Top-rated asphalt shingle roofing installers and replacers.

Get matched with top asphalt shingle roofing installers and replacers in Oconomowoc, WI

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Asphalt shingle roofing installers and replacers in Oconomowoc

Avatar for Roofs by Dre

Roofs by Dre

4.84(
149
)
Approved Pro

Roofs by Dre

4.84(
149
)
Approved Pro
Super Service Award
Customers say: Quick response
5 years of experience
Free onsite estimate

We take great pride our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"Roofs by Dre did a fantastic job on my roof! The crew was very nice and considerate! They did a complete tear down and new install of my garage roof! Not only was it done in a day, they had cleaned up so well, you couldn’t even tell they were there! This was a great experience for me and using Roofs By Dre! I will be using them whenever I need roof work done! Thank You!"

Dave P on March 2026

We take great pride our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"Roofs by Dre did a fantastic job on my roof! The crew was very nice and considerate! They did a complete tear down and new install of my garage roof! Not only was it done in a day, they had cleaned up so well, you couldn’t even tell they were there! This was a great experience for me and using Roofs By Dre! I will be using them whenever I need roof work done! Thank You!"

Dave P on March 2026


Avatar for Adonis Roofing, LLC

Adonis Roofing, LLC

5.00(
37
)
Approved Pro

Adonis Roofing, LLC

5.00(
37
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
8 years of experience

Adonis Roofing LLC is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business. Call today for a free estimate 262-420-4542.

"Mike and his crew were excellent! Prompt, efficient, and very professional. Came on time, finished the job quickly and clean up was outstanding. This is the company that stands by its word! A+"

Sandy K on May 2025

Adonis Roofing LLC is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business. Call today for a free estimate 262-420-4542.

"Mike and his crew were excellent! Prompt, efficient, and very professional. Came on time, finished the job quickly and clean up was outstanding. This is the company that stands by its word! A+"

Sandy K on May 2025


Avatar for Elite Exteriors LLC

Elite Exteriors LLC

4.93(
190
)
Approved Pro

Elite Exteriors LLC

4.93(
190
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
11 years of experience

Elite Exteriors is a family-owned business located in New Berlin, Wisconsin. We can provide all your exterior home improvement needs including roofing, siding, windows, decks, and rough/finish carpentry. We have developed a solid reputation throughout southeastern Wisconsin for our quality craftsmanship and great customer service. Let our experienced staff guide you in making your home renovation process as seamless as possible.

"I recommend Elite Exteriors for any of your exterior needs. They were great to work with, fast (siding only took 3 days), high quality product and priced competitively."

Joy L on July 2025

Elite Exteriors is a family-owned business located in New Berlin, Wisconsin. We can provide all your exterior home improvement needs including roofing, siding, windows, decks, and rough/finish carpentry. We have developed a solid reputation throughout southeastern Wisconsin for our quality craftsmanship and great customer service. Let our experienced staff guide you in making your home renovation process as seamless as possible.

"I recommend Elite Exteriors for any of your exterior needs. They were great to work with, fast (siding only took 3 days), high quality product and priced competitively."

Joy L on July 2025


Avatar for High Quality Contracting Inc

High Quality Contracting Inc

4.91(
176
)
Approved Pro

High Quality Contracting Inc

4.91(
176
)
Approved Pro
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
27 years of experience

**Call us today for your FREE ROOFING consultation!** For over 20 years, High Quality Contracting Inc has been a leading home contractor in southeastern Wisconsin. Our dedication to craftsmanship and quality has made us an A+ BBB accredited company and an Angie'sList Super Service Award recipient for decades. We focus on customer relationships to help not only build your dream home but to help build a history of trust you can count on when you need it most. We treat your home as if it were our own, ever conscious of the work we are doing and the impression we leave with you. High Quality Contracting Inc provides services in all forms of home improvement construction and building new homes from the ground up. We offer the following discounts which can not be combined with any other discount. Only one discount per customer per job. * We offer a 5% discount on labor for jobs over $2,500.00 for AngiesList subscribers. ( Must be claimed at the time of the consultation) * We offer a 5% discount on labor for Seniors. ( Must be claimed at the time of the consultation) * We offer a 10% Military discount on labor for active or veterans who show their DD214 at the time of the consultation. We offer one free consultation. We look forward to assisting you with your next project.

