Roofing Company in Madison, Wisconsin

Dependable & Trusted Roofing, Siding, Gutter & Window Experts

Residential Roofing Built for Wisconsin Weather

At Oliwill Construction, we know that a roof isn’t just part of your home. It’s the first line of defense against everything Mother Nature throws our way. From harsh winter snow and ice to summer storms and unpredictable Midwest weather, Madison’s climate demands a roof built to last. That’s why we offer top-quality roof installations with craftsmanship, materials, and service you can count on.

Why Choose Oliwill Construction for Your Next Roofing Project

  • Local Expertise & Understanding: As a company rooted in south central Wisconsin, we understand exactly what it takes to build roofs that stand up to Madison’s seasonal extremes.
  • Licensed, Insured & Professional: We’re fully licensed and insured, so you’ve got peace of mind that your property is in qualified hands.
  • Quality Materials & Durable Construction: Whether you choose classic asphalt shingles or more durable metal roofing, we select materials suited to withstand heavy snow loads, wind, rain and ice; common factors in Dane County weather.
  • Projects Big or Small: From single-family homes and garages to duplexes and townhouses, no project is too simple or too complex.
  • Comprehensive Exterior Services: We don’t stop at roofing. Gutters, siding, windows – we’ve got you covered, simplifying exterior renovations or full-home upgrades.
  • Customer Satisfaction & Reputation: With numerous positive reviews from satisfied clients across Madison and surrounding communities, homeowners and businesses trust Oliwill for reliable, timely and professional work.
House From Birds Eye View

Roof Installation Services We Offer in Madison

At Oliwill, we provide a full suite of services to meet your roofing needs:

New Roof Installation

For newly constructed homes or buildings, we install complete roofing systems from the ground up, built to meet local building codes and weather requirements.

Full Roof Replacement

If your existing roof shows signs of wear, shingle curling or cracking, leaks, storm damage, or sagging, we can remove the old roof, repair decking if needed, and install a fresh, durable system.

Material Options for Every Need & Budget

Metal Roofing

For homeowners seeking maximum durability, energy-efficiency, and long-term protection against Wisconsin weather (hail, wind, snow).

Asphalt Shingles

A popular, cost-effective option, offering reliable protection for decades.

Custom & Specialty Roofs

For steep roofs, unique rooflines, or commercial-grade installations, we tailor the roofing system to fit your needs.

Our Roof Installation Process

  1. Free Consultation & Estimate: We begin with a detailed inspection of your property, evaluate your needs, and recommend the roofing solution that best fits your budget, goals, and local weather demands.
  2. Proposal & Planning: You receive a transparent, written proposal outlining scope of work, materials, timeline, and costs.
  3. Professional Installation: We install your chosen roofing system with precision, following local building codes and best practices to ensure the roof withstands snow load, wind, and precipitation common to Madison.
  4. Clean-Up & Final Inspection: We leave your property clean and perform a final inspection to ensure quality, safety, and durability.
  5. Customer Satisfaction Guarantee: Our work is backed by our commitment to quality and customer satisfaction.
birds eye view of roofing on a house
Roof up close from on top of roof

Is It Time for a New Roof?

Signs You Should Consider Replacement. Your roof may need replacement if you notice:

  • Curling, cracked, or missing shingles
  • Granule loss or worn-out asphalt shingles
  • Leaks or water stains inside your home
  • Damaged, rotting, or soft roof decking
  • Visible daylight in the attic or sagging rooflines
  • Evidence of frequent repairs or weather-related damage (wind, hail, ice)

If any of these apply or if your roof is simply aging it’s worth contacting Oliwill for a no-obligation inspection and free estimate.

Ready to Discuss Your Roof Replacement Project?

To explore your project further or to acquaint yourself with our diverse roof replacement offerings, please don’t hesitate to contact us at today!