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TRUSTED BY OSCEOLA, WI HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon112
    Verified roofing services reviews

Top-Rated Roofers in Osceola - Updated Nov 2026

Avatar for Keyprime Roofing & Remodeling
Keyprime Roofing & Remodeling
4.8(
72
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Osceola, WI and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"I received excellent service from Keyprime Roofing and Remodeling. ! I received a step by step explanation of the roof replacement, by the owner of the company and in terms I could understand. The quote was provided promptly as well. The pricing was fair and I shopped around before signing on with Keyprime so I know this with certainty. The roof is just beautiful and it was installed in 1 day. All of the workers, were professional. This is a company that was a pleasure doing business with! Susan"
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+20

Response time7 hrs
8 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for TRS Builders & Remodelers LLC
TRS Builders & Remodelers LLC
4.6(
119
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+20 more

Serving Osceola, WI and surrounding areas

Approved

In business since 2000

Free estimates

Emergency services offered

"First I had my roof replaced on the house and then I had the house, garage and a shed all resided. All stages went as planned, Ray is honest and has a lot of integrity. Ray delivered on everything we had agreed on and was right there to correct anything needing attention if necessary. I would not hesitate to recommend TRS Builders to anyone."
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+21

Response time6 hrs
16 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Krech Exteriors LLC
Krech Exteriors LLC
5.0(
14
)
Asphalt Shingle Roofing - Install or ReplaceInspection - RoofingAsphalt Shingle Roofing - Repair+2 more

Serving Osceola, WI and surrounding areas

Approved (Corporate)

In business since 2022

Free estimates

Emergency services offered

"Krech replaced our roof about 15 years ago. Did a beautiful job. Following recent hail storm we asked them to come inspect the roof Oscar came out a few days later and checked it out telling us the roof looked great, in part due to the high quality shingles they had recommended years ago. We greatly appreciate his skill, kindness and honesty; traits sadly in short supply these days. Can't recommend Krech highly enough. Awesome company and people."
Mpls Home Re-Roof
Mpls Home Re-Roof
Mpls Home Re-Roof
GAF Solar Timberline
After

+22

Response time10 hrs
27 neighbors recently requested a quote
Avatar for FIRM FOUNDATION EXTERIORS LLC
FIRM FOUNDATION EXTERIORS LLC
5.0(
5
)
Asphalt Shingle Roofing - Install or Replace

Serving Osceola, WI and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"After dealing with a few other people and not having the best experience, I found Luke Clark and I’m glad I did. He was easy to work with, kept me in the loop, and did great work. The whole process was smooth and the roof turned out awesome. I’d definitely recommend Luke to anyone needing roofing work done."
Saint Croix Falls
Lake Cabin
Avatar for CML Construction LLC
CML Construction LLC
5.0(
6
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+26 more

Serving Osceola, WI and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"CML construction, LLC is a company that you want to look for and work with. Chad provided excellent customer service to me on this project. He responded quickly to emails, got me my quote within 48 hours, and did the work to the point and degree that it was as though they were doing it for their own family. The pricing offered was extremely fair without compromising on quality of workmanship and materials. The detail that they gave to completing the facia on my roof was unbelievable. They measured and remeasured and took the time to make it right. The team that Chad sent over was personable, kind, and considerate. When they weren't sure of something, they weren't afraid to ask questions for clarification and they just didn't bulldoze forward in the project without an answer. I am very pleased with this company and their professionalism and the quality of work, and I would recommend them to anybody looking for roofing, siding or construction needs. If I have a project that comes up in the future, I would, without hesitation hire them again."
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+26

Response time1 day
Response rate100%
22 neighbors recently requested a quote
Summit Siding and Seamless Gutters, Inc.
4.8(
6
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Osceola, WI and surrounding areas

Approved

In business since 1996

Free estimates

Credit card accepted

"This company is amazing! Professional, prompt, and the best part is they cleaned up after they were done. The roofers worked hard and steady and got the job done in one day. They did a beautiful job! Can't wait for them to do the siding! Thank you Summit and your crew!"
Response time9 hrs
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for RIver Valley Remodelers, LLC
RIver Valley Remodelers, LLC
4.7(
98
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Osceola, WI and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