"High quality is exactly what we received when building our new home! Nick really made the whole process stress-free and enjoyable. He made sure to be available whenever and went above and beyond to make sure our dream home was perfect. We highly recommend Nick and his team!"

April H on December 2024

**Call us today for your FREE ROOFING consultation!** For over 20 years, High Quality Contracting Inc has been a leading home contractor in southeastern Wisconsin. Our dedication to craftsmanship and quality has made us an A+ BBB accredited company and an Angie'sList Super Service Award recipient for decades. We focus on customer relationships to help not only build your dream home but to help build a history of trust you can count on when you need it most. We treat your home as if it were our own, ever conscious of the work we are doing and the impression we leave with you. High Quality Contracting Inc provides services in all forms of home improvement construction and building new homes from the ground up. We offer the following discounts which can not be combined with any other discount. Only one discount per customer per job. * We offer a 5% discount on labor for jobs over $2,500.00 for AngiesList subscribers. ( Must be claimed at the time of the consultation) * We offer a 5% discount on labor for Seniors. ( Must be claimed at the time of the consultation) * We offer a 10% Military discount on labor for active or veterans who show their DD214 at the time of the consultation. We offer one free consultation. We look forward to assisting you with your next project.

"High quality is exactly what we received when building our new home! Nick really made the whole process stress-free and enjoyable. He made sure to be available whenever and went above and beyond to make sure our dream home was perfect. We highly recommend Nick and his team!"

April H on December 2024


Avatar for Infinity Exteriors LLC

Infinity Exteriors LLC

4.77(
545
)
Approved Pro

Infinity Exteriors LLC

4.77(
545
)
Approved Pro
Customers say: Super punctual
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
29 years of experience

At Infinity Exteriors, we set ourselves apart through our unwavering commitment to quality, craftsmanship, and customer satisfaction. Our comprehensive services include roofing, siding, windows, and gutters, all delivered with meticulous attention to detail. Our team consists of seasoned Project Advisors, Managers, and Installers who bring years of industry experience, training, and a dedication to high standards, ensuring every project meets our strict quality guidelines. What makes us truly unique is our focus on each customer’s specific needs. We provide honest and free estimates that help homeowners make informed decisions, backed by transparent pricing and detailed project timelines. Infinity Exteriors’ team members are community-centered and customer-focused, often involved in local events, youth coaching, and charitable initiatives. This connection to our communities fosters a deeper commitment to integrity and personalized service. To guarantee the quality of our work, we use premium materials from trusted manufacturers and conduct thorough inspections at every project phase. Our commitment to excellence is further reinforced by industry-leading warranties, giving customers peace of mind that their investment is protected. When you choose Infinity Exteriors, you're partnering with a team dedicated not just to completing the job but to exceeding expectations at every turn.

"Communication was excellent and they got all the siding and new windows done in 2 days. Looks amazing! The workers cleaned the site really nice. I hired them after talking to someone who just had their house done & still had their sign up on their lawn Always helps to hear from someone who already had work done. Very happy customer!"

Louise J on February 2026

At Infinity Exteriors, we set ourselves apart through our unwavering commitment to quality, craftsmanship, and customer satisfaction. Our comprehensive services include roofing, siding, windows, and gutters, all delivered with meticulous attention to detail. Our team consists of seasoned Project Advisors, Managers, and Installers who bring years of industry experience, training, and a dedication to high standards, ensuring every project meets our strict quality guidelines. What makes us truly unique is our focus on each customer’s specific needs. We provide honest and free estimates that help homeowners make informed decisions, backed by transparent pricing and detailed project timelines. Infinity Exteriors’ team members are community-centered and customer-focused, often involved in local events, youth coaching, and charitable initiatives. This connection to our communities fosters a deeper commitment to integrity and personalized service. To guarantee the quality of our work, we use premium materials from trusted manufacturers and conduct thorough inspections at every project phase. Our commitment to excellence is further reinforced by industry-leading warranties, giving customers peace of mind that their investment is protected. When you choose Infinity Exteriors, you're partnering with a team dedicated not just to completing the job but to exceeding expectations at every turn.

