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Roof Warden

Roofing contractor

5 Star Roofing

1619 Bypass Rd #255, Winchester, KY 40391

Listed under Richmond, KY

Google average
5.0
Ratings counted
103
One and two star
0 of 103(0%)
Kentucky median
2.6%

The first three are Google’s own figures for 5 Star Roofing, 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 Kentucky roofers we list with enough ratings to compare.

Rating breakdown

5.0
103 ratings
How the 103 ratings break down, from five stars to one
5
103100%
4
00%
3
00%
2
00%
1
00%
0%of these 103 ratings are one or two stars (0)

Lower than most — the typical roofer in Kentucky sits at 2.6%. 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.

We hold no one or two-star review text for 5 Star Roofing. That is not the same as there being none — it means our capture did not reach any. The rating breakdown above is Google’s own count and is the number to go on.

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.

  • courteous staff10
  • estimate9
  • quick work6
  • metal roof5
  • landscaping protection2
  • wind turbine replacement2
  • gutter problem advice2
  • shingle replacement2
  • quick installation2
  • site cleanup2

Other reviews we hold

14 more of the 100 reviews we hold text for, most recent first. We do not hold every review Google has.

  • 5 out of 5owen todda month ago

    Ollie and his team are very hard and fast working professionals. Our detached garage was in dire need of a new roof, Ollie and his team arrived early before 7am and had a brand new shingle roof on with all the old material cleaned up and hauled away by 1pm the same day. I highly recommend this company for all roofing needs.

  • 5 out of 5Kate Haynes4 months ago

    We are so very thankful to have had Ollie and 5-star recommended to us by a friend who had used them previously. We found his estimate to be more than reasonable for the market. Ollie is kind and quick to answer any of my questions. It …

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

  • 5 out of 5Greg HattonEdited 7 months ago

    One of the best experiences I ever had dealing with a contractor of any sort!! Ollie and his crew came at 7:30 had my roof on by noon. Covered area with tarps to protect landscaping and catch debris,nails,etc.from getting in the yard. Very very professional and extremely polite. HIGHLY RECOMMEND!!! UPDATE January 9th 2026. I had a wind turbine blow off my roof about a month ago. I attempted to fix it that day, thought I had, but I knew it was temporary fix. This morning I went to McDonald's at 5 am. Winds were quite strong and sure enough wind turbine was in the front yard. Rain was also in the forecast. I got the ladder out and proceeded to get on my roof and saw that the turbine was beyond repair. Mind you, I am 66 yrs old with knee and hip replacement and my days of getting on the roof are pretty much over. I went to Lowes and I was like I will call Ollie at 5 Star. This is at 7:30 am. I explained the situation and Ollie said he would replace it for me!! He came at 10:45 and at 11:15 he was done!! I cannot express my appreciation and admiration for such a good person and business owner. By far the best business I have ever had the pleasure of dealing with!! If you have any roofing problems, this is the one to call bar none. 5 stars is the perfect name for this business!!

    Reply from the business

    Thank you so much for the kind words Greg, they mean more than you know! I'm so happy you are happy with the roof! Thank You so much for selecting me & my crew to install your new shingle roof! Your business means more than you know to me, my crew and our families! Thank You! - Ollie Rowe, owner

  • 5 out of 5April Pritchard8 months ago

    Exceptional all around! Highly recommend Ollie - he’s polite, professional, patient and honest.

  • 5 out of 5MJ Foster10 months ago

    5 Star Roofing deserves 5 Stars! After receiving a recommendation from a trusted friend, I called Ollie and explained the leakage our tenant was seeing in our rental property. He advised he would swing by and check out the roof that same day and contact us back. He contacted us back, gave us an outstanding estimate and said he would even take care of a nest of wasps that had made a home close to the roof. Initially he said it would be a week and a half to two weeks but was able to fit us in within the following week after contacting. The work needed was going to cost us double from an estimate we received from a company in Lexington. Impeccable customer service, roof looks amazing, we will certainly be recommending 5 Star and using them again for any of our roofing needs! 5 Star Roofing is a small town gem! Thanks a ton, Ollie!

  • 5 out of 5Lyric CampbellEdited 10 months ago

    My experience with 5 Star Roofing was first-rate. Ollie responded quickly to my request for a quote. The price he quoted was very reasonable compared to other contractors I contacted. He brought a variety of samples of shingle colors to choose from and explained the process of replacing my roof. Ollie and his team arrived on time, installed the roof, and cleaned up when finished. Ollie is an great roof contractor with an excellent team. I highly recommend 5 Star Roofing and Ollie's expertise for your roofing needs. - Nancy Gough

  • 5 out of 5Jeff Campa year ago

    We live in a townhouse and they were doing some work on our neighbors roof. They came by and said we noticed you are missing a few shingles and they have a few spare and offered to fix it free of charge. Was blown away by this kind gesture. Have been very respectful and cleaned up any debris that fell. If they would do this for a non customer I’m sure they go above and beyond.

