Serving Southeast Wisconsin Since 1994

Four Leaf Roofing & Windows is a veteran-owned exterior contractor based at 2875 S Moorland Rd in New Berlin. From that one location, our crews cover 17 communities across six Southeast Wisconsin counties, including Waukesha, Milwaukee, Racine, Kenosha, Ozaukee, and Washington.

We handle roofing, roof repair, siding, seamless gutters, and window replacement. Same crews, same standards, whether the job is in Franklin or Fox Point.

Wisconsin Dwelling Contractor License 082000803. We carry up to $1,000,000 in general liability coverage, four times the state’s $250,000 minimum. Homeowners have given us a 4.9 Google rating across 160 reviews.

Find your city below to see how we work in your area.

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Why Southeast Wisconsin Roofs Need a Local Contractor

Roofs here do not fail the way they do in milder states. They fail from freeze-thaw. Meltwater slips under shingles by day, refreezes at night, and pries the roof apart one winter at a time.

Ice dams follow. Wisconsin code requires ice dam protection on shingled roofs over heated space where the slope is 4:12 or less. Plenty of ranch homes and additions across this region sit in that zone.

Wisconsin code also caps roof layers at two. If your roof already carries two, the next job is a full tear-off, which changes both scope and price. We tell you that at the estimate, not at the invoice.

Then summer arrives. Severe weather peaks in June and July, with hail most frequent from May through July. The last two years have been rough even by local standards.

In August 2025, FEMA declared a major disaster (4892-DR-WI) after severe storms, straight-line winds, and flooding hit Milwaukee, Washington, and Waukesha counties. One Milwaukee gauge recorded 14.55 inches of rain, a state 24-hour record.

In April 2026, the region saw 16 confirmed tornadoes in a single week, with softball-size hail on April 14. An EF2 tornado near Sussex in Waukesha County carried 120 mph winds along a 3.2-mile path.

In June 2026, thunderstorms pushed winds of 60 to 70 mph across Milwaukee, Waukesha, Racine, and Kenosha counties, with isolated gusts over 80 mph.

Storm damage is also an insurance matter with real deadlines. Insurance deadlines and claim-payment requirements can vary by policy and circumstances. Document storm damage promptly, review your policy, and contact your insurer as soon as possible. Getting an inspection quickly, not next season, keeps you inside every deadline.

We have worked through every one of these events. That local record is what we bring to your roof.

The 17 Communities We Serve

Every community below has its own page with details specific to that area. A few are worth calling out because their local rules change how a roofing job runs.

New Berlin

Our home base. We dispatch every crew from 2875 S Moorland Rd, minutes from the New Berlin Industrial Park, which spans 1,126 acres across three business parks.

Milwaukee

Milwaukee requires no permit for a standard shingle replacement on a one- or two-family home. Homes in locally designated historic districts still need a Certificate of Appropriateness first, even when no permit applies. We check your property’s status before work begins.

Brookfield

Brookfield requires a permit for roof work, and replacing more than 25% of your roof covering triggers full code compliance. With a median owner-occupied home value of $443,900, doing it right matters here.

Waukesha

The county seat, and one of the simpler cities to work in. No permit is required for standard residential re-roofing, re-siding, or same-size window replacement.

Franklin

Franklin requires permits for both re-roofing and re-siding, and actively enforces contractor state certification. Our Dwelling Contractor license is on file.

Muskego

Muskego requires building permits for both re-roofing and re-siding. We pull the permit before a single shingle comes off.

Oak Creek

Oak Creek takes the opposite approach from its neighbors: no permit needed for a standard shingle tear-off and replacement. Only re-decking or structural changes trigger one.

The same crews, standards, and warranty coverage apply everywhere on our map. Our crews also run regular routes to:

Menomonee Falls · Pewaukee · Delafield · Hartland · Germantown · Mequon · Cudahy · Fox Point · Racine · Kenosha

Not sure which page fits you? Start with the services we provide or call us at (414) 455-2345.

How Our Coverage Works

Everything runs out of one dispatch point: 2875 S Moorland Rd, New Berlin, WI 53151.

That puts us at the center of the service map. Waukesha, Brookfield, and Muskego are short drives. Milwaukee County cities like Franklin, Oak Creek, and Cudahy are close behind. Northern communities like Mequon, Germantown, and Fox Point take a bit longer. Racine and Kenosha are at the far edge of the map, and we plan those routes honestly rather than promising arrival times we cannot keep.

We are a NARI member and a CertainTeed ShingleMaster PRO contractor, which lets us offer SureStart PLUS warranty options. Coverage depends on the roofing system and warranty tier selected, and we review the applicable terms with you before installation.

We offer free residential estimates in every city we serve, and 24/7 emergency service when a storm does not wait for business hours.

Frequently Asked Questions

What Areas Does Four Leaf Roofing & Windows Serve?

We serve 17 communities across Southeast Wisconsin, spanning Waukesha, Milwaukee, Racine, Kenosha, Ozaukee, and Washington counties. All crews dispatch from our New Berlin headquarters at 2875 S Moorland Rd. If your city is on the list above, you are in our territory.

How Fast Can You Reach My City After Storm Damage?

We run a 24/7 emergency service from New Berlin and can reach cities in Waukesha County and western Milwaukee County the fastest. Racine and Kenosha sit at the edge of our map, so response there takes longer. After major regional storms, we triage active leaks first.

Do Roofing Permit Rules Change From City to City in Southeast Wisconsin?

Yes. Brookfield requires a permit, and replacing over 25% of the roof covering triggers full code compliance. Franklin and Muskego require permits for re-roofing and re-siding, and Franklin enforces state contractor certification. Waukesha, Oak Creek, and Milwaukee require no permit for a standard re-roof, though Milwaukee homes in historic districts need a Certificate of Appropriateness first. We handle the paperwork for whichever city you live in.

Your City Is Covered. Your Estimate Is Free.

Since 1994, Southeast Wisconsin homeowners have trusted Four Leaf Roofing & Windows with their roofs, siding, gutters, and windows. Veteran-owned. Featured in Milwaukee Magazine. License #082000803.

Financing Available!

Financing as low as 0% for up to 21 Months

Call us at (414) 455-2345 for details.