"Communication was excellent and they got all the siding and new windows done in 2 days. Looks amazing! The workers cleaned the site really nice. I hired them after talking to someone who just had their house done & still had their sign up on their lawn Always helps to hear from someone who already had work done. Very happy customer!"

Louise J on February 2026


Avatar for Elite Exteriors, LLC

Elite Exteriors, LLC

4.87(
63
)
Approved Pro

Elite Exteriors, LLC

4.87(
63
)
Approved Pro
Customers say: Quick response
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
71 years of experience

We are a locally owned and operated 3rd generation family business that specializes in exterior home remodeling. We have over 60 years of experience in the construction industry. We offer a variety of general contractor home improvement services. We install roofing, siding, windows and exterior doors. We specialize in the installation of GAF roofing products. We pride ourselves on the quality of our work as well as our commitment to our customers. We look forward to building lasting relationships and guarantee your satisfaction!

"Elite Exteriors: Exceptional Quality & Service! Six years ago, I hired Elite Exteriors to install Hardie Plank siding, trim, and new gutters on my home, and I couldn’t be happier with the results. Even after all these years, the craftsmanship still looks brand new, a true testament to the high-quality work and materials they use. Beyond my own experience, everyone I’ve recommended them to has been just as thrilled with the outstanding workmanship and professionalism of their team. If you’re looking for a reliable company that delivers top-notch exterior renovations with lasting results, Elite Exteriors is the way to go! Highly recommend!"

Joseph B on May 2025

We are a locally owned and operated 3rd generation family business that specializes in exterior home remodeling. We have over 60 years of experience in the construction industry. We offer a variety of general contractor home improvement services. We install roofing, siding, windows and exterior doors. We specialize in the installation of GAF roofing products. We pride ourselves on the quality of our work as well as our commitment to our customers. We look forward to building lasting relationships and guarantee your satisfaction!

"Elite Exteriors: Exceptional Quality & Service! Six years ago, I hired Elite Exteriors to install Hardie Plank siding, trim, and new gutters on my home, and I couldn’t be happier with the results. Even after all these years, the craftsmanship still looks brand new, a true testament to the high-quality work and materials they use. Beyond my own experience, everyone I’ve recommended them to has been just as thrilled with the outstanding workmanship and professionalism of their team. If you’re looking for a reliable company that delivers top-notch exterior renovations with lasting results, Elite Exteriors is the way to go! Highly recommend!"

Joseph B on May 2025


Avatar for Bulldog Builders, LLC

Bulldog Builders, LLC

4.92(
60
)
Approved Pro

Bulldog Builders, LLC

4.92(
60
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
13 years of experience

Bulldog Builders, LLC, is a full service construction company. We have wide range of services and can help you with all your residential and commercial projects. We have consistently focused on the needs of our customers, providing personalized attention and a stress free experience. This approach has set us apart from our competition and keeps our customers coming back! Call us today to schedule your appointment!

"We had contacted Mark from Bulldog Builders for a quote on a roof replacement. Mark came out in a very reasonable amount of time, was very knowledgeable, helpful, professional. Took dimensions of roof and gave us a quote on job. We decided to go with Bulldog builders for this work and a are very pleaded we did. All Materials were ordered and the crew arrived on time and did a outstanding job. Mark then called to make sure we were happy with the work done, I would recommend Bulldog Builders to anyone!!! Great Job to all!!! Keep up the good Work!!! :)"

Kevin S on October 2022

Bulldog Builders, LLC, is a full service construction company. We have wide range of services and can help you with all your residential and commercial projects. We have consistently focused on the needs of our customers, providing personalized attention and a stress free experience. This approach has set us apart from our competition and keeps our customers coming back! Call us today to schedule your appointment!

