what we strive for on every project. Thank you for trusting us with your home and for the great shout-out

  • 5 out of 5Ashley Herringa month ago

    If you’re looking for a roofing company you can trust to do the right thing even when you’re not watching, choose Wooley Brothers Roofing.

    Reply from the business

    We really appreciate this, Ashley! Building that kind of trust in the community is exactly what we work hard for every single day. Thank you for recognizing our values

  • 5 out of 5Legend Madu2 months ago

    Very happy with the service provided. The team was skilled, professional, and the siding installation was completed perfectly. Great overall experience.

    Reply from the business

    Thank you so much for the 5-star review, Legend! We are thrilled to hear that our team provided a professional experience and that you're happy with the siding installation. We truly appreciate your business!

  • 5 out of 5Your-Typical-Good-Citizen6 months ago

    Thank you Greg for answering me all my questions about roofing repair. Very reliable and trusted!

    Reply from the business

    Thank you for your kind words, Adriel! We're glad to hear that Greg was able to assist you with your roofing repair questions. Your trust and satisfaction mean a lot to us at Wooley Brothers Inc. If you have any more questions or need further assistance, feel free to reach out!

  • 5 out of 5Jessica Easterling6 months ago

    Faith in humanity restored!! Unfortunately, I don't own my own house, so i've never had roof work done by them, but I was having a bit of a panic attack at the gas station. See they didn't accept tap and my card wasn't reading, and i was on fumes. one of thel owners (I wish I would have gotten his name)offered to pay for my gas and wouldn't allow me to pay them back!! This has never happened to me before and if I know anybody that needs a new roof I will definitely have them call them because that is the nicest thing a stranger has ever done for me!!! Thank you, you made my day!!

    Reply from the business

    Thank you for sharing your experience. We are thrilled to hear about the kindness you encountered from one of our owners. At Wooley Brothers Inc., we strive to create a positive impact in our community, and it's wonderful to know that our efforts are appreciated. If you or anyone you know ever needs roofing services, we would be more than happy to help!

  • 5 out of 5Glenn Harris8 months ago

    A++++ service. Highly recommend

    Reply from the business

    Thank you, Glenn! Our team is glad to hear you had a great experience. We’re here for any future roofing needs or questions.

  • 5 out of 5Thomas Wilson9 months ago

    Had an amazing experience! These guys are awesome and highly recommend! Before and after is day and night…literally! Can’t beat the price, workmanship and timeline. One of those unicorn time I got it fast, reasonable and great!

    Google cut this review short. The full text is on their Google profile.

    Reply from the business

    Thomas, your feedback means a lot to us. Our team strives to deliver fast, reliable, and affordable roofing solutions, and it’s wonderful to hear that came through. If you know anyone else facing roof-related needs, we’d appreciate the referral.

  • 5 out of 5Arbra Calvert10 months ago

    I gotta give high marks to Wooley Brothers Roofing. For years I priced out replacing my roof, with estimates all over the place. After speaking with neighbors who recently had their roofs replaced, I reached out to Wooley Brothers, as …

    Google cut this review short. The full text is on their Google profile.

    Reply from the business

    Thank you, Arbra! It’s rewarding to hear that our pricing, communication, and daily cleanup met your expectations. We’re grateful for your recommendation and are glad you’re enjoying the new roof.

  • 5 out of 5Beverly Martin11 months ago

    Great company. Jeff Bersey and his crew were outstanding. Jeff kept in contact with us every step of the way until the job was finished. The crew who applied the roof were professional and worked fast. Thank you all for a job well done.

    Reply from the business

    Thank you for your wonderful feedback, Beverly. We're thrilled to hear that Jeff and the crew provided outstanding service and kept you informed throughout the process. It's great to know that you were pleased with the professionalism and efficiency of our team. We appreciate your support and look forward to serving you again in the future!

  • 5 out of 5Basil Saghorchia year ago

    5 Stars – Outstanding Roofing Company! I couldn’t be more impressed with the quality of service I received from Wooley …

    Google cut this review short. The full text is on their Google profile.

    Reply from the business

    Basil, thank you so much for your kind words and for taking the time to share your experience! We're thrilled to hear that you were impressed with our service, from the initial inspection to the final cleanup. Our team works hard to ensure professionalism, quality workmanship, and excellent communication, so it's great to know that it made a positive impact on your project. We truly appreciate your recommendation, and if you ever need further assistance in the future, please don’t hesitate to reach out. Enjoy your new roof! 🏡✨ Wishing you the best, The Wooley Brothers Team

  • 5 out of 5Joshua Del Principea year ago

    Aaron and Jeff, thank you for your prompt service and attention to detail. I will certainly recommend you to anyone I know who needs repair or a new roof.

    Reply from the business

    Thank you for the fantastic feedback! We're glad to hear that Aaron and Jeff provided you with prompt service and attention to detail. Your recommendation means a lot to us. If you ever need assistance again, don't hesitate to reach out!

  • 5 out of 5Perry Cooleya year ago

    Cooley Brother's was a great contractor. The work was done perfectly at a very reasonable price. In fact, I have used them exclusively, to reroof three houses. Great company to work with.

    Reply from the business

    Thanks so much . We are always here for you!

The latest post from this business

Posted by Wooley Brothers Roofing Incorporated to their own Google profile 10 months ago. Their words, not ours.

A speedy roof replacement ensured this client could close their sale on time. Trustworthy partners every step!Jun 23, 2026Learn more

What Wooley Brothers Roofing Incorporated says about itself

Taken from the business’s own website. We have not checked any of it. These are quotes, not credentials — a roofer writing “licensed and insured” on their homepage is not evidence that they are.

  • Licensed

    “…As licensed and insured roofing contractors, we…”

  • States years in business

    “…and operated roofing company with over 30 years of experience providing roofing…”

  • Free estimates

    “…Projects About Us Our Work About Us Free Estimate Call Now Home Pages Components 1…”

  • Financing available

    “…We offer a variety of financing options to make it easy for you to get the…”

  • Family owned

    “…County's Trusted Roofer We are a family-owned and operated roofing company with…”

Their site also states: insured.

Other roofers in Kissimmee

Ranked by how many ratings Google has counted.

Other roofers we list in Kissimmee
Roofing contractor
Heart Of Florida Roofinganswering questions, inspection, informative staff5.0319 ratings0% one and two star(407) 462-5414
Heart Of Florida Roofingresponsive staff, new roof, tile roof4.9217 ratings0.9% one and two star(407) 462-5414
Affordable Roofing by John Cadwell, Inc.estimate, affordability, personable staff4.6190 ratings8.9% one and two star(407) 935-0050
Southeast Roofing & Contracting LLCnew roof, smooth process, respectful crew5.0122 ratings0.8% one and two star(407) 201-3419
Greenway Roofing of Floridaroof replacement, gutters, fair pricing5.0111 ratings0.9% one and two star(407) 230-3858
Roof Exchange, LLCroof replacement, answering questions, insurance handling4.973 ratings2.7% one and two star(407) 587-0738

All roofers in Kissimmee →

Where this page comes from

Every figure above is Google’s, captured on 24 September 2026. The star average and the 71 ratings behind it are counted by Google across all of its reviews. The review text on this page is a sample — we hold 71, of which 59 have any text — and it is not everything Google shows.

Roof Warden does not verify licenses, bonds, insurance or workers’ compensation cover, and nothing on this page should be read as though we had. Confirm those directly with the contractor and with your state or provincial licensing body before you hire anyone.