The Best Roofing Contractors in Windsor, WI

Compare the highest-rated roofing professionals in Windsor, Wisconsin. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Madison Roofing & Siding

4.8
(245 reviews)
Verified

A highly-rated, full-service roofing contractor serving the Windsor area with comprehensive residential and commercial services. They specialize in storm damage restoration and insurance claim assistance, with deep expertise in Wisconsin's climate challenges including hail, heavy snow, and wind.

Serves Windsor, WI (Madison-based)

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Metal Roofing
Emergency Repairs
Roof Inspections

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#2

The Roofing Center

4.7
(187 reviews)
Verified

An established regional roofer with extensive experience in both residential and commercial projects. They are known for their quality craftsmanship and offer a wide range of materials including premium options like standing seam metal and synthetic slate. Strong focus on proper ventilation systems for Wisconsin's temperature extremes.

Serves Windsor, WI (Multiple locations)

Specialties & Features

Commercial Roofing
Metal Roof Installation
Ventilation Systems
Tile Roofing
Maintenance Programs
Residential Replacement

Business Information

Years in Business:25 years
Licensed:Yes
Insured:Yes
#3

Sun Prairie Roofing

4.6
(132 reviews)
Verified

A local family-owned business that serves Windsor and surrounding communities. They specialize in residential roof replacements and repairs with particular expertise in handling storm and hail damage common to south-central Wisconsin. Known for personalized service and thorough post-storm inspections.

Serves Windsor, WI (Sun Prairie-based)

Specialties & Features

Residential Roofing
Hail Damage Repair
Shingle Roofing
Attic Inspections
Emergency Tarping
Gutter Systems

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Windsor

Windsor's roofing market is served primarily by contractors from nearby Madison and surrounding areas. The climate presents significant challenges with heavy winter snow loads, spring hail storms, and high winds that require durable roofing systems and proper installation. Most reputable contractors are well-versed in working with insurance companies for storm damage claims. The market is competitive with several established regional companies serving the area.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Windsor regulations and climate

Frequently Asked Questions About Roofing in Windsor

Get answers to common questions about roofing services in Windsor, Wisconsin.

1What is the typical cost range for a full roof replacement on a Windsor, WI home?

For a standard asphalt shingle roof on an average-sized Windsor home (2,000-2,500 sq ft), homeowners can expect a range of $8,500 to $15,000. This range accounts for Wisconsin's material and labor costs, roof complexity, and the necessary high-quality, ice-and-water barrier underlayment required for our climate. Premium materials like metal or architectural shingles will increase this cost, but offer greater durability against our freeze-thaw cycles and severe weather.

2When is the best time of year to schedule a roof replacement in Windsor?

The ideal window for roofing in Windsor is typically late spring through early fall (May to September). This avoids the extreme cold, ice, and snow of Wisconsin winters, which can compromise material adhesion and safety, and the unpredictable heavy rains of early spring. Scheduling early in this season is crucial, as reputable local contractors' calendars fill up quickly, and you want the project completed before late fall frosts set in.

3Are there specific local building codes or permits required for roofing in Windsor?

Yes, roofing work in Windsor generally requires a building permit from the Village of Windsor or the Town of Windsor, depending on your specific jurisdiction. Wisconsin's Uniform Dwelling Code (UDC) sets the standards, which include requirements for proper ventilation and ice dam protection. A reputable local roofer will handle this permitting process and ensure the installation meets all codes, which is vital for your home's warranty and resale value.

4How do I choose a reliable roofing contractor in the Windsor area?

Prioritize contractors who are licensed, insured, and have a strong physical presence in the Dane County area. Look for positive reviews on local platforms and ask for references from recent projects in Windsor or nearby DeForest and Sun Prairie. Always verify they carry Wisconsin worker's compensation and liability insurance, and ensure their warranty covers both materials and labor, specifically against wind uplift and ice dam damage common in our region.

5What are the most common roofing problems for homes in Windsor due to the local climate?

The most prevalent issues are ice dams and wind damage. Windsor's cold winters with heavy snow, followed by partial thaws, lead to ice dam formation at the eaves, which can cause significant water intrusion. Additionally, the strong winds from prairie storms and seasonal thunderstorms can lift and damage shingles. Proper attic insulation, ventilation, and high-wind rated shingle installation are key defenses against these local challenges.