(160 Ratings & Reviews)

4.9

*Up to 0% Financing for up to 21 Months

Residential Roofing Services in Southeast Wisconsin

Asphalt shingle roofs built to handle 40+ inches of annual snowfall, installed by CertainTeed ShingleMaster™ PRO roofers with 30+ years of local experience.

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Name

4.9 Stars

160 Google Reviews

CertainTeed ShingleMaster™ PRO

Certified Installer

Warranty Options

30 years, 50 years, lifetime

Veteran Owned and Operated

Featured in Milwaukee Magazine

2024 and 2025

What Is Residential Roofing?

Residential roofing is the complete system that protects a home from weather, including shingles, underlayment, flashing, vents, and decking. In Wisconsin, most homes use asphalt shingle roofs, which account for roughly 80% of U.S. residential roof installations.

When Wisconsin homeowners talk about a “new roof,” they usually mean a full asphalt shingle system installation. A properly installed asphalt shingle roof in Wisconsin lasts 20 to 30 years, depending on shingle grade, ventilation, and installation quality.

At Four Leaf Roofing & Windows, we specialize in the CertainTeed Integrity Roof System, and we hold CertainTeed’s ShingleMaster™ PRO certification. That credential requires advanced CertainTeed Master Craftsman installer training and an on-staff Shingle Quality Specialist, which is why our workmanship warranties cover 30 years, 50 years, or a lifetime depending on the shingle line.

What Are the Signs You Need a New Roof in Wisconsin?

You need a new roof if:

  • Your shingles are curling, cracked, or missing
  • You find granules in your gutters
  • Your roof is 20+ years old
  • You notice interior water stains
Wisconsin’s freeze-thaw cycles (averaging 160 per year in Milwaukee) accelerate wear.

Here are the top warning signs, ranked by severity:

Warning Sign

Severity

What It Means

Granules in gutters

Minor

Shingles are losing their protective coating; roof has 2 to 5 years left

Curled or cupped shingles

Moderate

Heat damage or age; replacement planning needed

Missing shingles after a storm

Moderate

Wind damage; possible insurance claim within 1 year

Dark streaks or algae stains

Moderate

Cosmetic issue; algae-resistant shingles solve this

Sagging roof deck

Severe

Structural moisture damage; call immediately

Interior water stains on ceilings

Severe

Active leak; emergency repair required

Daylight visible through attic

Severe

Decking failure; immediate replacement needed

How Does Our Residential Roofing Process Work?

Our residential roofing process has 5 steps: free inspection, written estimate, material selection, tear-off and installation, and final cleanup. A typical Wisconsin home roof replacement takes 1 to 3 days, depending on square footage, pitch, and weather conditions.

Step 1: Free On-Site Inspection (45 to 60 minutes)

A Four Leaf estimator inspects the roof deck, attic ventilation, flashing, and gutters. We photograph damage for insurance documentation if a storm claim is involved.

Step 2: Written Estimate and Material Selection

You receive a line-item estimate within 48 hours. We review CertainTeed shingle options (Landmark, Landmark PRO, Landmark IR, and others) along with warranty tiers of 30 years, 50 years, or lifetime.

Step 3: Permits and Scheduling

Most Wisconsin municipalities require a roofing permit. We pull the permit, schedule the job around the weather, and deliver materials 1 to 2 days before start.

Step 4: Tear-Off and Installation (1 to 3 days)

Our crew removes old shingles down to the deck, replaces any rotted plywood, installs ice-and-water shields along eaves, lays synthetic underlayment, and installs new CertainTeed shingles.

Step 5: Cleanup and Final Walkthrough

We run a magnetic sweep through your yard to catch nails, haul away all debris, and walk the property with you before we leave.

How Much Does a New Roof Cost in Wisconsin?

A new asphalt shingle roof in Wisconsin typically costs about $7,500 to $22,000 for a 1,800- to 2,200-square-foot home, depending on shingle type, roof complexity, tear-off requirements, and decking condition. Premium shingle lines, steep pitches, and multi-layer tear-offs increase cost.

Roof Type / Scenario

Price Range

What’s Included

Standard 3-Tab Asphalt Shingle (1,800 sq ft)

$7,500 to $10,500

Tear-off, underlayment, standard CertainTeed 3-tab shingles, cleanup

Architectural Shingle (2,000 sq ft)

$10,000 to $15,000

Tear-off, synthetic underlayment, 50-year CertainTeed shingles

Premium / Designer Shingle (2,200 sq ft)

$14,000 to $22,000

Full system, ice-and-water shield, lifetime CertainTeed shingles

Roof Repair (localized)

$450 to $1,800

Shingle replacement, flashing repair, leak sealing

Emergency Storm Tarp

$350 to $750

Temporary waterproofing until full repair

Factors that affect your Wisconsin roofing price:

  • Square footage: Most homes run 1,500 to 2,500 roofing sq ft
  • Pitch and complexity: Steep or cut-up roofs add 15 to 30%
  • Shingle grade: 3-tab vs. architectural vs. designer
  • Tear-off layers: Removing 2 layers costs 20 to 40% more than 1
  • Decking replacement: Rotted plywood runs $70 to $100 per 4×8 sheet
Financing: Four Leaf Roofing offers 0% financing for up to 21 months on approved credit. We also work directly with insurance carriers on storm damage claims.

Why Wisconsin Homeowners Choose CertainTeed Asphalt Shingles

CertainTeed shingles are popular in Wisconsin because premium lines include StreakFighter® algae-resistance technology, which protects against black algae streaks and is warrantied for up to 15 years. CertainTeed offers impact-resistant shingle options that may qualify for insurance discounts with some carriers.