"We had contacted Mark from Bulldog Builders for a quote on a roof replacement. Mark came out in a very reasonable amount of time, was very knowledgeable, helpful, professional. Took dimensions of roof and gave us a quote on job. We decided to go with Bulldog builders for this work and a are very pleaded we did. All Materials were ordered and the crew arrived on time and did a outstanding job. Mark then called to make sure we were happy with the work done, I would recommend Bulldog Builders to anyone!!! Great Job to all!!! Keep up the good Work!!! :)"

Kevin S on October 2022


Avatar for Windlickers, LLC

Windlickers, LLC

5.00(
21
)
Approved Pro

Windlickers, LLC

5.00(
21
)
Approved Pro
Customers say: Quick response
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
19 years of experience

With years of experience in the construction industry, we are the experts you need to take care of your home or business. We handle all of your roofing, siding and gutter needs with great care. We will treat your home as we would treat our own. Windlickers Roofing and Exteriors is a local family owned and operated business! In the industry since 1996, we have been inspecting, analyzing, and designing cost effective exterior solutions with great skill and pride. With you every step of the way, our experience illustrates why making the right decision counts! Give Windlickers Roofing and Exteriors a call today, we look forward to working with you!

"Mike from Windlickers is one of the most honest people I have ever met. He helped me navigate the roof process and never once seemed annoyed or pushy when it came to signing the contract or on what I should install. Instead of bashing competitors like so many others do he kept it straight to the facts of what HE would be doing. All around great guy and I will be recommending him to everyone I possibly can that needs any work done. He went out of his way to help me submit my original roof for warranty because of defective shingles. The one guy who went on that roof and let me know what I had and that I should submit a claim, right there is shows me he actually cared. 100% RECOMMEND!"

Kyle K on May 2023

With years of experience in the construction industry, we are the experts you need to take care of your home or business. We handle all of your roofing, siding and gutter needs with great care. We will treat your home as we would treat our own. Windlickers Roofing and Exteriors is a local family owned and operated business! In the industry since 1996, we have been inspecting, analyzing, and designing cost effective exterior solutions with great skill and pride. With you every step of the way, our experience illustrates why making the right decision counts! Give Windlickers Roofing and Exteriors a call today, we look forward to working with you!

"Mike from Windlickers is one of the most honest people I have ever met. He helped me navigate the roof process and never once seemed annoyed or pushy when it came to signing the contract or on what I should install. Instead of bashing competitors like so many others do he kept it straight to the facts of what HE would be doing. All around great guy and I will be recommending him to everyone I possibly can that needs any work done. He went out of his way to help me submit my original roof for warranty because of defective shingles. The one guy who went on that roof and let me know what I had and that I should submit a claim, right there is shows me he actually cared. 100% RECOMMEND!"

Kyle K on May 2023


Avatar for Ridge Top Exteriors Inc

Ridge Top Exteriors Inc

4.61(
136
)
Approved Pro

Ridge Top Exteriors Inc

4.61(
136
)
Approved Pro
Super Service Award
Customers say: Quality work
24 years of experience
Free onsite estimate

Since 2002, Ridge Top Exteriors has been a trusted, local provider of affordable exterior home improvement services for homeowners. As a family-owned and operated company, we take great pride in delivering high-quality workmanship and outstanding customer service. Our mission has always been to exceed our clients' expectations by providing expert roofing, siding, window, door and gutter solutions that enhance the curb appeal and value of their homes. Over the years, we have built a reputation for reliability and excellence, and we remain committed to serving our clients with honesty, integrity, and professionalism.

"Everything went smoothly"

Steve S on December 2025

Since 2002, Ridge Top Exteriors has been a trusted, local provider of affordable exterior home improvement services for homeowners. As a family-owned and operated company, we take great pride in delivering high-quality workmanship and outstanding customer service. Our mission has always been to exceed our clients' expectations by providing expert roofing, siding, window, door and gutter solutions that enhance the curb appeal and value of their homes. Over the years, we have built a reputation for reliability and excellence, and we remain committed to serving our clients with honesty, integrity, and professionalism.

"Everything went smoothly"

Steve S on December 2025


Avatar for Midwest Roofing and Gutters, LLC

Midwest Roofing and Gutters, LLC

5.00(
13
)
Approved Pro

Midwest Roofing and Gutters, LLC

5.00(
13
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
11 years of experience

Midwest Roofing and Gutters is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"No complaints whatsoever."

William S on October 2024

Midwest Roofing and Gutters is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"No complaints whatsoever."

William S on October 2024

Showing 1-10 of 38
FAQs for asphalt shingle roofing installation and replacement projects in Oconomowoc, WI

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Oconomowoc, WI homeowners’ guide to asphalt shingle roofing installations and replacements

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