Get matched with the best Roofing & Gutter Service pros in Waukesha, WI

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Keystone Builders Inc

★ ★ ★ ★ ★ 4.7 (15 reviews)

Waukesha, WI 53208

Keystone Builders Inc. is dedicated to transforming your home into your dream space. With over 60 years of experience in Milwaukee, we specialize in quality installation of windows, siding, gutters, s...

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L. H. Krueger and Son Inc. - Roofing & Gutter Services in Waukesha, WI

L. H. Krueger And Son Inc.

★ ★ ★ ★ ★ 4.8 (4 reviews)

Waukesha, WI 53186

11 projects

L.H. Krueger and Son Inc., established in 1981, is a family-owned leader in residential roofing, siding, and gutter services in Southeastern Wisconsin. Committed to delivering exceptional customer exp...

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Modern Exterior Roofing - Roofing & Gutter Services in Waukesha, WI

Modern Exterior Roofing

★ ★ ★ ★ ★ 4.5 (2 reviews)

Waukesha, WI 53186

65 projects

Modern Exterior Roofing is dedicated to providing top-notch roofing services to Southeast Wisconsin residents. We continually innovate our processes to enhance customer satisfaction. To add even more...

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Paragon Exteriors LLC - Roofing & Gutter Services in Waukesha, WI

Paragon Exteriors LLC

☆ ☆ ☆ ☆ ☆ 0.0 (0 reviews)

Waukesha, WI 53189

7 projects

Paragon Exteriors LLC is a licensed and insured roofing contractor based in Waukesha, Wisconsin, serving Waukesha County and Milwaukee. We specialize in comprehensive roofing solutions, including inst...

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Cardinal Homes, LLC - Roofing & Gutter Services in New Berlin, WI

Cardinal Homes, LLC

★ ★ ★ ★ ★ 4.8 (16 reviews)

New Berlin, WI 53146

12 projects

Cardinal Homes, LLC, based in New Berlin, WI, is a comprehensive exterior remodeling contractor with over 20 years of experience. We are dedicated to being Wisconsin's most reliable choice for home im...

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Racine Windows Installation & Replacement - Roofing & Gutter Services in Racine, WI

Racine Windows Installation & Replacement

★ ★ ★ ★ ★ 4.7 (16 reviews)

Racine, WI 53403

2 projects

Enhance your home's exterior with Racine Windows Installation & Replacement. We specialize in custom window and gutter installation services designed to improve aesthetics, durability, and energy effi...

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C&K Services Inc. of Newburg - Roofing & Gutter Services in Newburg, WI

C&K Services Inc. Of Newburg

★ ★ ★ ★ ★ 4.7 (16 reviews)

Newburg, WI 53060

1 project

C&K Services Inc. of Newburg, established in 1978 by Bill Chesak Sr. and Paul Krueger, began as a small garage operation specializing in siding, roofing, gutters, and windows. Now led by Bill Chesak J...

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Allrite Home & Remodeling - Roofing & Gutter Services in Milwaukee, WI

Allrite Home & Remodeling

★ ★ ★ ★ ★ 4.6 (16 reviews)

Milwaukee, WI 53209

7 projects

Allrite Home & Remodeling, a family-owned business since 1969, is dedicated to transforming homes into safe, comfortable, and efficient spaces for generations. Serving the Milwaukee area, we take prid...

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Sims Exteriors And Remodeling, Inc.

★ ★ ★ ★ ★ 4.7 (15 reviews)

Cottage Grove, WI 53527

Sims Exteriors and Remodeling, Inc. has been a leading contractor in Madison, Wisconsin, since 1996, specializing in roofing, siding, replacement windows, and remodeling. Our expert team delivers exce...

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Holland Exteriors

★ ★ ★ ★ ★ 4.8 (13 reviews)

Milwaukee, WI 53211

Holland Exteriors is a reputable roofing company based in Milwaukee, WI, specializing in residential and commercial roofing. We provide roof repairs, replacements, and new installations using high-qua...

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Verified Reviews for Roofing & Gutter Services pros in Waukesha, WI

*The Growcycle rating for Roofing & Gutter Services companies in Waukesha, WI is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing & Gutter Services needs.

Last update on July 11, 2026

Walter Evans

Reviewed in November 2025

I recently had custom windows installed and couldn't be happier! The team was professional and made the whole process easy. Highly recommend for quality work!

Keystone Builders Inc Request a quote

Emily Davis

Reviewed in January 2026

Chamberlin Company Inc went above and beyond to ensure my satisfaction. Their attention to detail and customer service is commendable. Highly recommended!

Chamberlin Company Inc Request a quote

David Smith

Reviewed in February 2026

Great service and high-quality work! My kitchen looks amazing after the remodel. Would definitely use them again for future projects.

Allrite Home & Remodeling Request a quote

Emily Roberts

Reviewed in January 2026

I am thrilled with my new windows from Kenosha Windows Replacement & Installation. They were quick, clean, and the windows are of excellent quality. Highly recommend!

Kenosha Windows Replacement & Installation Request a quote

James Carter

Reviewed in January 2026

Racine Windows Installation & Replacement did a fantastic job! The team was professional and my new windows look amazing. Highly recommend their services!

Racine Windows Installation & Replacement Request a quote

Cost Guide

How much does Roofing & Gutter Services cost in Waukesha, WI?

Typical roofing & gutter services projects in Waukesha, WI range from $3,000 to $15,000, with most homeowners paying around $7,500.

$3,000

$7,500 Typical cost in Waukesha, WI

$15,000

LOWHIGH

Prices vary by project scope, materials, and local labor rates.