Key CertainTeed shingle performance specs:

  • Wind rating: up to 130 mph (Landmark PRO and Landmark IR lines with required installation)
  • Impact rating: Class 4 (UL 2218 standard, the highest available) on IR lines
  • Algae resistance: StreakFighter®, warrantied for up to 15 years
  • Fire rating: Class A (UL 790, the highest fire-resistance class)
  • Warranty: Lifetime limited warranty on premium lines
Wisconsin’s climate is rough on roofs. Milwaukee averages 47 inches of snow and 34 inches of rain per year, and southeastern Wisconsin experiences several damaging hail events each year. Algae-resistant, impact-rated shingles hold up better than standard products in these conditions.

Why Choose Four Leaf Roofing & Windows for Your Wisconsin Roof?

Four Leaf Roofing & Windows is a veteran-owned, NARI-member roofing contractor with over 30 years of experience installing residential roofs in Wisconsin. We hold CertainTeed ShingleMaster™ PRO certification, carry a 4.9-star Google rating from 160 reviews, and back every roof with a workmanship warranty.

Here’s what separates us from other Wisconsin roofers:

  • CertainTeed ShingleMaster™ PRO Certified: an advanced CertainTeed credential held by a limited number of Wisconsin contractors, requiring Master Craftsman installer training and an on-staff Shingle Quality Specialist
  • 30+ years in southeastern Wisconsin: We know local code, local weather, and local insurance adjusters
  • 4.9-star rating on 160 reviews: Documented customer satisfaction, not marketing claims
  • Featured in Milwaukee Magazine: Third-party editorial recognition — Face of Roofing 2024 & 2025
  • BBB Accredited — A+ Rating: Verified A+ rating, accredited since 2024
  • Veteran Owned: Military-trained attention to detail and follow-through
  • Lifetime workmanship options: Pair with CertainTeed’s lifetime shingle warranty for full-system coverage
  • Storm damage specialists: We document visible damage, provide detailed contractor estimates, and coordinate with adjusters when appropriate.
  • NARI member: National Association of the Remodeling Industry accountability standards

Wisconsin Service Area

Four Leaf Roofing & Windows installs residential roofs across southeastern Wisconsin. Our main office is at 2875 S Moorland Rd, New Berlin, WI 53151, and our crews are typically on-site within 2 to 5 business days of estimate approval in our primary service area.

We serve:

  • New Berlin — our home base, same-day estimates available
  • Oak Creek — full roof replacement and storm damage response
  • Pewaukee — lakeside home roofing with ventilation specialization
  • Sussex — residential asphalt shingle installation
  • Mequon — premium and designer shingle projects
We also serve Milwaukee, Brookfield, Waukesha, Franklin, Muskego, Germantown, Menomonee Falls, Hartland, Delafield, Cudahy, Fox Point, Racine, and Kenosha. If you are unsure whether we cover your Wisconsin town, call (414) 455-2345 and we will let you know in under a minute.

Frequently Asked Questions About Residential Roofing in Wisconsin

How long does an asphalt shingle roof last in Wisconsin?

An asphalt shingle roof in Wisconsin lasts 20 to 30 years on average, with architectural shingles lasting 25 to 30 years and 3-tab shingles lasting 15 to 20 years. Wisconsin’s freeze-thaw cycles and snow load shorten lifespan compared to milder climates.

Ventilation matters more than most homeowners realize. A properly vented attic can add 3 to 5 years of shingle life by reducing heat buildup in summer and preventing ice dams in winter.

Yes, Wisconsin building code allows up to 2 layers of asphalt shingles on residential roofs, but most roofing professionals recommend a full tear-off. Layover roofs trap heat, hide decking damage, and void most manufacturer warranties, including CertainTeed lifetime warranties.

For the longest-lasting roof, we almost always recommend a full tear-off down to the decking so we can inspect and replace any damaged plywood.

A standard Wisconsin roof replacement takes 1 to 3 days for a 1,800 to 2,200 square foot home, depending on roof pitch, complexity, and weather. Larger homes with steep pitches or multiple dormers can take 4 to 5 days.

We schedule around the weather and do not start a tear-off if rain is in the 24-hour forecast.

Wisconsin homeowner’s insurance typically covers roof replacement when damage is caused by a covered peril like wind, hail, or fallen trees, but not normal wear and tear. Most policies require you to file a claim within 1 year of the storm event.

Four Leaf Roofing documents all storm damage with photos and detailed reports, and we work directly with adjusters to make sure claims are processed correctly.

Late spring through early fall (May to October) is the best time to replace a roof in Wisconsin, because shingle sealant needs temperatures above 40°F to bond properly. Winter roof installations are possible but require hand-sealing and cost 10 to 15% more.

If your roof is leaking in January, do not wait. We do install roofs year-round when emergencies require it.

A new asphalt shingle roof recovers approximately 57% of its cost at resale, according to the 2024 Remodeling Cost vs. Value Report. For a $15,000 roof, that is about $8,550 in recovered resale value, plus the potential benefits of stronger buyer confidence and a smoother sale.

Wisconsin buyers in particular look for roof age during inspections. A new roof often closes deals that would otherwise stall.

Need a New Roof for Your Wisconsin Home? Get Your Free Estimate Today.

If your Wisconsin home needs a new roof, repairs, or a storm damage inspection, call Four Leaf Roofing & Windows at (414) 455-2345 or fill out our free estimate form. We respond to all estimate requests within 24 hours, and same-day emergency service is available for active leaks.
You don’t need luck. You just need Four Leaf.
Call Now: (414) 455-2345
Email: fourleafcontracting@gmail.com
Address: 2875 S Moorland Rd, New Berlin, WI 53151
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Financing as low as 0% for up to 21 Months

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(414) 455-2345