...

Premium Roofing Services for Chicagoland's Finest Homes

We build legacy roofs for Illinois’ finest homes, specializing in slate, cedar, synthetic, and metal systems.

Wolf Development Roofing Specialists icon

Unparalleled Roofing Craftsmanship in Every Material

Unlike most roofers, we’re certified experts across a full spectrum of premier systems, from old-world slate to modern metal.

Natural Slate

Timeless elegance and unmatched longevity.

Cedar Shake

Rustic warmth with natural insulation.

DaVinci Synthetics

Slate & shake looks, modern performance.

Grand Manor Shingles

Architectural shingles with slate-like appeal.

Metal Roofing

Energy-efficient, modern, and long-lasting.

Clay Tile

Mediterranean beauty, natural fire resistance.

Synthetic Slate

Lightweight durability with classic charm.

Synthetic Shake

Wood shake appearance, no rot or warping.

TPO Flat Roofing

The gold standard for low-slope protection.

Asphalt Architectural

Classic layered look, durable protection.

Roof Type Installation Services

If you’re starting with a material in mind, this is where to begin. Wolf Development installs every major premium roofing system available — from centuries-old natural slate to modern engineered synthetics that outlast the original by decades. Each material has its own performance profile, aesthetic character, and ideal application. Our job is to help you find the right fit for your home, your neighborhood, and your budget.

We are certified installers for DaVinci and Brava — two of the industry’s most respected synthetic roofing brands — and we carry the credentials to back every material we recommend. Whether you’re replacing an aging cedar shake on a 1980s Colonial or installing natural slate on a custom estate, we’ve done it before and we’ll do it right. Primary roofing systems we install:

The Wolf Development Promise

Roof Type Installation Services​

copper metal roof installation on dormers
Roofing Specialist David Wilk standing in front of a home during a roof installation
The Wolf Difference

Replacement & Restoration Services

Roofing Specialist David Wilk standing in front of a home during a roof installation

Not every roofing project starts from scratch — and not every project needs to. Some homes have roofs worth saving. Others need a full replacement. We handle both, and we’ll give you an honest assessment of which path makes more sense before we ever ask you to sign anything.

 

Our replacement and restoration services are built around the homes that make up Chicagoland’s premium residential market — estates, colonials, older historic properties, and everything in between. We work with homeowners who’ve been burned by contractors before and want the project done once, done right, and documented clearly.

Services in this category:

  • Cedar Shake Roof Replacement
  • Slate Roof Restoration
  • Tile Roof Restoration
  • Historic Roof Restoration
  • Luxury Roof Replacement
  • Residential Roof Replacement
  • Estate Home Roofing
  • Steep Slope Roofing
  • Low Slope Roofing
  • Roof Inspection Services
  • Premium Shingle Installation
  • Designer Shingle Roofing
  • Composite Roofing Installation
  • Flat Roof Installation
The Wolf Development Promise

How We Work

Every project starts with a conversation, not a sales pitch. We’ll come to your home, assess your roof, and give you an honest picture of what’s going on — what needs attention, what can wait, and what the right material options are for your specific situation.

From there, you get a fully itemized written estimate. No vague line items. No surprises once work starts. We don’t use subcontractors to run your job, we don’t rush timelines to fit more projects in, and we don’t consider a project done until you do.

Wolf Development has been serving Chicagoland homeowners since 2006. Our service area covers the North Shore, western suburbs, and northwest suburbs — from Winnetka and Lake Forest to Hinsdale, Barrington Hills, and everywhere in between.

The Wolf Development Promise

How We Work​

roofing contractor David Wilk talking to worked on a roofing project in kenilworth

Since 2016

Serving Chicagoland

Trusted by Premier Roofing Manufacturers

Roofing Partners in Quality

We only install materials we’d trust on our own homes.

Featured Projects

Our Roofing Projects Speak for Themselves

From historic estates on the North Shore to modern homes in the western suburbs, our portfolio shows what true craftsmanship can achieve.

Not Sure Where to Start?

If you’re not sure which service fits your situation, that’s exactly what our free consultation is for. We’ll take a look at your roof, give you a clear picture of what’s going on, and help you figure out the right next step.

Your Roofing Questions, Answered

Everything you need to know about working with Wolf Development.

What roofing materials does Wolf Development install?

We install all major premium roofing materials including natural slate, synthetic slate, cedar shake, synthetic shake (DaVinci and Brava), clay tile, metal roofing, Grand Manor shingles, TPO flat roofing, and asphalt architectural shingles. We also handle copper gutters, flashing, standing seam metal panels, and custom architectural metalwork.

Do you handle both full replacements and restorations?

Yes. We assess each roof individually and recommend the approach that makes the most sense — whether that's a full replacement, targeted restoration, or a combination of both. We won't push a full replacement if restoration is the right call.

Where does Wolf Development serve?

Our primary service area covers Chicagoland's northern and western suburbs including Winnetka, Lake Forest, Kenilworth, Glencoe, Wilmette, Highland Park, Northbrook, Hinsdale, Barrington Hills, South Barrington, Hoffman Estates, Glenview, Oak Brook, and surrounding communities.

Are you certified to install DaVinci and Brava synthetic roofing?

Yes. Wolf Development is a certified installer for both DaVinci and Brava — certifications that protect your material warranty and confirm our team has been trained specifically on proper installation for these products.

How do I get started?

Request a free consultation through our estimate page. We'll schedule a time to come to your home, assess your roof, and walk you through your options — with no pressure and no obligation.

Still have questions?

Reach out directly. We’re here to talk.

Scroll to Top