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Top-Rated Roofers in Winona - Updated Nov 2026

Avatar for Legacy Roofing Systems LLC
Legacy Roofing Systems LLC
4.7(
3
)
Metal Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessSealant for Roof - Apply- For Business

Serving Winona, MO and surrounding areas

Approved

In business since 2024

Free estimates

Warranties offered

"I needed a roof repair and was tired of having to patch up every other week it felt like. I had some quotes to replace the roof and luckily I found Ryan who helped me save 1/2 of the cost on a roof replacement! Then with his services coming with a warranty just made sense."
MR System
MR System Sample
SPF System Metal
SPF System Flat
SPF System Sample

+1

Response time3 days
Response rate97%
4 neighbors recently requested a quote
Avatar for EXCEPTIONAL ROOFING LLC
EXCEPTIONAL ROOFING LLC
3.7(
3
)
Sealant for Roof - Apply- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For BusinessMetal Roofing - Repair - For Business+5 more

Serving Winona, MO and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"They went above and beyond expectations even going as far as helping with the insurance end. Jeremy and Ronnie were very professional and friendly. Installation was done in a timely manner. Highly recommend as I had an exceptional experience!"
Taylor Automotive
Taylor Automotive
Taylor Automotive
Taylor Automotive
Taylor Automotive

+16

Response time9 hrs
Response rate93%
23 neighbors recently requested a quote
Avatar for PaintWorkx
PaintWorkx
4.8(
5
)
Roof - Clean

Serving Winona, MO and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Always on time. Finished early. They was very nice and I would definitely hire them again. They did exactly what I wanted and it looked amazing! I have zero complaints. I will definitely be recommending them!"
Response time30 mins
Recommended by100%of homeowners
Avatar for Southern Grace Exteriors
Southern Grace Exteriors
4.6(
139
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+27 more

Serving Winona, MO and surrounding areas

In business since 2000

Free estimates

Emergency services offered

"Contractor left a large paint sprayer in our garage for 4 months while the house was rented by vacationing guests. (the house is a vacation rental home.)  I had to point out to contractor that they painted over a fungus that was growing on house siding, instead of properly cleaning/removing this prior to painting.  They painted over the lights on the exterior of the house instead of removing prior to painting. Contract stated that soffit vents were to be installed on both sides of the house.  Contractor only installed soffit vents on one side of the house and did not inform me of this.  I paid contractor in full ($14,258.00) and found out later that the soffit vents were not installed on both sides of house.  December 7, 2015, I informed contractor I wanted him to install the missing soffit vents and needed the roof warranty paperwork.  Contractor told me he would send me the paperwork for the roof warranty. We still have not received the roof warranty. Jan 6, 2016 he responded to my request saying he would install the missing soffit vents, he still has not completed the work.  I have not heard from him since and have not received the roof warranty.  His phone has been disconected, voice mailboxes are full on other phone lines he has. We have texted, emailed and called he refuses to return any form of contact.  We have been forced to contact the roofing supplier ourselves in an attempt to obtain our rightfull warranty. We are not sure if they will be able to link the contractor to our roof. Plus our contract included a 10 year warranty on the workmanship and the company won't even respond to our requests to just finish the job they were paid for. I can only imagine trying to get them to stand by their workmanship warranty.
"
Before & After
Hail Damage
Wind Damage
Recommended by92%of homeowners
Avatar for Siding Repair Systems
Siding Repair Systems
4.5(
128
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Winona, MO and surrounding areas

In business since 2009

Free estimates

Credit card accepted

"They've done good work. The quality is really good. Once they started the work it was done quickly, about two days. Rock solid and perfect clean up. Good technicians. They know exactly what they are doing. They give you a discount if you put a sign in your yard, the contract is put a sign up for a week a few times a year. They seemed to forgot to come get the sign a few times. 





"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+6

Recommended by89%of homeowners
ASAP Roofing & Repair, LLC
4.4(
18
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+1 more

Serving Winona, MO and surrounding areas

In business since 2013

Free estimates

Credit card accepted

"We hired ASAP Roofing to repair our flat deck roof top. James was easy to schedule with and always arrived on time. The workers were polite, respectful of our property and hard working. They stripped our old tar roof off and replaced it with a new tar roof, all in one day! I was nervous about the down payment, but James delivered. I would hire James and ASAP Roofing again!"
Torchd own
Skylights
Air Vent
Prep on Steep Roof
Centralia, WA Demo Old Roof

+7

Response time8 hrs
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

Yes, because it prevents water damage, deters pests from accessing the roof decking, protects the roof from wind damage, and lengthens the roof's life. Plus, building codes require it. 

While you can technically install TPO roofing over an existing roof, it isn't always wise to do so. The more layers of material you add to your roof, the more weight it must support. You may also develop moisture issues by covering your existing roof with TPO. Your local building codes and regulations may actually require you to remove the existing roof before adding TPO, so check with your local municipality.

Metal roofs last for between 50 and 70 years, and asphalt roofs last for between 20 and 25 years, with some lasting as long as 30 years. In most cases, you’ll get double the life or more out of a metal roof than you would from a shingle roof, which helps make the higher cost of a metal roof more manageable.

The proper specifications for furring strips can vary, so you should always consult the roofing manufacturer's guidelines or your roofer. However, general recommendations are as follows:

  • Thickness: Furring strips are typically 1 to 1-1/2 inches thick, meaning standard 1-by or 2-by lumber works well. In areas with extreme winds, a thinner strip may be preferred to limit how much air can get under the roof and cause uplift. A thicker strip can add slightly more insulation but will also increase installation costs.

  • Spacing: The recommended spacing for furring strips is between 12 and 24 inches apart on center. Proper spacing is crucial for ensuring good airflow, adequate drainage, noise reduction, and better energy efficiency. The ideal spacing can depend on the roof's pitch and the specific type of metal roofing being installed.

The best kind of tarp for a roof is one that will stand up to the elements, weather, and sun. Viny roof tarps are known for their durability and resistance to water, tears, and mold—making these tarps a good choice for use in winter conditions and the summer sun. Polyethylene tarps are also quite durable and waterproof.

The Winona, MO homeowners’ guide to roofing services

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