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TRUSTED BY PLAIN, WI HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon36
    Verified roofing services reviews

Top-Rated Roofers in Plain - Updated Nov 2026

Avatar for Frey Construction & Home Improvement, LLC
Frey Construction & Home Improvement, LLC
4.6(
209
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Plain, WI and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Emergency services offered

"I so wanted to move before we had to replace the roof on our circa 1960 architecturally interesting beast of a flat roof. But when we were doing what we thought were modest fixes to prepare for painting, we discovered a "squishy" roof and couldn't put it out. Thanks to suggestions from friends and info from Angi, we got 3 estimates from 3 great companies. All agreed the roof needed replaced, each suggested a different substance but all 3 prices were about the same. We worked with Tyler who educated us just enough to help us make an informed decision. What set the Frey estimate apart was they included a lower roof, gutters, new coping (we all know how these jobs seem to creep) and it was August and they said they thought they could get it done before the end of the year. Once you know you roof needs replaced, it seems like it rains every day and you want it done. He explained there were others before us, and Tammy kept us in the loop. Hand to God, in December, it was our turn. As promised, they got it done before the end of the year. I wasn't sure about having it done in December, but they worked quickly. We were updated about the schedule. It was Covid so we didn't have contact. When the snow melted we found very little roofing debris and they came out to pick up any materials that remained. We paid for everything, we were fine but then friends and neighbors pointed out the color we chose didn't work with the house. We chose white, but we didn't realize how much of the roof was roof and how much was white. I emailed my concerned, Tammy forwarded it to her people. Jason, John and Lyncs came back and were professional and kind and suggested a way to tone down the white. Again, I was updated and they replaced, covered over, I'm not sure what else and we couldn't be happier. It was our fault and we were fully prepared to pay for the extra supplies and time - but Frey Construction did it for no extra charge. Like I said, I didn't want to do a roof and I hope I never have to do a roof again. But if you need a roof, Frey is the company to go with. I felt they wanted to do a great job and wanted us to be happy and they did both of those things. A homeowner had to trust with a new roof. I don't think I'll ever see it, but I know it was done well. It's a quirky house with interesting architecture and a 50 year old roof that hasn't leaked. Previous homeowners thought about replacing it but didn't. I get it. We are so happy to have this in the rear view mirror and grateful to everyone at Frey's. If you think you might need to replace your roof, don't wait til August to contact roofers. But if that happens to you, go to Frey."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+15

Response time1 day
Response rate100%
4 neighbors recently requested a quote
Avatar for Larson Home Services
Larson Home Services
5.0(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Plain, WI and surrounding areas

Approved (Corporate)

In business since 2020

Free estimates

Warranties offered

If you?re in need of help with your gutters, roofing, or insulation you?ve come to the right place. Larson Home Services itself has been in business since 2009, and over the years we have perfected the art of installing GutterShutter seamless gutters, GAF roofing, and much more. \n \nDon?t just take our word for it ? find out for yourself about a lifetime gutter solution and high-quality roofing. We carry the highest possible ratings from Angie?s List and the Better Business Bureau, and we are dedicated to making your home a safer, more valuable space. Give us a call today!

21 neighbors recently requested a quote
Recommended by37%of homeowners
Avatar for Erie Home
Erie Home
4.5(
73
)
Asphalt Shingle Roofing - Install or Replace

Serving Plain, WI and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

"What a great company. From start to finish, they were very polite, friendly and very professional. They had my roof done, and everything was cleaned up promptly. The crew worked long and hard to get it done. I love my roof color. I highly recommend them. They are a great company and offer high-quality products"
Basement Projects
Basement Projects
Basement Projects
Basement Projects
Basement Projects

+30

93 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Heritage Home Services, LLC
Heritage Home Services, LLC
5.0(
5
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Plain, WI and surrounding areas

