...

The Trusted Roofing Contractor for Highland Park’s Luxury Homes

Wolf Development provides Highland Park homeowners with expert installation of slate, cedar, clay tile, synthetic, and metal roofing systems.

Our Appreciation for Highland Park

A City of Architectural Legacy and Lakefront Beauty

Since 2016

Our Appreciation for Highland Park

Our Appreciation for Highland Park

A City of Architectural Legacy and Lakefront Beauty

Highland Park is one of the North Shore’s most distinguished communities, celebrated for its historic estates, cultural landmarks, and lakefront elegance. From the bluffs overlooking Lake Michigan to the iconic Ravinia Festival grounds, the city blends natural beauty with world-class culture.

Architecturally, Highland Park is home to historic mansions, mid-century modern gems, and homes designed by Frank Lloyd Wright and other notable architects. Preserving this heritage requires roofing solutions that not only perform under the challenges of lakefront weather but also respect each home’s architectural story.

At Wolf Development, we admire Highland Park’s unique character. A slate or clay tile roof may be ideal for a classic estate along Sheridan Road, while Brava or DaVinci synthetics provide modern durability for mid-century or contemporary designs. Our work here is always guided by the belief that a roof is more than protection — it’s a defining architectural element that enhances Highland Park’s legacy.

Your Local Highland Park Roofing Specialists

Roofing Solutions for Highland Park’s Distinctive Homes

Highland Park’s mix of architectural styles and lakefront location requires roofing expertise that goes beyond standard contractors. Our team specializes in customized roofing systems designed to handle harsh weather, complex rooflines, and historic preservation requirements.

With Wolf Development, Highland Park homeowners receive boutique service — owner-led, craftsman-driven, and built to last.

Why choose us?

Mastery in Every Roofing Material

Whether you’re restoring a historic slate roof on Sheridan Road or adding a modern metal roof to a new build, our craftsmen are certified experts across all premium materials
Timeless elegance and unmatched longevity.
Rustic warmth with natural insulation.
Slate & shake looks, modern performance.
Architectural shingles with slate-like appeal.
Energy-efficient, modern, and long-lasting.
Mediterranean beauty, natural fire resistance.
Lightweight durability with classic charm.
Wood shake appearance, no rot or warping.
The gold standard for low-slope protection.
Eco-friendly composites with authentic detail
Classic layered look, durable protection.
The Wolf Difference

Why Highland Park Homeowners Choose Wolf Development

Discerning homeowners in Highland Park trust Wolf Development because we deliver:
Architectural Expertise
Skilled in preserving historic homes and enhancing modern builds.
Owner-Led Oversight
David personally guides every project.
Elite Certifications
CertainTeed, DaVinci, Brava credentials = exclusive warranties.
Respect for Property
From bluffs to manicured landscapes, we safeguard your home.

Featured Highland Park Project: Slate Roof Restoration

This Sheridan Road estate required a roof that balanced heritage with resilience. We installed Vermont Slate with custom copper detailing, creating a roof that honors the home’s history while providing long-term protection.

Your Highland Park Roofing Questions, Answered

Everything you need to know about working with Wolf Development.

Do you work on historic homes in Highland Park?

 Yes. We specialize in slate, clay tile, and cedar shake restorations that respect architectural integrity.

Which roofing systems work best near the lakefront?

 Slate, metal, and high-performance synthetics are excellent for handling wind, snow, and lake-effect storms.

How long does a roof replacement take in Highland Park?

Most projects take 3–5 weeks. Large estates or specialty materials like slate may take longer.

Do you provide warranties for Highland Park homeowners?

 Yes. Our certifications allow us to offer extended warranties on materials and workmanship.

Can Wolf Development handle architecturally significant homes?

Absolutely. We have experience working on homes by notable architects, requiring precision and attention to detail.

Still have questions?

Reach out directly. We’re here to talk.

Schedule Your Complimentary Highland Park Design Consultation

Protect and elevate your Highland Park home with a roof designed for elegance, durability, and legacy.
Scroll to Top