Per Sq Ft $3–$7

Per Gutter Section $5–$15

Per Project $3,000–$15,000

Last updated: April 2026

Roofing and gutter services in Waukesha typically range from $3,000 to $15,000, with an average cost of around $7,500. Factors influencing the price include the type of roofing material, the pitch of the roof, and the complexity of the gutter installation.

Waukesha roofing contractors generally charge between $75 and $150 per hour for labor, depending on their expertise. Homeowners should contact the Waukesha Department of Public Works to inquire about any necessary permits, which could add $200 to $400 to the overall cost.

When comparing quotes from Waukesha contractors, it’s crucial to assess the warranties offered on both materials and labor. Look for detailed estimates that list all aspects of the services, including cleanup and disposal.

When comparing roofing and gutter quotes in Waukesha, ensure that each estimate includes a thorough breakdown of materials and labor to make an informed decision.

What affects the cost in Waukesha, WI?

Waukesha Labor Rates

Licensed roofing contractors in Waukesha charge $75–$150/hr, with rates influenced by the contractor's experience and the project's complexity. High-quality work may come at a premium.

Permits & Inspections

Most roofing and gutter work in Waukesha requires permits from the Department of Public Works. The approval process can take 1-2 weeks and may involve inspection fees.

Material Selection & Quality

Choosing high-quality materials can increase roofing costs by 15–40%. Options like asphalt shingles, metal roofing, or tile vary significantly in price and longevity.

Seasonal Demand & Scheduling

Late spring through summer is peak season for roofing in Waukesha. Scheduling during the off-season can sometimes yield lower prices and greater contractor availability.

Frequently Asked Questions About Roofing & Gutter Services in Waukesha, WI

How can I maintain my gutters during the fall season in Waukesha?

To maintain your gutters during the fall in Waukesha, it’s important to regularly clean them to prevent clogs from fallen leaves and debris. Schedule a cleaning every few weeks during peak leaf-fall times. Ensure that downspouts are clear and directing water away from your home’s foundation, as this can prevent water damage. Additionally, check for any signs of damage to your gutter system, such as rust or sagging, and address these issues promptly. Installing gutter guards can also help reduce the frequency of cleanings and provide long-term protection.

How often should I have my roof inspected in Waukesha?

It is generally recommended to have your roof inspected at least once a year in Waukesha, particularly after severe weather events like storms or heavy snow. Regular inspections can help identify potential issues early, allowing for timely repairs that can extend the life of your roof. Additionally, if your home is located in a wooded area, you might consider more frequent inspections due to the risk of debris accumulation or damage from falling branches. Regular maintenance can help you avoid costly replacements and ensure your roof remains in good condition.

What are the signs that I need a new roof in Waukesha?

In Waukesha, signs that you may need a new roof include missing shingles, leaks, and visible sagging. If you notice water stains on your ceilings or walls, this could indicate a leak that may have compromised your roof's integrity. Additionally, if your roof is older than 20 years, it may be approaching the end of its lifespan, especially if it has experienced severe weather conditions common in our area. Another sign is granules from shingles accumulating in your gutters, which can indicate that your roof is deteriorating. If you observe any of these issues, it's advisable to consult a local roofing professional for an assessment.

What should I do if my gutters are leaking in Waukesha?

If your gutters are leaking in Waukesha, the first step is to identify the source of the leak. Check for any visible holes, cracks, or loose connections in the gutter system. If the leak is minor, you may be able to seal it with a waterproof roofing sealant. For more significant leaks or damage, it’s advisable to contact a professional gutter service to assess and repair the issue. Failing to address leaking gutters can lead to water damage to your home’s foundation and landscaping, so prompt action is essential.

What types of roofing materials are best for Waukesha's climate?

In Waukesha, roofing materials that perform well include asphalt shingles, metal roofing, and slate. Asphalt shingles are popular due to their affordability and versatility, providing excellent protection against rain and snow. Metal roofing offers superior durability and can withstand harsh weather conditions, making it an excellent long-term investment. Slate roofs, while more expensive, are known for their longevity and aesthetic appeal. When selecting roofing materials, consider factors like cost, maintenance, and energy efficiency to choose the best option for your home.

Common Roofing & Gutter Services services and their costs

Typical pricing in Waukesha, WI by service type.

Roofing Options

Different Roofing Materials

Method	Cost Range
Asphalt Shingles The most common roofing material, offering a good balance of cost and durability.	$3,000–$7,000
Metal Roofing A long-lasting option with excellent weather resistance.	$7,000–$15,000
Tile Roofing An aesthetically pleasing choice, albeit at a higher cost.	$10,000–$20,000
Flat Roofing Commonly used in commercial buildings, requiring different installation techniques.	$4,000–$10,000

Gutter Services

Gutter Installation and Repair

Method	Cost Range
Seamless Gutter Installation Provides a sleek look and minimizes leaks.	$1,000–$2,500
Gutter Repair Fixes leaks and damages to existing gutters.	$200–$800
Gutter Cleaning Regular maintenance to prevent clogging and overflow.	$150–$300
Gutter Guard Installation Helps prevent debris buildup in gutters.	$500–$1,200

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Price ranges are estimates compiled from publicly available data and may vary with project scope.

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Verified Reviews for Roofing & Gutter Services pros in Waukesha, WI

Walter Evans

Emily Davis

David Smith

Emily Roberts

James Carter

How much does Roofing & Gutter Services cost in Waukesha, WI?

What affects the cost in Waukesha, WI?

Frequently Asked Questions About Roofing & Gutter Services in Waukesha, WI

Common Roofing & Gutter Services services and their costs

Roofing Options

Gutter Services

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