Approved

In business since 2024

Free estimates

Small jobs welcome

"We were in the market for a new asphalt shingle roof to be installed on our home. Brad gave us a professionally written estimate of the work needed ahead of time. He kept us up to date on when he obtained the job materials, when the job would begin, and gave us a projected end date. Each day the roofing crew came out to our home they were punctual and worked hard to complete our new roof within about two days. Brad is very professional and has excellent communication with his customers. He takes pride in his work and wants his customers to be satisfied with the work that is done. We would highly recommend Brad and his company, Heritage Home Services, LLC to others!"
Before
During
Standing Seam
Standing Seam
After

+2

Response time1 day
Response rate100%
13 neighbors recently requested a quote
Avatar for Jerry's Painting
Jerry's Painting
4.9(
6
)
Sealant for Roof - Apply- For Business

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Quality professional work at a fair price. I would recommend him to anyone and hire him again. Our old faded silver/gray roof looks like brand new now."
Painting photos
Painting photos
Painting photos
Painting photos
Painting photos

+21

Response time4 days
9 neighbors recently requested a quote
Recommended by60%of homeowners
Avatar for RW Solutions, LLC
RW Solutions, LLC
5.0(
2
)
Flat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

RW Solutions LLC is a bonded and fully insured roofing contractor specializing in flat roofing systems, including EPDM and TPO. Flat roofs require experienced installers, and that?s where we focus our expertise. \n \nWe handle new installations, leak repairs, and maintenance, and we also provide repairs on all roofing systems. Our approach is straightforward?honest recommendations, quality workmanship, and clear communication from start to finish. \n \nWhether it?s a small repair or a full roof replacement, RW Solutions delivers reliable, professional roofing you can trust.

TPO
TPO
TPO
EPDM Roofing
EPDM Roofing

+2

Avatar for Affordable Home Remodeling
Affordable Home Remodeling
4.0(
82
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+3 more

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"The overall work was great they did amazing job. They were pretty fast at it . Went on top of roof , looked at it I really loved it. The customer service was great. They paid attention to my needs and my concerns will definitely hire them back for other work. Kallie was very knowledgeable! Well, definitely consider them when it comes to a couple of my rentals that still needs TLC. I will definitely recommend them to my friends and family.."
Response time1 day
Response rate97%
170 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Verify that your roof is licensed and insured by visiting your state's contractor's licensing association. Most states have a database to double-check your contractor's name and address against the information provided. The contractor should also display both their license and insurance on their website with links to the related agencies.

This will depend on your existing roof to some degree, but it’s common to raise a roof 4 to 8 feet. The exact amount you can raise is subject to the existing structure. For most homes with average roof slopes—20 to 45 degrees—you can raise the roof around 5 feet.

Most Cape Cod houses are two stories tall at the peak, although they’re considered one-and-a-half stories tall because the steep roof pitch cuts off a portion of the living space on the second story. Unless you raise the roof on your Cape Cod house to add a dormer, the interior rooms upstairs will lose some usable living space to the sloped ceilings.

Metal roofs do not inherently leak more than shingle roofs; when properly installed, they are generally less likely to leak. Asphalt shingle roofs are more susceptible to leaks due to factors like wind uplift, damage from extreme weather, moss growth, and ice dams. Over time, asphalt shingles also lose their protective grit, which reduces their waterproofing capabilities. In contrast, metal is a more resilient material that stands up better to heavy precipitation and high winds. However, metal roofs can develop leaks if they are poorly installed, have improperly sealed fasteners, or experience issues from thermal expansion. For this reason, professional installation and regular maintenance are crucial to ensure a metal roof's longevity and superior protection against leaks.

Roofing estimates and inspections are not the same thing. Roofing inspections (whether done with a drone or by the traditional method) help you find any damage or defects on a roof. You will pay a set fee for a roofing inspection and use it to get certification or to determine whether repair or replacement is necessary. Beware of unsolicited contractors coming to your home and offering a so-called free roof inspection—these are often scams.

Roofing estimates, on the other hand, are typically free and offered by a roofing company hoping to earn your business. Some roofing estimates are performed with drones, while other companies will still opt to send people up onto the roof. Either way, the estimate is for roof repair or replacement costs the company wants you to hire them for.

The Plain, WI homeowners’ guide to roofing services

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