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TRUSTED BY WINCHESTER, KY HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon397
    Verified roofing services reviews

Top-Rated Roofers in Winchester - Updated Nov 2026

Avatar for Craftsmen Roofing & Exteriors
Craftsmen Roofing & Exteriors
4.4(
80
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchester, KY and surrounding areas

Approved (Corporate)

In business since 2011

Free estimates

Credit card accepted

"I am so thankful I was able to find Craftsmen Roofing to help when we were in the process of selling our house. They made time for us super quick, Jason McLennan was so helpful in explaining everything from the insurance process to our specific roof details. I would highly recommend!"
Roofing
Roofing
Roofing
Roofing
Roofing

+10

Response time9 hrs
Response rate99%
118 neighbors recently requested a quote
Avatar for Valor Restoration
Valor Restoration
4.9(
43
)
Asphalt Shingle Roofing - Repair

Serving Winchester, KY and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Emergency services offered

"When I first found out that I needed my roof fixed, I was terrified of the cost! I had one estimate and they urged me to sign with them but I wanted a second opinion.because , their price was outrageous! That’s when I contacted Angi’s list! Boy, am I glad I did! VALOR RESTORATION was a GOD SEND! Not only was he friendly but he was very thorough! He provided me with information about my roof that the other company never even mentioned! His price fit my budget and he and the men who put the roof on were very professional well ! They cleaned up everything and now I have a beautiful roof that I can be proud of! I would HIGHLY RECOMMEND VALOR RESTORATION!"
Full Roofing Restoration
Full Roofing Restoration
Demo Building Project
McCullom Roofing
McCullom Roofing

+23

Response time3 hrs
Response rate100%
5 neighbors recently requested a quote
Avatar for United Contracting, LLC
United Contracting, LLC
4.6(
48
)
Asphalt Shingle Roofing - Repair

Serving Winchester, KY and surrounding areas

Approved

In business since 2016

Free estimates

Customers say: Quick response

"We had a small leak at our garage roof that we wanted to be fixed. As we met Gael, and consulted it with him, we decided to renew our roof. Overall, they did a great job. The staff working on that project was awesome. it was done in a couple of hours. Leak is not an issue anymore. And we know that we can ask help from them whenever we have an issue. I would definitely recommend them and would not hesitate to hire them again."
chimney
before pic
exterior
chimney before
after repair

+28

Response time2 days
58 neighbors recently requested a quote
Recommended by93%of homeowners
Southern Peak Roofing
5.0(
5
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Winchester, KY and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"Ryan and his entire team at Southern Peak Roofing are incredible to work with. Whether it’s siding, gutters or roofing , Ryan and his team do an amazing job!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+265

1 neighbors recently requested a quote
Recommended by80%of homeowners
Marin's Construction
5.0(
3
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+11 more

Serving Winchester, KY and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"We have used Cody for several home projects over the last five years and have never been disappointed. So when it came time to get a new roof Cody was our first and only choice. Cody has a great work ethic which is hard to find these days. He is professional, friendly, prompt and gets the job done in a timely manner and a reasonable price. His workmanship is always top notch! We have had several of the neighbors comment on how nice our roof looks, what a great job was done on it and how Promptly it was done. I wouldn t hesitate to recommend Marin s Construction, in fact 2 of my neighbors have already asked for his number."
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

The length of time you can leave a leaking roof before it causes damage will vary greatly depending on a variety of factors. The best approach when it comes to roof leaks is to play it safe and fix it as soon as possible, whether you take the DIY route or hire a roofing professional to inspect, diagnose, and repair the problem.

A tarp can temporarily stop a roof leak, but how long the solution works heavily depends on the placement and size of the leak. While a tarp can be a temporary solution, it’s crucial to have a professional inspect and repair the leak as soon as possible to implement a permanent fix.

An improperly installed skylight could potentially impact your roof's warranty. This happens because roofing penetration is necessary during skylight installation. Check your warranty information to verify. In most cases, having skylights professionally installed with proof that flashing is being done to specifications can be enough to preserve your roof's warranty.

Underlayment exists under your tile roof. It helps protect your home by acting as a secondary water barrier. Often, when roof tiles fall off, underlayment that's in good condition can temporarily keep water from getting into the home. However, immediate replacement of missing tiles is crucial to avoid additional roof damage. 

The best material to sheath a roof will depend on your budget and if you require the strength of more robust materials. For most homes, the added strength is unnecessary, and oriented strand board, or OSB, makes sense. It’s inexpensive and robust enough for most roof types. Another popular but slightly more expensive option is plywood.

The Winchester, KY homeowners’ guide to roofing services

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