River Valley Remodelers was founded with a vision to provide an unmatched customer experience in the Driftless Area. The Founders have managed thousands of remodeling projects in multiple states across the country and combine decades of industry experience to cultivate a customer-first company atmosphere. Every team member at River Valley Remodelers, work to improve upon every project because we understand exactly how important great service, quality of work, and communication is for any project in your home.\n\nWith the rapid rate of technological improvements in our world today, the team at River Valley Remodelers takes great pride in working with cutting edge products and services in the remodeling industry. We consistently communicate with product manufacturers, software developers, and industry leaders to provide our project managers and installers with the best resources available. \n\n

Deck project
Our Photo Gallery
94 neighbors recently requested a quote
Recommended by87%of homeowners
Avatar for Hoffman Weber Construction, Inc.
Hoffman Weber Construction, Inc.
3.8(
148
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+4 more

Serving Osceola, WI and surrounding areas

Approved (Corporate)

In business since 1995

Free estimates

Warranties offered

Hoffman Weber Construction is an award winning general contractor offering home and property owners a full suite of design-build remodeling projects and storm damage restoration services. We specialize in roofing, siding, windows, gutters, and attic insulation. We use only industry leading materials that come with an unparalleled warranty, and we provide a level of professionalism that's a cut above our competitors. \n \nWhether your project is residential, commercial, or insurance related, we are the contractor of choice by the many local communities we serve. Contact us today for a free estimate and zero-pressure consultation. \n \nDenver Residential Contractor License: 240553 exp. 6/30/2023 \n \nServices Provided: \nAsphalt Shingle Roofing, Metal Roofing, Roof Repair, Roof Replacement, Roof Installation, Rubber Roofing, Siding Installation, Vinyl Siding, Fiber Cement Siding, Wood Siding, Insulation Installation, Window Installation, Window Replacement, General Contracting

Exterior Transformation
Exterior Transformation
Exterior Transformation
Exterior Transformation
15 neighbors recently requested a quote
Recommended by90%of homeowners
DaBella - St. Paul (Roofing/Windows)
3.4(
621
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+5 more

Serving Osceola, WI and surrounding areas

Approved (Corporate)

In business since 2011

Free estimates

Credit card accepted

"I signed on to work with DaBella because the representative was extremely thorough and had many more samples and much more information than the other two estimates I received. I have also had the opportunity to meet and talk to the manager of the company, located in Roseville. The work is scheduled to happen in July."
7 neighbors recently requested a quote
Recommended by85%of homeowners
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Roofing FAQs, answered by experts

Yes, a roof blister can cause a leak if it gets to the point where it pops. Prior to popping, a roof blister is just an aesthetic issue, but once it pops, you’re left with a small hole in the shingle. Water from rain and snow can easily get inside this hole and interact with your underlayment, roof decking, and the building material below.

Spray foam roofs don’t stand up well to impact, so they won’t last as long as something like a tar and gravel roof and other flat roof materials in areas where extreme weather is common. Due to the reduced durability, you’ll also need more frequent maintenance and repairs for a spray foam roof, and those costs will add up over time. Spray foam roofs are relatively uncommon, so you may also struggle to hire a roofing contractor who can install one.

Whether or not the terms of your roofing estimate are negotiable depends on the contractor. Some professional roofers will be willing to budge on labor fees to some extent, while others will simply walk away from the potential work rather than lower their fees. In most cases, it’s best not to negotiate the terms, as lower labor charges could lead to your contractor cutting corners. Material costs aren’t negotiable, but you could purchase them yourself to try to save on delivery fees and markups.

The most common defect in a flat roof is leaking. Flat roofs have minimal slope, so water pools more readily on a flat roof than on a sloped roof, and the risk of the waterproof membrane failing increases with exposure. Tears and punctures from foot traffic and blown debris are other common problems, especially with single-ply roofing membranes like TPO and EPDM roofs.

Underlayment is used between existing shingles and a new metal roof to prevent friction and wear from the shingle granules on the underside of the metal. The underlayment also helps prevent water intrusion and allows expansion and contraction without wearing away at the roofing material.

The Osceola, WI homeowners’ guide to roofing services

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