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Natural Slate
Timeless elegance and unmatched longevity.
The Trusted Roofing Contractor for Winnetka’s Finest Homes
Wolf Development provides Winnetka homeowners with unparalleled craftsmanship in slate, cedar, synthetic, clay, and metal roofing systems.
Our Appreciation for Winnetka
A Community of Distinction and Architectural Beauty
Since 2016
Our Appreciation for Winnetka Roofing
Our Appreciation for Winnetka
A Community of Distinction and Architectural Beauty
Winnetka is one of the North Shore’s most celebrated communities, known for its tree-lined streets, lakefront parks, and architectural heritage. From the sandy stretches of Elder Lane and Lloyd Beach to the tranquil beauty of the Skokie Lagoons, Winnetka offers a lifestyle that is both serene and sophisticated. Downtown Winnetka along Green Bay Road adds charm with its boutique shops and historic character, while neighborhoods showcase homes designed by legendary architects like George W. Maher and Robert Seyfarth.
The village’s commitment to preserving historic architecture is unmatched. Tudor, Colonial, and Prairie-style estates sit side by side with modern custom homes, each telling its own story. For homeowners here, a roof is more than protection — it’s a defining feature of the property’s curb appeal and legacy.
At Wolf Development, we share Winnetka’s respect for history and craftsmanship. Whether restoring a Vermont slate roof on a lakefront estate or installing a DaVinci synthetic shake system on a newer home, we ensure every project enhances the architectural character of this remarkable community.
Your Local Winnetka Roofing Specialists
Roofing Built for Winnetka’s Homes and Standards
Wolf Development is proud to serve homeowners throughout Winnetka. We understand the North Shore climate, building codes, and preservation standards, and we tailor our roofing solutions accordingly.
Our roofs aren’t just weather barriers — they’re architectural features designed to enhance property value while protecting your home for decades.
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
The Wolf Difference
Why Winnetka Homeowners Choose Wolf Development
When it comes to protecting and enhancing your home, you deserve more than a standard roofer. Winnetka homeowners trust us because:
Local Architectural Fluency
We respect Winnetka’s design standards and preservation guidelines.
Owner-Led Projects
Every project is personally overseen by David, ensuring accountability and quality.
Portfolio of Local Work
We’ve enhanced homes throughout the North Shore and proudly share our results.
Unwavering Respect for Your Property
Daily cleanup, meticulous protection of landscaping, and a professional crew at all times.
Featured Winnetka Project: Natural Slate Restoration
This Georgian home on Sheridan Road underwent a full Vermont Black Slate roof replacement. The result honors the home’s historic architecture while providing a new century of durability.
Your Winnetka Roofing Questions, Answered
Everything you need to know about working with Wolf Development.
Do you work on historic homes in Winnetka?
Yes. We specialize in roofing for historic estates, ensuring all work respects the architectural integrity and complies with Winnetka’s preservation guidelines.
Which roof materials hold up best near the lakefront?
Natural slate, metal, and synthetic options perform exceptionally well against wind, snow, and moisture — common challenges for Winnetka’s lakefront homes.
How long does a roof replacement take in Winnetka?
Most projects take 2–4 weeks, depending on size, material, and weather. Premium materials like slate or clay tile may take longer due to their complexity.
Do you provide manufacturer-backed warranties?
Yes. Through certifications like CertainTeed SELECT ShingleMaster™ and DaVinci Masterpiece Contractor™, we offer elite warranties covering both materials and workmanship.
How do I choose the right roof for my Winnetka home?
During your consultation, we review your home’s architecture, long-term goals, and budget to recommend the material that best suits your needs.
Still have questions?
Reach out directly. We’re here to talk.
- Licensed & Insured
- GAF Master Elite
- DaVinci Certified
- Since 2016
Schedule Your Complimentary Winnetka Design Consultation
Protect and enhance your home with a roof crafted for beauty and built to last.