    Reply from the business

    Jeff you all were amazing and so easy to work with as we worked on the neighbors roof! It was the least we could do! Thank you so much for the kind words! - Ollie Rowe, owner

  • 5 out of 5Saundra Pasley-Coxa year ago

    Ollie is very professional and was more affordable than anyone else we had look at it. They installed the roof quickly and left no mess behind.

    Reply from the business

    Thank you so much for the kind words Saundra! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for! Thank you! - Ollie Rowe, Owner

  • 5 out of 5Tony Wellsa year ago

    Can't recommend Ollie enough! Reasonable priced. His crew did a great job and Ollie was prompt and communicated well throughout the whole process. He even recommended a reasonably priced gutterer!

    Reply from the business

    Thank you so much for the kind words Tony! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for! Thank you! - Ollie Rowe, Owner

  • 5 out of 5Kory Moorea year ago

    Efficient, fair price, quality work, punctual These guys are top notch

    Reply from the business

    Thank you so much for the kind words Kory! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for! Thank you!!

  • 5 out of 5Amber Burkharta year ago

    One year ago this week, I handed over $30,000 to a local contractor, money I scraped together as a single mom, nearly half a year’s salary—from my insurance claim and a bank loan that had to get to be able to fix our home. It was my first time taking on a big home project, and I trusted them. They had done small projects for me before, they came recommended by my insurance company and even helped me file my claim and meet with the adjuster. I thought I was making the right choice. I was wrong. That $30,000 was supposed to pay for a new roof and critical structural repairs to keep our home safe. Instead, the contractor took my money and left me with nothing. Weeks would go by without a response. When they did answer, it was excuse after excuse. No work started. No start date. No proof they had even ordered materials. I waited, I begged for answers, I sent email after email. Finally, I had to pay an attorney to send a demand letter—and they still ignored me. For over a year now, I lived under a leaking roof, watching the damage get worse, feeling helpless and betrayed. Then today, 5 Star Roofing stepped in. They couldn’t take on the whole project, but they did something the other contractor never did—they showed up and actually helped. They made temporary repairs for free to stop the water from coming in, gave me a referral, and treated me with kindness and respect. They didn’t have to, but they did. And I am beyond grateful. If you ever need a roofer, 5 Star Roofing the company to call!

    Reply from the business

    Thank you for the kind words Amber! You were a pleasure to assist! I hope everything has worked out with your unforunate situation! You are amazing! Keep your head up! - Ollie Rowe, owner

  • 5 out of 5Maggie Maysa year ago

    I would highly recommend 5 Star Roofing. Ollie was great! He was easy to work with and very professional. Showed up when they said they would and cleaned everything up. Contact them you won’t be disappointed.

    Reply from the business

    Thank you so much for the kind words Maggie! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for! Thank you!!

  • 5 out of 5Jordan Clevengera year ago

    5 Stars is not enough for Ollie and his crew. From the initial phone call to the final handshake, our project was handled with professionalism and kindness. We were informed every step of the process and left with an incredible product. The service was top notch and there was no trace of the work left over (other than a roof that doesn't leak anymore). I don't expect to need anymore roofing services soon, but 5 Star will be my only reccomendation to anyone searching.

    Reply from the business

    Thank you so much for the kind words Jordan! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for! Thank you!!

  • 5 out of 5Russ Collins2 years ago

    Ollie and his team did an excellent job replacing my roof in 2018. I had a minor issue where the ceiling had a small water stain in 2024. Ollie did not hesitate in assuming the responsibility and quickly fixed the suspect leak area. During the repair he discovered condensation coming from a bathroom fan exhaust which could have been the source of the stain. Again, Ollie took responsibility and fixed my problem, I would recommend 5 Star Roofing without hesitation.

    Reply from the business

    Thank you so much for the kind words Ross! Your review means more than you know to me, my crew, and our families! You were a pleasure to work for and we have your back! Thank you!!

What 5 Star Roofing 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.

  • Insured

    “…& Metal Roofing Free Estimates - Insured - Professional Service Owner - Ollie…”

  • Mentions the BBB

    “…5 Star Roofing / A+ Rating with the BBB / Winchester KY /…”

Other roofers in Richmond

Ranked by how many ratings Google has counted.

Other roofers we list in Richmond
Roofing contractor
Pinnacle Roofingroof replacement, quick response, insurance claim assistance4.8347 ratings4.0% one and two star(859) 800-7663
V.C. Veterans Contracting LLCgutters, storm damage repair, gutter replacement4.9250 ratings1.2% one and two star(859) 888-7663
Topper Roofingroof replacement, insurance claim assistance, hail damage repair5.0187 ratings0.5% one and two star(502) 594-2008
Ideal Roofing of KYroof replacement, clean up, courteous staff5.0151 ratings0.7% one and two star(502) 699-7663
Boots on Roofsroof replacement, respectful crew, inspection5.0122 ratings0% one and two star(865) 544-0425
Thomas Quality Construction LLCprofessional crew, friendly workers, new roof4.884 ratings4.8% one and two star(859) 575-7120

All roofers in Richmond →

Where this page comes from

Every figure above is Google’s, captured on 24 September 2026. The star average and the 103 ratings behind it are counted by Google across all of its reviews. The review text on this page is a sample — we hold 103, of which 100 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.