Full-service roofing, exterior, and interior contractor serving Greenfield and Hales Corners — one team handling everything from roof replacement and storm claims to kitchen renovations.

Greenfield filled in during the 1950s and 1960s — postwar suburban expansion when Milwaukee families moved south. Those ranch homes and cape cods are now 60 to 70 years old and approaching the point where roofing, siding, and windows all need attention at roughly the same time.
Ranch homes from the postwar era frequently have lower pitches than 1980s and 1990s suburban construction. Lower pitches shed water and snow more slowly, which compounds Wisconsin's ice dam problem. The eave overhangs on 1950s construction are often narrower than on newer homes — giving ice dam backup less distance before it reaches the wall assembly. We assess ventilation and insulation on every Greenfield roofing estimate. Installing new shingles without addressing the underlying heat loss creates the same conditions the previous roof dealt with.
Many Greenfield homes have had sections repaired, flashing re-caulked, and individual shingles replaced over multiple decades without a full tear-off. This deferred maintenance history creates conditions where the roof surface looks acceptable from the ground but the underlying deck and original underlayment have absorbed moisture through multiple seasons. We pull a corner and look at deck condition during every pre-quote walkthrough — it's the only way to know what you're actually working with.
Greenfield has a higher density of duplexes and small multi-unit buildings from the postwar era than most communities in the southern Milwaukee County area. We handle both owner-occupied and investment property roofing — same assessment process, same written quote, same workmanship standard regardless of ownership structure. Larger footprints and unit connection points are assessed individually before quoting.


The Root River Parkway corridor and the older neighborhoods adjacent to it experience elevated ambient moisture that affects shingle longevity and attic conditions. Homes in that corridor get a closer look at ventilation, deck moisture, and eave ice shield coverage during every assessment.

Directional hail and wind impact — which faces took primary exposure. Roof damage photographed at close range by section. Siding, gutter, soffit, and fascia damage documented in the same visit. Insurance-formatted report ready for carrier submission. We attend adjuster inspections when that helps the claim. Most storm customers pay only their deductible.
Greenfield sits directly in the path of storms that move northeast across Milwaukee County from the southwest — the same track that regularly brings hail through West Allis and Greenfield before continuing into Milwaukee proper. When these events hit, Greenfield homeowners deal with concentrated neighborhood-level damage where multiple properties in the same subdivision are affected by the same storm.
We've worked Greenfield storm events where adjacent blocks had noticeably different damage profiles based on storm track and the specific angle of impact. That directional detail — which faces took the primary hail exposure, which roof slopes caught the wind uplift — belongs in the claim documentation because it establishes why the damage pattern looks the way it does when the adjuster arrives.
We inspect, photograph, and document every affected surface — roof, siding, gutters, soffit, and fascia — in a single visit. If the damage supports a claim, we prepare the package and attend the adjuster inspection.
Storm damage and insurance claims →The same crew that handles roofing handles siding, windows, and gutters. When multiple exterior systems need attention — common on Greenfield homes where everything was built in the same era — one contractor coordinating all of it eliminates the gaps that appear when separate trades don't communicate about transitions.
Greenfield's 1950s and 1960s homes went through a common pattern in the 1970s and 1980s: aluminum siding installed directly over original wood siding. That aluminum is now 40 to 50 years old. When it comes off, we assess the original wood substrate before recommending the replacement system — the condition of what's underneath determines whether fiber cement can go directly on or whether sheathing work comes first. The assessment is part of the free estimate.
Siding installation and replacement →Replacement windows with proper Wisconsin climate flashing. Greenfield's original 1950s windows are functionally indefensible for energy performance. Even 1980s replacements are now at the age where seal failure, frame deterioration, and operational problems are routine. We handle single replacements and full-house projects — each flashed and sealed as an integrated assembly with the wall system.
Seamless gutters sized for roof area and proper drainage. Greenfield's Root River Parkway corridor and older neighborhoods adjacent to it have established canopy that deposits significant organic debris annually. Gutter guards are worth discussing for properties with heavy tree coverage — the calculation changes when gutters need cleaning three times a season versus once.
Every aluminum siding removal is an assessment before it's a replacement. The original wood siding from the 1950s underneath was never designed to be a moisture-sealed substrate — it absorbed humidity behind the aluminum for decades. What we find determines the right path forward.
Greenfield's postwar housing stock is at exactly the age where interior systems need comprehensive updating. Kitchens from the 1960s have been patched and updated piecemeal for decades — new appliances in one decade, a countertop replacement in another — without the full layout and functionality update the space actually needs.
We handle full kitchen renovations including layout reconfiguration, cabinet replacement, countertop and flooring work, and fixture updates. Bathroom remodels from gut-out through finish. Basement finishing for Greenfield's ranch homes — most of which have full unfinished basements from original construction. The same project management approach applies: written scope before any deposit, permits pulled by Generations, timeline established upfront.

All of Greenfield — the established neighborhoods throughout the community, the South 27th Street corridor, and the residential areas on both sides of the Root River Parkway. We also serve Hales Corners, which borders Greenfield to the west and has the same postwar housing stock and exterior upgrade needs.
Our Wauwatosa office is approximately 15 minutes from most Greenfield neighborhoods — close enough to respond quickly for inspections and run production efficiently without travel cost being a factor in your quote.
All neighborhoods including South 27th Street corridor, Root River Parkway adjacent areas, and established subdivisions throughout. No travel surcharge.
West Allis · Oak Creek · Muskego · Cudahy · Franklin · Milwaukee south side

All work completed by our own crew. No subcontractors. One point of accountability for every scope.
Fifteen minutes from our Wauwatosa office. Greenfield, Hales Corners, and the surrounding southern Milwaukee County communities. Alexis Quesada handles all scheduling.
Greenfield & Hales Corners · Alexis responds personally
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Roofing · Siding · Windows · Remodeling · Southeast Wisconsin